Three week loop in central Italy
San Marino and Italy itinerary
Created by:
itinerary-hub
Published on:
Sept. 16, 2020
21 days
1038 km
11 steps
This itinerary is a three week loop through Central Italy starting in Rome. On this trip you will pass trough some of Italy's most beautiful towns and cities and trough the small nation of San Marino.
Step 1: Rome
4 days recommended
Rome
Rome, Italy's capital, is one of the most historic and beautiful cities in the world. Founded nearly 3,000 years ago, it's often called the "Eternal City" because of its incredible staying power through centuries of civilization.
The city is home to iconic landmarks like the Colosseum, where ancient Romans watched gladiatorial contests, and the Roman Forum, once the center of Roman public life. The Vatican City, the smallest independent state in the world, sits within Rome's boundaries and houses St. Peter's Basilica and the Vatican Museums, including the breathtaking Sistine Chapel with Michelangelo's famous ceiling frescoes.
Rome blends the old and new in a unique way. While walking its streets, you'll find ancient ruins sitting alongside modern buildings and busy streets. The food scene is incredible too, with authentic Italian pasta, pizza, and gelato available at countless restaurants and cafes.
The city has a vibrant atmosphere with lively piazzas like Piazza Navona and the Spanish Steps where people gather to socialize. And don't forget the Trevi Fountain, where tourists throw coins to ensure a return visit to this amazing city. With its rich history, stunning art and architecture, and delicious cuisine, Rome offers an unforgettable experience for any visitor.
Best hotels in Rome:
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Exe Domus Aurea (budget hotel)
Exe Domus Aurea is a delightful hotel in the center of Rome, just a short stroll from Termini Station. The rooms are inviting and well-designed, featuring parquet floors and classic furnishings that add a touch of elegance. A standout feature is the rooftop terrace, where guests can start their day with an American-style breakfast buffet while admiring views of the historic Baths of Diocletian.
Its central location makes exploring the city effortless, whether on foot or by public transport. The welcoming staff at the front desk are always ready to assist with tour bookings or local recommendations. While the rooms aren’t particularly large, they provide everything needed for a comfortable stay, including free Wi-Fi and satellite TV. For travelers looking for a well-priced stay in a fantastic location, Exe Domus Aurea is a great choice for discovering the best of Rome.
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Anantara Palazzo Naiadi Rome Hotel (luxury hotel)
Anantara Palazzo Naiadi is a breathtaking luxury hotel set in a striking white marble building from the 1800s, right in the center of Rome. Overlooking Piazza della Repubblica, it offers a refined blend of classic elegance and modern comfort. The rooms are spacious and beautifully designed, featuring plush beds, marble bathrooms, and high-end toiletries that add to the indulgent experience.
One of its standout features is the rooftop terrace, complete with a seasonal plunge pool and panoramic city views. The grand lobby, with its soaring ceilings and sophisticated décor, sets the tone for a stylish stay. Guests can enjoy a top-tier restaurant serving a mix of Italian and international cuisine or make use of the well-equipped fitness center. Its location is hard to beat—right next to the Repubblica metro station and within walking distance of the main train station, making it easy to explore all of Rome’s iconic sights.
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Tree Charme Augusto Luxury Suites (medium range hotel)
Tree Charme Augusto Luxury Suites is a chic and well-located hotel in the center of Rome, just a short walk from iconic landmarks like the Spanish Steps and Trevi Fountain. The rooms are sleek and spotless, featuring plush beds and thoughtful details like soft, high-quality towels to enhance comfort.
Despite being in a bustling area, the hotel offers a surprisingly peaceful atmosphere, making it a great place to unwind after a day of exploring. The staff are welcoming and always ready with helpful recommendations for nearby dining and attractions. Guests can start their mornings with a delicious breakfast packed with tasty options, while the terrace provides a lovely setting to enjoy a glass of wine in the evening. For those looking to stay close to Rome’s must-see sights while enjoying a stylish and relaxing stay, this hotel is a fantastic choice.
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Best hostels in Rome:
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The RomeHello (boutique hostel)
The RomeHello is a vibrant and centrally located hostel, just a short walk from Repubblica Metro and about 10 minutes from the Trevi Fountain. Its prime location makes it easy to explore Rome’s most famous landmarks while staying in a lively and welcoming environment.
With a strong social atmosphere, this hostel offers plenty of activities, from pizza-making classes to free walking tours and game nights—perfect for meeting fellow travelers. Both dorms and private rooms are clean and comfortable, featuring air conditioning to keep things cool during the warmer months. Free WiFi is available throughout the building, and the on-site bar and restaurant make grabbing a meal or drink hassle-free. The staff are known for their friendliness and helpful tips, adding to the warm experience. For budget travelers looking to explore Rome while staying somewhere fun and convenient, The RomeHello is an excellent choice.
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Ostello Bello Roma Colosseo (hostel)
Ostello Bello Roma Colosseo is a lively and welcoming spot in the center of Rome, just a short stroll from iconic landmarks like the Colosseum. With a fun social atmosphere, it features a rooftop terrace where guests can relax and take in the city views.
The accommodation is clean and comfortable, offering both dorms and private rooms. A shared kitchen is available for those who prefer to cook, while the on-site bar is a great place to grab a drink and connect with fellow travelers. The friendly staff keep things exciting with events like movie nights and walking tours. Its convenient location near public transport makes it easy to explore Rome’s top attractions, and the complimentary breakfast is a nice perk. This hostel is a fantastic choice for budget-conscious travelers looking to stay in the middle of all the action.
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YellowSquare Rome (party hostel)
YellowSquare Rome is a lively and social hostel, perfect for solo travelers looking to connect with others while exploring the city. Just a 10-minute walk from Termini Station, it offers a convenient base for getting around Rome with ease.
