Castiglion Fiorentino Hotel & Accommodation Deals 2026 from AU$78 - Compare prices by date

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

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Our top choices for Castiglion Fiorentino hotels

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.

A cozy room with a bed, candles, a bottle of wine, and fresh fruits.

A stone building with a grassy courtyard, a staircase, and a small garden area.

1. San Michele al Castello

Castiglion Fiorentino

Alejandro

AU$170

includes taxes & fees

26 Sept - 27 Sept

A modern hotel lobby with a reception desk, seating area, and a large plant.

A modern library with leather sofas, bookshelves, and a large window.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

2. Hotel Park

Castiglion Fiorentino

Karen

AU$174

includes taxes & fees

14 Sept - 15 Sept

A breakfast buffet with various food items and beverages.

A staircase with a wooden handrail and metal balusters, decorated with a floral arrangement at the bottom.

A multi-story building with green shutters, a balcony, and a sign with a musical note.

A bedroom with a dark-colored bed, wooden ceiling beams, a white bedside table, and a wall-mounted light fixture.

3. Bed & Breakfast Viziottavo

Castiglion Fiorentino

luigi

AU$163

includes taxes & fees

26 Sept - 27 Sept

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

A bedroom with a bed, a bedside table with a lamp, a dresser, and a mirror.

A couple in a hot tub with a bottle of champagne and a flower vase.

4. San Michele al Borgo

Castiglion Fiorentino

Vern

AU$217

includes taxes & fees

2 Sept - 3 Sept

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A dining table set for two with a view of a sunset over a landscape.

5. Villa Schiatti

Castiglion Fiorentino

Soudabeh

AU$233

includes taxes & fees

22 Sept - 23 Sept

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

6. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

AU$219

includes taxes & fees

23 Sept - 24 Sept

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

7. Relais Villa Baldelli

Cortona

Peter

AU$200

includes taxes & fees

1 Oct - 2 Oct

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A skylight with a view of a tree and a distant building.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

8. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Angela

AU$230

includes taxes & fees

29 Sept - 30 Sept

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

9. Villa Borgo San Pietro

Cortona

Laurel

AU$194

includes taxes & fees

3 Sept - 4 Sept

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

10. Hotel Le Capanne

Arezzo

Georg

AU$190

includes taxes & fees

1 Oct - 2 Oct

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

A historic stone building with a sign reading "Hotel Italia."

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

11. Hotel Italia

Cortona Old Town

Frances

AU$210

includes taxes & fees

2 Oct - 3 Oct

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A window view of a town with buildings, trees, and parked cars.

12. Hotel San Luca

Cortona Old Town

Massimo

AU$156

includes taxes & fees

2 Oct - 3 Oct

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

13. Hotel Villa Marsili

Cortona Old Town

fares

AU$303

includes taxes & fees

2 Oct - 3 Oct

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A pool area with lounge chairs, a hot tub, and a view of mountains.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

14. Monastero di Cortona Hotel & Spa

Cortona Old Town

Gennadiy

AU$532

includes taxes & fees

13 Sept - 14 Sept

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

A hotel entrance with an arched doorway, stone facade, and a sign indicating the name 'Albergo I Michele'.

15. Hotel San Michele

Cortona Old Town

Tala

AU$242

includes taxes & fees

2 Sept - 3 Sept

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

16. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

AU$117

includes taxes & fees

10 Sept - 11 Sept

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

17. Villa Santa Margherita

Cortona Old Town

jean-paul

AU$188

includes taxes & fees

5 Sept - 6 Sept

A swimming pool with a modern building in the background.

A white electric vehicle charging at a station with a hedge and a building in the background.

A hotel room with two beds, a balcony with a view, a staircase, and a wardrobe.

A spacious dining area with long tables and chairs, large windows offering views of the outdoors, and a kitchen area visible in the background.

18. Hotel Arezzo ASC

Arezzo

Ben Phillips

AU$144

includes taxes & fees

1 Oct - 2 Oct

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A person standing at the entrance of a building with a stone staircase leading up to a door.

A person in a swimming pool with a view of trees and mountains through a window.

19. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

AU$873

includes taxes & fees

29 Sept - 30 Sept

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

20. Locanda del Molino

Cortona

Christopher

AU$145

includes taxes & fees

30 Sept - 1 Oct

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Stay near popular Castiglion Fiorentino attractions

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

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Cassero Tower

9.4/10 (6 reviews)

Find out about the history of Castiglion Fiorentino when you take a trip to Cassero Tower. You can enjoy the wineries while in the area.

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Agricola Buccelletti Winery

10.0/10 (2 reviews)

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

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Archaeological Museum

9.6/10 (5 reviews)

You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.

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Vasari Loggia

10.0/10 (2 reviews)

You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.

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Learn more about Castiglion Fiorentino

Climb the medieval walls of this hilltop town for sweeping views across Tuscany's Val di Chiana countryside. Explore the Etruscan Archaeological Museum inside Palazzo Casali, then enjoy aperitivo with locals in Piazza del Municipio.