The hostel features a buzzing bar with daily events like karaoke and live music, along with a restaurant serving delicious Mediterranean dishes. Both dorms and private rooms are clean and comfortable, complete with air conditioning to keep things cool. Guests who prefer to cook have access to a shared kitchen. The friendly staff keep the atmosphere fun with activities like cooking classes and walking tours, making it easy to meet fellow travelers. With the bar just across the street, socializing continues late into the night. For those looking for an affordable stay with plenty of energy and entertainment, YellowSquare Rome is a fantastic pick.
step 1: Rome
Get Directions
step 2: Montepulciano
Step 2: Montepulciano
1 days recommended
Montepulciano
Montepulciano is a picturesque hill town located in Tuscany, Italy, famous for its incredible Renaissance architecture, stunning views, and world-class wines. Perched high on a limestone ridge, this medieval town offers panoramic views of the surrounding Val d'Orcia and Val di Chiana valleys that simply take your breath away.
The town is known for its Vino Nobile di Montepulciano, one of Italy's oldest and most prestigious wines dating back to the 8th century. Wine enthusiasts can explore numerous historic cellars built underneath the city, many of which have been producing wine for centuries. The annual Bravio delle Botti festival in August is a local tradition where the town's districts compete by rolling wine barrels through the narrow streets.
Walking through Montepulciano feels like stepping back in time. The historic center features impressive palaces designed by famous architects from Florence, elegant piazzas, and the imposing Duomo. The town was featured in the vampire saga Twilight: New Moon, bringing a new wave of tourism to this ancient settlement. Many visitors are surprised to learn that despite its medieval appearance, Montepulciano actually has an underground network of tunnels, cellars, and crypts that are just as interesting as what's above ground.
With fewer crowds than more famous Tuscan destinations, Montepulciano offers an authentic Italian experience where you can enjoy local cuisine, sip exceptional wines, and absorb the rich cultural heritage that defines this remarkable town.
Best hotels in Montepulciano:
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La Terrazza Di Montepulciano (budget hotel)
La Terrazza Di Montepulciano is a delightful hotel set in the historic center of Montepulciano, just a short walk from Piazza Grande. Housed in a beautifully restored building, it maintains its original charm while providing modern comforts. The cozy rooms offer a welcoming atmosphere, with some featuring fireplaces or balconies that overlook the town’s scenic streets.
What truly sets this place apart is the warm hospitality of the owners, Roberto and his wife. They go out of their way to make guests feel at home, offering great local recommendations and serving homemade breakfasts on the terrace with breathtaking views. The combination of a prime location, attentive hosts, and a relaxed atmosphere makes this a fantastic choice for exploring Montepulciano. Whether enjoying a glass of local wine or wandering through medieval alleys, this inviting stay makes it easy to soak in the beauty of Tuscany.
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Abbadia Sicille Relais (luxury hotel)
Abbadia Sicille Relais offers a luxurious stay in the scenic Tuscan countryside near Montepulciano. Set in a beautifully restored 12th-century abbey, this elegant getaway combines historic charm with modern comforts. The spacious rooms and suites feature exposed stone walls, wooden beam ceilings, and refined furnishings, creating a warm and inviting atmosphere.
Guests can unwind in the outdoor pool, enjoy the spa’s sauna and Turkish bath, or savor traditional Tuscan cuisine at the on-site restaurant, which highlights local flavors and wines. The surrounding landscape, filled with vineyards and olive groves, provides the perfect backdrop for a relaxing escape. Whether exploring medieval towns, joining a cooking class, or simply strolling through the gardens, a stay here offers a true taste of Tuscany’s beauty and culture.
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Delcorto Suites (medium range hotel)
Delcorto Suites offers an elegant stay in the center of Montepulciano, with beautifully designed rooms that capture the charm of a bygone era. Vintage furnishings and original artwork give each space a distinctive character, while modern touches like plush bedding and stylish bathrooms ensure a comfortable experience. The attention to detail, from the decor to the high-quality amenities, makes for a truly inviting atmosphere.
The location is ideal, right in the historic district with breathtaking views of the Tuscan countryside. Guests can step outside and find themselves on the main street, surrounded by boutiques and restaurants. Mornings start with a delicious breakfast featuring local specialties, served on a scenic terrace overlooking the town. The welcoming staff go the extra mile, arranging experiences like wine tastings and truffle hunting to immerse visitors in the region’s culture. While it’s a premium stay, the combination of luxury, service, and location makes it an unforgettable choice in Montepulciano.
Best hostels in Montepulciano:
step 2: Montepulciano
step 3: Pienza
Step 3: Pienza
1 days recommended
Pienza
Pienza is a small town in Tuscany that feels like stepping into a postcard. It's known as the "ideal city of the Renaissance" because Pope Pius II transformed his hometown into an urban masterpiece in the 15th century. The town's historic center is a UNESCO World Heritage site, with perfectly planned streets and elegant buildings that showcase Renaissance architecture at its finest.
The main square, Piazza Pio II, is surrounded by beautiful buildings including the Duomo and Palazzo Piccolomini. From the palazzo's gardens, visitors can enjoy breathtaking views of the Val d'Orcia landscape with its rolling hills and cypress trees. This view has been featured in countless films, including scenes from "The English Patient" and "Gladiator."
Beyond architecture, Pienza is famous for its Pecorino cheese. Local shepherds have been making this delicious sheep's milk cheese for centuries, and it remains an important part of the local economy and cuisine. The narrow streets are lined with shops selling various ages of Pecorino, from fresh to aged varieties.
While small, Pienza packs a lot of charm and history into its compact size. The town's layout was revolutionary for its time and influenced urban planning throughout Europe. Today, it remains one of the most perfectly preserved Renaissance towns in Italy.
Best hotels in Pienza:
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Piccolo Hotel La Valle (budget hotel)
Piccolo Hotel La Valle offers a charming retreat in the heart of Pienza. Perched at the edge of town, this cozy hotel rewards guests with stunning views over the Val d'Orcia valley. The rooms are comfortable and tastefully decorated, with wrought-iron beds and wood floors adding a touch of rustic elegance.
One of the highlights is the rooftop terrace, where you can start your day with a delicious breakfast while taking in the breathtaking Tuscan landscape. The friendly staff go out of their way to make you feel welcome, offering helpful tips about exploring Pienza and the surrounding area. With its convenient location just steps from the historic center, Piccolo Hotel La Valle provides the perfect base for wandering the picturesque streets and soaking in the Renaissance atmosphere of this UNESCO World Heritage site.
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Hotel Corsignano (medium range hotel)
Hotel Corsignano is a delightful place to stay in the center of Pienza, putting you just steps away from the town’s main attractions and stunning views of the Val d’Orcia. The rooms are spacious and comfortable, with some featuring private balconies perfect for taking in the scenery. Guests can also unwind on the hotel’s terrace, where a hot tub offers a relaxing way to end the day after exploring the countryside.
Dining options include an on-site restaurant serving a mix of Tuscan specialties and international dishes, along with a well-stocked breakfast buffet featuring local flavors. The friendly staff are always ready with helpful tips on what to see and do in the area. Parking can be a little tricky, as is common in hilltop towns, but for those looking for a conveniently located and welcoming stay in Pienza, this hotel is a fantastic choice.
Best hostels in Pienza:
Step 4: Siena
2 days recommended
Siena
Siena is a beautiful city in Tuscany that feels like it's stuck in Medieval times. The historic center is a UNESCO World Heritage site, with its well-preserved Gothic architecture and famous shell-shaped Piazza del Campo at its heart. This square hosts the Palio, a wild horse race that happens twice each summer where the city's neighborhoods (contrade) compete fiercely with centuries of rivalry between them.
The black and white striped Duomo (cathedral) is one of Italy's most impressive churches, both inside and out. The marble floors are incredibly detailed, showing scenes from the Bible and mythology. The Palazzo Pubblico with its tall Torre del Mangia offers amazing views if you're willing to climb all those steps.
Siena was once a major banking hub and rival to Florence until the Black Death in 1348 wiped out much of its population. This devastating plague actually helped preserve the city's medieval character since development came to a halt. Today, Siena still operates under its ancient district system, with each contrada having its own flag, colors, and even its own church. The locals' loyalty to their contrada is passed down through generations and is fundamental to Sienese identity.
The food scene is classic Tuscan - simple but delicious with pici pasta (thick, hand-rolled spaghetti), wild boar dishes, and panforte (a dense fruit and nut cake) being local specialties.
Best hotels in Siena:
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Hotel Italia (budget hotel)
Hotel Italia is a fantastic choice for discovering Siena, conveniently located between the train station and the historic center. A 20-minute walk brings you to Piazza del Campo, but if you don’t feel like trekking uphill, an escalator near the hotel makes reaching the old town easy. Plus, with bus stops right outside, getting around couldn’t be more convenient.
The rooms are comfortable and well-equipped with essentials like satellite TV, free Wi-Fi, and minibars. One of the standout features is the breakfast buffet, which offers a delicious mix of sweet and savory options—there’s even a chocolate fountain for those with a sweet tooth. The welcoming staff are always happy to share recommendations to make the most of your stay. After a day exploring Siena’s charming streets and historic landmarks, the hotel bar is a great place to relax with a drink. With its excellent location and great service, it’s a solid option for a memorable stay.
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Grand Hotel Continental Siena (luxury hotel)
Grand Hotel Continental Siena is a breathtaking 5-star stay right in the heart of the city's historic center. Housed in a 17th-century building, it combines timeless elegance with modern comforts. The rooms are exquisitely designed, featuring frescoed ceilings, antique furnishings, and luxurious marble bathrooms that add to the sophisticated atmosphere.
Its prime location puts guests just steps from Piazza del Campo and the Duomo, making it easy to explore Siena’s rich history. The warm and attentive staff go above and beyond to ensure a memorable stay. Dining at the hotel is a treat, with Sapordivino serving up incredible Tuscan dishes, while the lounge bar is a great spot for an evening cocktail. While it’s definitely a splurge, this hotel delivers an unforgettable experience for those looking to indulge in a bit of luxury while soaking in Siena’s charm.
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Hotel Athena (medium range hotel)
Hotel Athena is a great spot for exploring Siena. It's right inside the historic city walls, so you're close to all the main sights but still have that peaceful feel. The rooms are comfy and spacious, with warm colors that give them a cozy vibe. Some of the upper floor rooms have awesome views over the town and surrounding countryside.
One of the best things about this place is the location - you can walk to the famous Piazza del Campo and Siena Cathedral in under 10 minutes. The hotel also has free parking, which is super handy if you're driving. In the evenings, you can chill out on the terrace and take in the views with a glass of local wine.
The staff are really friendly and helpful. They can hook you up with tours of the Chianti wine region if that's your thing. The breakfast buffet gets good reviews too. All in all, it's a solid choice if you want to be close to the action in Siena but still have a relaxing place to come back to at the end of the day.
Best hostels in Siena:
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Hotel Athena (boutique hostel)
Hotel Athena offers a comfortable and convenient stay in Siena, just a short walk from landmarks like the cathedral and Piazza del Campo. Though centrally located, it provides a peaceful atmosphere, making it an ideal place to unwind after a day of sightseeing. The rooms are spacious and well-equipped, featuring air conditioning and soundproofing for extra comfort.
One of its standout features is the terrace, which boasts stunning views of the Tuscan countryside. Guests can enjoy delicious Italian cuisine and regional wines at the on-site restaurant, while the friendly staff are always ready with recommendations or assistance in planning day trips. For those driving, the free parking is a major perk in a city where spaces are limited. With its excellent location and great amenities, this hotel is a fantastic choice for exploring Siena and beyond—just be sure to book early, as it fills up quickly in peak season.
step 4: Siena
step 5: San Gimignano
Step 5: San Gimignano
1 days recommended
San Gimignano
San Gimignano is a small medieval hill town in Tuscany, Italy, that looks like it's straight out of a fairy tale. With its 14 stone towers creating a unique skyline, it's easy to see why it's often called the 'Medieval Manhattan.' These towers were built by wealthy families in the 13th century to show off their power and status - originally there were 72 of them!
The town is surrounded by walls that date back to the 13th century and walking through its narrow streets feels like stepping back in time. The historic center is a UNESCO World Heritage Site, and it's packed with beautiful buildings, churches with impressive frescoes, and cozy piazzas.
San Gimignano is also famous for its white wine, Vernaccia di San Gimignano, which has been produced here since ancient Roman times. It was the first Italian wine to receive the DOCG quality assurance label.
The town gets busy with tourists during the day, but in the evening, when day-trippers leave, it becomes quiet and atmospheric. The views of the surrounding Tuscan countryside with its vineyards, olive groves, and rolling hills are absolutely breathtaking, especially at sunset when the whole landscape is bathed in golden light.
Best hotels in San Gimignano:
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Hotel Le Renaie (budget hotel)
Hotel Le Renaie is a lovely getaway set in the scenic Tuscan countryside just outside San Gimignano. Surrounded by lush gardens and rolling hills, it offers a peaceful atmosphere where guests can unwind by the outdoor pool or enjoy a meal on the terrace while admiring the landscape.
The rooms embrace a traditional Tuscan style, featuring terracotta floors and charming floral fabrics. Many come with private balconies, providing a perfect spot to soak in the views. The on-site restaurant serves delicious regional dishes made with fresh, local ingredients. With its tranquil setting and easy access to San Gimignano, this hotel is an excellent choice for travelers who want to explore the area while enjoying a quiet and relaxing place to return to.
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Hotel Sovestro (medium range hotel)
Hotel Sovestro offers a peaceful escape just outside San Gimignano, surrounded by pine trees and olive groves. With two inviting pools and a laid-back atmosphere, it’s a great spot to unwind while still being close to town. Guests can take a scenic 30-minute walk to the center or hop on the free shuttle for added convenience.
The rooms are cozy and designed with a classic Tuscan touch, featuring wooden furnishings and either a balcony or patio—perfect for enjoying a glass of local wine while soaking in the views. Next door, Da Pode restaurant serves delicious regional dishes made with fresh, local ingredients. Mornings start with an excellent breakfast spread, which can be enjoyed on the terrace when the weather is pleasant. The welcoming staff go above and beyond to ensure a comfortable stay. For those looking to explore San Gimignano while staying in a tranquil setting, this hotel is a fantastic choice.
Best hostels in San Gimignano:
step 5: San Gimignano
step 6: Pisa
Step 6: Pisa
2 days recommended
Pisa
Pisa is a city that's way more than just the famous leaning tower. This slice of Tuscany is packed with history and influence from the Etruscan, Roman, and Renaissance eras.
The Leaning Tower sits in the Piazza dei Miracoli, or 'Square of Miracles,' alongside the stunning Cathedral, Baptistery, and Camposanto (holy field). While the tower gets all the attention, the entire square is recognized as a UNESCO World Heritage site and showcases incredible medieval architecture. The tower's tilt isn't a design feature but actually a mistake - soft ground on one side caused it to lean during construction in the 12th century.
Beyond the main attractions, Pisa offers charming streets along the Arno River, impressive palaces, and some seriously good Tuscan food. The city also has a strong university presence that gives it a vibrant, youthful atmosphere despite its ancient roots. Fun fact: Galileo Galilei was born here and supposedly used the leaning tower for some of his gravity experiments, dropping objects from the top to prove they fall at the same rate regardless of mass.
Best hotels in Pisa:
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Grand Hotel Bonanno (budget hotel)
Grand Hotel Bonanno is a comfortable and convenient place to stay while exploring Pisa. Located in a quiet area, it’s still just a 10-minute walk from the famous Leaning Tower. The rooms are spacious and well-equipped, featuring air conditioning and minibars to keep drinks chilled.
Guests can unwind in the hotel’s charming garden after a day of sightseeing or enjoy a meal at the on-site restaurant, which serves delicious Tuscan cuisine. The bar is a great spot for a relaxing drink, and the generous breakfast buffet provides plenty of options to start the day right. For those who want to explore the city on two wheels, bike rentals are available. The hotel is just 500 meters from the San Rossore train station and only 5 km from the airport, making it a convenient choice for travelers wanting a comfortable base while visiting Pisa.
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B&B da Debora (homestay)
B&B da Debora is a cozy little spot tucked away near Pisa's airport. The rooms are simple but comfy, with shared bathrooms and a communal kitchen where you can whip up a quick meal or grab a coffee. Debora, the friendly owner, goes out of her way to make guests feel at home - she'll even give you tips on the best local pizza joints.
The location is super convenient if you have an early flight, as it's just a 15 minute walk to the airport. While it's a bit far from the main sights, there's a bus stop nearby to take you into the city center. The garden and terrace are nice touches for relaxing after a day of sightseeing.
Overall, it's a great budget-friendly option if you want a homey place to crash in Pisa. Just keep in mind check-in ends at 10pm, so plan your arrival accordingly. The Italian breakfast and Debora's warm hospitality make for a pleasant stay.
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The Rif (medium range hotel)
The Rif is a stylish boutique hotel just a short walk from Pisa’s iconic Leaning Tower. Its central location makes it easy to explore the city's main attractions on foot. The rooms are modern and well-designed, featuring comfortable beds and sleek bathrooms. Some even come with balconies that offer peaceful garden views.
The staff are warm and always ready with helpful tips or directions. Mornings here start with a fantastic breakfast, including homemade cakes and pastries that are a real treat. After a day of sightseeing, guests can unwind with a drink in the cozy lounge and bar or take in the stunning city views from the rooftop terrace. With its combination of comfort, great service, and a prime location, The Rif is an excellent choice for discovering Pisa.
Best hostels in Pisa:
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Hostel Pisa Tower (hostel)
Hostel Pisa Tower is an affordable and well-located stay, just a short two-minute walk from the iconic Leaning Tower and Pisa Cathedral. The rooms are bright and playful, featuring a pop art-inspired design, with options ranging from private accommodations to dorm-style setups with shared bathrooms.
More than just a place to sleep, the hostel offers inviting common areas where guests can relax and socialize. There’s a cozy living room with a fireplace for cooler nights, a games room for some friendly competition, and a terrace perfect for enjoying the Tuscan sunshine. Free Wi-Fi and air conditioning add to the comfort, especially during the warmer months. The city center is just a five-minute walk away, and convenient bus stops near the hostel make it easy to reach the train station or airport. It’s a great option for backpackers and budget-conscious travelers who want a prime location without overspending.
Step 7: Lucca
1 days recommended
Lucca
Lucca is a beautiful city in Tuscany, Italy, that often gets overlooked by tourists rushing between Florence and Pisa. What makes this place special is its incredibly well-preserved Renaissance walls that completely encircle the old town. These walls are so wide that they've been converted into a tree-lined park where locals and visitors walk, jog, or bike with amazing views of the city.
The historic center is filled with charming cobblestone streets, medieval towers, and lovely piazzas. Piazza dell'Anfiteatro is particularly interesting - a perfectly oval-shaped square built on the ruins of an ancient Roman amphitheater. You can still see the original shape today, with buildings following the exact curve of the old arena.
Lucca is also known as the city of 100 churches, with impressive religious buildings like the San Martino Cathedral and San Michele in Foro dotting the skyline. The city has strong musical connections too - it's the birthplace of famous composer Giacomo Puccini, and music festivals throughout the year celebrate this heritage.
The food scene deserves special mention, with local specialties like tortelli lucchese (meat-filled pasta with ragù) and buccellato (a sweet bread with raisins and anise) that represent centuries of Tuscan culinary tradition. Unlike some tourist hotspots in Italy, Lucca maintains an authentic atmosphere where you can experience real Italian life.
Best hotels in Lucca:
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Hotel Diana & Depandance (budget hotel)
Hotel Diana & Depandance is a welcoming place in the historic center of Lucca, just a short walk from the Duomo di San Martino and other key landmarks. The rooms are bright and air-conditioned, equipped with free Wi-Fi and flat-screen TVs—simple yet comfortable accommodations for discovering the city.
The location is fantastic for those who want to be right in the middle of Lucca’s charming streets. It’s within walking distance of the train station while still inside the old city walls. The staff are known for being friendly and accommodating, and breakfast is available at a nearby hotel, earning positive feedback from guests. It’s a solid choice for travelers looking for a clean and convenient place to stay. Just note that reception hours are limited, so it’s a good idea to plan your arrival accordingly.
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La Dimora di Corte (homestay)
La Dimora di Corte is a lovely hideaway in the Tuscan countryside, just outside Lucca. The rooms are inviting and comfortable, offering beautiful views of the surrounding mountains and gardens. Evenings on the patio are especially enjoyable, with a glass of wine in hand and the peaceful scenery all around.
The hosts, Patrizia and Giampaolo, add a special touch to the experience with their warm hospitality. They’re always happy to share local tips or a cup of coffee, and even with minimal English, communication is easy with a bit of creativity. While the location is a bit outside the city center, the quiet atmosphere makes it a great escape from tourist crowds. Having a car is recommended, but the serene countryside setting makes the extra effort worthwhile. It’s a fantastic place to stay for those looking to experience the charm of Tuscany.
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The Tuscanian Hotel (luxury hotel)
The Tuscanian Hotel is a delightful place to stay in the center of Lucca, set in a beautifully restored 17th-century building that combines historic charm with modern comforts. Each room is uniquely decorated with elegant furnishings and offers lovely views of the city. Some even feature hydromassage showers or baths, making them a great spot to unwind after a day of exploring.
A standout feature is the restaurant, which has received recognition from the Michelin guide. During the summer months, guests can enjoy breakfast in the tranquil garden courtyard, while the bar provides a cozy setting for an evening cocktail. The hotel’s location is ideal, placing visitors just steps away from Lucca’s top attractions. Adding to the experience, the staff are welcoming and always ready to assist with recommendations and local tips.
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Hotel San Marco (medium range hotel)
Hotel San Marco is a welcoming place just a short stroll from Lucca’s famous city walls. The rooms are comfortable and well-maintained, featuring modern amenities like free WiFi and flat-screen TVs. One of the standout features is the outdoor pool, a great spot to cool off after a day of exploring the town in warm weather.
The staff are known for their friendly and helpful approach, always ready with recommendations for local restaurants or assistance with bike rentals to explore Lucca. Breakfast is a treat, with the option to enjoy it on the terrace overlooking the garden when the weather allows. The location is convenient—close enough to walk into the historic center while being slightly removed from the busiest areas. Free parking is an added bonus, making it an excellent choice for those traveling by car and looking for a comfortable stay in this beautiful Tuscan city.
Best hostels in Lucca:
Step 8: Florence
3 days recommended
Florence
Welcome to Florence - the birthplace of the Renaissance and a city that makes art lovers go wild. This amazing city is home to world-class museums, stunning architecture, and so much delicious food that you'll need to loosen your belt a notch or two.
Florence's historic center is pretty compact, which makes it perfect for exploring on foot. The Duomo (that massive cathedral with the red dome) dominates the skyline and is truly impressive up close. And yes, the Uffizi Gallery and Accademia (where Michelangelo's David flexes for the crowds) are must-sees for good reason.
The city sits along the Arno River, with the famous Ponte Vecchio bridge lined with jewelry shops that have been there for centuries. Fun fact: during WWII, the Ponte Vecchio was the only bridge in Florence that wasn't destroyed by the Germans.
Florentines take their food seriously - this is Tuscany after all. The local specialty is bistecca alla fiorentina, a massive T-bone steak usually meant for sharing (though nobody will judge if you tackle it solo). Wash it down with some Chianti from the surrounding hills, and finish with gelato that will ruin ice cream for you forever.
Best hotels in Florence:
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Hotel Nazionale (budget hotel)
Hotel Nazionale is a welcoming spot in the center of Florence, conveniently located just a short walk from Santa Maria Novella train station. The rooms are simple yet comfortable, equipped with air conditioning to keep guests cool during warm summer days. While the décor is straightforward, the hotel provides everything needed for a pleasant stay.
The standout feature is its prime location—close to major attractions like the Duomo and Palazzo Vecchio, yet away from the heaviest crowds. The staff are known for their warm hospitality and helpful recommendations on local gems worth visiting. Free WiFi is reliable, and plenty of cafés and restaurants are just steps away. While it may not be a luxury stay, Hotel Nazionale is a great option for travelers looking for a clean, centrally located place to rest after exploring Florence.
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Cadorna (homestay)
Cadorna offers a welcoming stay in Florence, creating a comfortable and home-like atmosphere for travelers. Situated less than a kilometer from the Fortezza da Basso convention center, it features cozy rooms with views of the mountains or courtyard. The staff are known for their warm hospitality, always going the extra mile to assist guests and ensure a pleasant experience.
The rooms are spacious and well-decorated, equipped with comfortable beds, WiFi, TVs, and coffee makers. An on-site coffee shop provides a convenient spot for a quick caffeine boost. While the bathrooms are shared, they are well-maintained and kept clean. The location is another highlight, with easy access to the main train station via tram and many of Florence’s top attractions within walking distance. After a day of sightseeing, guests can unwind on the balcony and take in the city views, making Cadorna a great option for those looking for a cozy and budget-friendly stay in Florence.
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IL Tornabuoni The Unbound Collection by Hyatt (luxury hotel)
IL Tornabuoni is a stylish 5-star hotel set in Florence’s fashion district, housed in a stunning Renaissance building on Via de’ Tornabuoni. Just steps from high-end boutiques and iconic landmarks, it offers an elegant stay with beautifully designed rooms featuring artisanal furniture, modern amenities like free WiFi and satellite TV, and even original frescoes in some spaces for a touch of Florentine history.
One of the standout features is the rooftop terrace, where guests can enjoy sweeping city views along with a Champagne bar, making it a perfect spot for evening drinks. The hotel also caters to food lovers with a gourmet Tuscan restaurant and a wine cellar stocked with fine Italian and French selections. With the Uffizi Gallery and Florence Cathedral just a short walk away, IL Tornabuoni places guests in an ideal location to experience the best of the city while enjoying a refined and comfortable stay.
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Hotel Calimala Florence (medium range hotel)
Hotel Calimala is a stylish 4-star stay located in Florence’s historic center, just a short walk from iconic landmarks like the Ponte Vecchio and Uffizi Gallery. The rooms have a modern, chic design with thoughtful details such as coffee machines and plush beds for a comfortable stay. One of the highlights is the rooftop bar and restaurant, offering stunning city views—an ideal spot for enjoying a drink at sunset.
The staff go the extra mile to ensure guests have a fantastic experience, and the breakfast spread includes a variety of delicious options to start the day right. While it’s on the pricier side, the unbeatable location and excellent service make it a worthwhile choice. If you’re looking for a stylish and comfortable stay in the middle of Florence’s vibrant atmosphere, Hotel Calimala is a fantastic pick—just be sure to book ahead, as it’s a popular spot.
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Hotel Calimala Florence (medium range hotel)
Hotel Calimala is a stylish 4-star stay located in Florence’s historic center, just a short walk from iconic landmarks like the Ponte Vecchio and Uffizi Gallery. The rooms have a modern, chic design with thoughtful details such as coffee machines and plush beds for a comfortable stay. One of the highlights is the rooftop bar and restaurant, offering stunning city views—an ideal spot for enjoying a drink at sunset.
The staff go the extra mile to ensure guests have a fantastic experience, and the breakfast spread includes a variety of delicious options to start the day right. While it’s on the pricier side, the unbeatable location and excellent service make it a worthwhile choice. If you’re looking for a stylish and comfortable stay in the middle of Florence’s vibrant atmosphere, Hotel Calimala is a fantastic pick—just be sure to book ahead, as it’s a popular spot.
Best hostels in Florence:
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RE-Dama Hostel (boutique hostel)
RE-Dama Hostel in Florence provides a comfortable and convenient stay just outside the busy city center. The rooms are spacious and kept clean, with some offering balconies or terraces that showcase pleasant views of the surrounding area. Guests can unwind in the shared lounge, a welcoming space to relax and meet other travelers. The staff are known for being friendly and always ready to assist with any needs.
Getting to central Florence is easy, thanks to a nearby tram stop that takes you into the city in about 15 minutes. Breakfast is a highlight, featuring a selection of pastries, fruits, and other options to start the day off right. While it’s not in the middle of the bustling tourist areas, the quieter surroundings and convenient transport links make it a great option for those wanting to explore Florence while enjoying a more relaxed setting.
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Plus Florence (hostel)
Plus Florence is a great choice for travelers wanting to stay in the heart of Florence without spending too much. Just a 10-minute walk from Santa Maria Novella Train Station, it offers comfortable rooms, free WiFi, and even an indoor pool for cooler days. Each room comes with a TV and a private bathroom, and some offer amazing views of the cathedral.
Guests can stay active in the fitness area or lounge by the outdoor pool during summer. There's also a café for quick snacks and drinks, along with a restaurant serving delicious Italian meals. The location is ideal, putting you within easy reach of top attractions like the Uffizi Gallery and Fortezza da Basso. For budget-conscious travelers looking to experience the city's energy, Plus Florence is a solid option.
Step 9: Bologna
2 days recommended
Bologna
Bologna, the capital of the Emilia-Romagna region in northern Italy, is a city that doesn't show off like its famous siblings Rome, Florence, or Venice - but it definitely should. With its stunning medieval architecture, incredible food scene, and relaxed atmosphere, Bologna offers an authentic Italian experience without the overwhelming crowds of tourists.
The city is known for its iconic porticoes - covered walkways that stretch for nearly 40 kilometers throughout the city. These architectural features have been protecting locals from rain and sun since the Middle Ages and are now on UNESCO's World Heritage list. The Two Towers, Asinelli and Garisenda, stand as the most recognizable landmarks of Bologna's skyline, with the taller one offering breathtaking views for those willing to climb its 498 steps.
Bologna is widely considered Italy's food capital, earning nicknames like 'La Grassa' (The Fat One). This is the birthplace of tortellini, tagliatelle al ragù (the authentic Bolognese sauce), and mortadella. The city houses Europe's oldest university, founded in 1088, which gives it a youthful, vibrant energy thanks to the thousands of students who fill its historic streets and squares. The central Piazza Maggiore with its unfinished Basilica di San Petronio provides a perfect spot to people-watch while enjoying a glass of local wine.
Best hotels in Bologna:
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Hotel Panorama Bologna Centroa (budget hotel)
Hotel Panorama Bologna Centro is a delightful choice in the historic center, just a short walk from Piazza Maggiore. Its location makes it easy to explore Bologna’s main attractions on foot. The rooms feature a traditional Italian design with parquet floors, and some offer lovely views of the surrounding area, adding to the charm of the stay.
This hotel keeps things straightforward while providing excellent value for visitors. The staff is welcoming and always ready to assist, and free Wi-Fi is available throughout. Some rooms have shared bathrooms, but they are maintained to a high standard. For those seeking an authentic local experience, this spot is ideal, with markets, cafés, and restaurants nearby serving Bologna’s renowned cuisine. With landmarks like the San Petronio Basilica just minutes away, it’s a great base for immersing yourself in the city's rich history and culture.
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Room sweet Room (homestay)
Room Sweet Room in Bologna is a cozy and budget-friendly choice for travelers eager to explore the city. The accommodations are simple yet comfortable, offering soft beds and all the necessary amenities for a pleasant stay. While the spaces aren’t overly large, they are thoughtfully arranged and well-maintained, ensuring a welcoming atmosphere.
One of the best features of this place is its convenient location. Set in a peaceful neighborhood, it provides easy access to Bologna’s main attractions, with a bus ride getting you to the historic center in about 20 minutes. The friendly and attentive owners are always happy to share recommendations on the best local spots. Guests also appreciate the added conveniences like coffee makers and fridges in the rooms, as well as spotless shared bathrooms. For those looking for a straightforward and affordable stay with great hospitality, this is an excellent choice.
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Royal Hotel Carlton (luxury hotel)
The Royal Hotel Carlton in Bologna is a great choice for travelers wanting to explore the city. Located just a short walk from the train station, it offers easy access to transportation and nearby attractions. The rooms are spacious and well-furnished, featuring comfortable beds and elegant marble bathrooms. Some also come with balconies, providing a pleasant spot to enjoy the fresh air and city views.
Guests can take advantage of several amenities, including a spa with saunas and Turkish baths—perfect for unwinding after a day of sightseeing. The on-site restaurant serves a mix of regional specialties and international dishes, while the generous breakfast buffet ensures a good start to the day. With a welcoming staff and a prime location, this hotel provides a comfortable and convenient stay, whether visiting Bologna for work or leisure.
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Almarossa (medium range hotel)
Almarossa offers a fantastic stay in Bologna, featuring spacious and modern apartments with fully equipped kitchenettes, making it easy for guests to prepare their own meals. The location is highly convenient, just a 15-minute walk from the main square and within easy reach of excellent restaurants and popular attractions.
The rooms have a sleek, minimalist design with comfortable beds and well-appointed bathrooms. Some accommodations also include balconies that provide charming views of the surrounding streets. The staff is welcoming and always ready to share recommendations for exploring the city. Despite being centrally located, the atmosphere remains quiet and relaxing, making it an excellent base for discovering Bologna, whether visiting for business or leisure.
Best hostels in Bologna:
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Dopa Hostel (boutique hostel)
Dopa Hostel in Bologna is a fantastic option for travelers looking to stay in the center of the city. It’s within walking distance of major landmarks like the iconic towers and Piazza Maggiore, making sightseeing easy and convenient. The accommodations are clean and comfortable, with both private rooms and dorm-style bunks available for those on a budget.
A standout feature of this hostel is its lively and social atmosphere. The common area is a great place to relax and connect with fellow travelers, and the staff organizes group dinners and activities to bring guests together. The team is also known for being welcoming and providing excellent recommendations on local spots to visit. Surrounded by great restaurants and cafés, the location makes exploring Bologna a breeze. Since this hostel is quite popular, booking in advance is a good idea.
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Combo Bologna (hostel)
Combo Bologna is a stylish and relaxed hostel just a short walk from the train station. It offers a mix of private rooms and dorms, making it a great choice for different types of travelers. The common spaces, including a lounge, TV room, and a garden, provide plenty of opportunities to socialize. In the summer, the garden comes to life with live music events, adding to the fun atmosphere.
The rooms are well-kept and comfortable, with air conditioning to keep cool during Bologna’s warmer months. Guests can enjoy free WiFi throughout the building and have access to a shared kitchen for meal prep. The staff is known for being welcoming and always ready to assist. A delicious breakfast featuring fresh local products like bread and jams is served each morning. While it takes about 20 minutes to walk to the city center, the hostel is close to the MAMbo modern art museum, making it a convenient base for exploring Bologna.
step 9: Bologna
step 10: San Marino
Step 10: San Marino
2 days recommended
San Marino
San Marino is a small country completely surrounded by Italy, sitting proudly on Mount Titano. It claims to be the oldest republic in the world, founded in 301 CE by a Christian stonecutter named Marinus, who fled Roman persecution. Despite its tiny size (just 61 square kilometers), this microstate packs in stunning views, medieval architecture, and a fascinating history of maintaining its independence for over 1,700 years.
The historic center, a UNESCO World Heritage site, features three impressive medieval towers perched dramatically on the mountain's peaks. The narrow, winding streets lead visitors through a charming old town with stone buildings, quaint shops, and small piazzas. The Palazzo Pubblico (Government House) stands as the center of political life, where the changing of the guard ceremony takes place with guards dressed in colorful traditional uniforms.
Beyond its beauty, San Marino offers some quirky aspects too. It has its own currency (though euros are widely accepted), issues its own stamps (prized by collectors), and even has its own football team (which, yes, usually loses). Tax-free shopping makes it popular with visitors looking for bargains on luxury goods. And while thousands of tourists visit each year, relatively few know about this peaceful mountain republic that has somehow managed to maintain its sovereignty while empires and nations around it rose and fell.
Best hotels in San Marino:
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Hostaria da Lino (budget hotel)
Hostaria da Lino is a great spot in the center of San Marino, only a short distance from the cable car station, making it an easy base for exploring the historic city. The rooms are simple yet comfortable, featuring free Wi-Fi and air conditioning for a pleasant stay.
The standout feature is the food, with a restaurant that offers tasty local dishes and classic Italian options. Breakfast is included, with a buffet served on the shared veranda to start your day right. As a family-run establishment, it has a warm and welcoming atmosphere. With free parking and a central location, Hostaria da Lino is a perfect choice for a relaxing stay while exploring San Marino, and the friendly staff is always ready to offer helpful recommendations.
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Titano Suites (luxury hotel)
Titano Suites provides an upscale experience in the center of San Marino’s historic area, housed in a 19th-century building. The hotel is close to major attractions like the Palazzo Pubblico and Basilica of St. Marino. The rooms and suites are well-appointed, featuring modern amenities such as air conditioning, satellite TV, and free WiFi.
One of the highlights of Titano Suites is its central position, offering easy access to San Marino’s picturesque streets and stunning views of the surrounding countryside. The hotel’s restaurant serves tasty Italian dishes, and there's a fitness center nearby for those looking to stay active. For a more relaxing experience, guests can also book a massage. With its combination of historical elements and contemporary conveniences, Titano Suites serves as an ideal spot for exploring San Marino.
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Hotel Cesare (medium range hotel)
Hotel Cesare is located in the center of San Marino’s historic area, just a short distance from the iconic towers and key attractions. The rooms are bright and comfortable, featuring parquet floors and offering views of either the old town or the scenic valley.
The hotel boasts a great restaurant known for its homemade pasta and grilled meats. Breakfast includes a selection of cakes, cold cuts, and local specialties to fuel up for the day. The staff is attentive and happy to share recommendations for local sights. With its glass facade and terrace, the hotel combines a modern vibe with its historical surroundings, making it an excellent choice for exploring the area while enjoying the views.
Best hostels in San Marino:
step 10: San Marino
step 11: Assisi
Step 11: Assisi
2 days recommended
Assisi
Assisi, a small town in Umbria, Italy, sits up on a hill with picture-perfect views of the surrounding countryside. The streets wind through medieval buildings made of white and pink stone that seem to glow at sunset. Most people know Assisi as the birthplace of St. Francis, one of Italy's patron saints, who founded the Franciscan religious order in the 13th century.
The Basilica of St. Francis dominates the town and houses incredible frescoes by famous artists like Giotto and Cimabue. These artworks tell the story of St. Francis and have survived for centuries. The town is also home to other beautiful churches like the Basilica of Santa Chiara and the Cathedral of San Rufino.
Assisi has a calm, peaceful atmosphere that matches its spiritual heritage. Many visitors say there's something special about the place that can't quite be explained. Throughout the year, religious festivals and events bring the town to life with processions, music, and traditional celebrations. The Calendimaggio festival in May recreates medieval life with competitions between the upper and lower parts of town.
Beyond the religious sites, Assisi offers fantastic regional food. The local cuisine features simple but delicious dishes with fresh ingredients from the Umbrian countryside - think truffle pasta, porchetta (roast pork), and strong red wines. The town makes a perfect base for exploring the rest of Umbria, an area often overlooked by tourists rushing between Rome and Florence.
Best hotels in Assisi:
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Hotel Da Angelo (budget hotel)
Hotel Da Angelo sits just outside Assisi, offering a peaceful stay with stunning views of the Umbrian countryside. Guests can take in the scenery from the outdoor pool or enjoy a meal on the restaurant’s terrace. The rooms are clean, comfortable, and equipped with all the essentials for a relaxing visit.
This family-run hotel has a warm and inviting atmosphere, with staff always ready to assist with recommendations or special requests. The on-site restaurant serves delicious regional dishes, including homemade pasta and wood-fired pizza that shouldn’t be missed. While Assisi’s historic center is just a short walk or drive away, the hotel's tranquil setting provides the perfect place to relax after a day of exploring. With its welcoming hospitality, great food, and picturesque surroundings, Hotel Da Angelo makes for a wonderful stay in this beautiful region.
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Borgo Antichi Orti Assisi (luxury hotel)
Borgo Antichi Orti Assisi offers a peaceful escape just below the Basilica of St. Francis. The setting is both scenic and convenient, with the town center only a short walk away. Surrounded by lush gardens and olive groves, the hotel provides breathtaking views of the Basilica and the rolling Umbrian hills, creating a serene atmosphere perfect for unwinding.
The spacious rooms blend rustic charm with modern comfort, featuring elegant decor and exposed stone walls that add to the historic feel. The on-site restaurant is a highlight, serving delicious local dishes made with fresh ingredients. Guests can also enjoy a refreshing dip in the outdoor pool after a day of exploring. What truly makes this stay special is the attentive staff, always ready to assist and ensure a smooth experience. With its combination of beautiful surroundings, welcoming service, and thoughtful details, Borgo Antichi Orti Assisi is an excellent choice for a memorable visit.
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Hotel Pax (medium range hotel)
Hotel Pax is a welcoming, family-run stay in the center of Assisi, tucked away on a peaceful street just a short walk from the main square. Housed in a historic building, it features charming stone walls and vaulted ceilings that add to its unique character. The rooms are cozy and well-equipped, each with a private bathroom and TV, offering a comfortable place to unwind after a day of sightseeing.
What truly sets this hotel apart is the hospitality of the owners, who go above and beyond to ensure guests have a memorable stay. They’re always happy to share tips on the best places to visit in town. The on-site restaurant serves delicious Umbrian dishes, making it a great spot to experience authentic local flavors. With its excellent location and welcoming atmosphere, Hotel Pax is an ideal base for discovering the beauty and history of Assisi.