See all hotels in Castiglion Fiorentino

Top Castiglion Fiorentino Hotel Reviews

Recent Reviews in Castiglion Fiorentino

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing beautiful hotel in such a lovely town. Easy to travel to other small towns as well. The staff was very accommodating. The breakfast was great. Such a beautiful resort that was an old monastery on top of the hill. One tip would be to pay for a parking spot in the hotel. Otherwise you will have to park at the bottom of the town."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"It was a spectacular stay and so peaceful! All the staff were super helpful and the quality of service, amenities, and food really shined. Before we actually arrived, the staff would check in with us leading up to make sure we were all set up and all our requests answered. They also helped us prepare a wonderful birthday surprise for someone in our party."

Precise Tale Poggio Alla Sala

10/10 Excellent

"Fantastic stay!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

10/10 Excellent

"Beautiful and sparkling clean property. Excellent location in walking distance from lovely shops and restaurants. Wonderful staff and the best breakfast of all the properties we have visited!"

Agriturismo La Sovana

10/10 Excellent

"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"Very clean and reasonably priced hotel close to Arezzo and the Autostrada."

Hotel Minerva

10/10 Excellent

"Very recommended"

Hotel Villa Ricci

10/10 Excellent

"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."

More cheap accommodation in Castiglion Fiorentino

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

AU$78

11 Sept - 12 Sept

includes taxes & fees

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

AU$185

2 Sept - 3 Sept

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

AU$216

2 Sept - 3 Sept

includes taxes & fees

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

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Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

Get rates

Find out more about Castiglion Fiorentino

Top reasons to visit Castiglion Fiorentino

Stunning Outdoor Adventures: Explore the picturesque Castiglion hills, perfect for hiking and enjoying nature.
Cultural Richness: Discover charming churches, vibrant piazzas, and significant historical sites reflecting Tuscany's heritage.
Relaxing Spa Treatments: Indulge in rejuvenating spa experiences that enhance your romantic getaway.
Delicious Local Cuisine: Savor authentic Tuscan dishes at local eateries like Viziottavo, offering delightful breakfasts.
Welcoming Accommodation: Choose from a variety of agritourism properties and cosy B&Bs for a unique stay.

Find great hotels near Castiglion Fiorentino

Explore the charming town of Castiglion Fiorentino, where a range of accommodation options awaits you. From delightful agritourism properties to cosy bed & breakfasts, you'll find the ideal spot for your Tuscan getaway. Many hotels cater to families and pet-friendly needs, offering a unique historic experience. Whether you're after a luxurious star-rated hotel or a quaint vacation rental, Castiglion Fiorentino has something to suit every traveller's taste.

Monastero di Cortona Hotel & Spa: Nestled 9.7km from Castiglion Fiorentino, the Monastero di Cortona Hotel & Spa is a luxurious 5-star retreat perfect for those seeking a spa-themed adventure. This elegant property offers a plethora of outdoor activities, including hiking and mountain biking, ensuring you can explore the stunning Tuscan landscape. Unwind at the full-service spa, featuring a steam room and sauna, or take a refreshing dip in the pool after a day of adventure. The hotel’s city centre location provides easy access to local attractions, making it an ideal base for your Tuscan exploration.
Borgo Il Melone: Located 8.0km from Castiglion Fiorentino, Borgo Il Melone is a charming 4-star hotel that caters to both business travellers and pet owners. With well-equipped conference spaces and a business centre, it’s perfect for those mixing work with leisure. The hotel is also pet-friendly, providing amenities such as food and water bowls for your furry companions. Additionally, its proximity to local wineries allows guests to indulge in Tuscany’s renowned wine culture. The welcoming atmosphere and practical facilities make this hotel a great choice for a relaxing yet productive stay.
Villa di Piazzano - Small Luxury Hotel of the World: Situated 14.5km from Castiglion Fiorentino, this 5-star boutique hotel offers an exquisite blend of Tuscan charm and modern luxury. Guests can explore the nearby winery vineyard and delight in uniquely designed rooms adorned with captivating artworks. The Tuscan-style architecture enhances the overall experience, providing a picturesque setting for your getaway. With a focus on personalised service and an intimate atmosphere, Villa di Piazzano promises a memorable stay in the heart of Tuscany.

Where to stay in and around Castiglion Fiorentino

Castiglion Fiorentino offers a delightful blend of outdoor adventures and rich culture, perfect for a romantic getaway. Explore the stunning Castiglion hills, enjoy a delicious breakfast at Viziottavo, and wander through lovely places that radiate historical charm. This charming city, with its friendly atmosphere, invites you to unwind and soak in the serene vibes, making it an ideal destination for your Tuscan holiday.

Cortona: Nestled approximately 9.7km from Castiglion Fiorentino, Cortona is a charming hilltop city that boasts stunning views of the surrounding countryside. Known for its rich cultural heritage, visitors flock here to embrace the outdoor lifestyle, enjoy romantic strolls through its ancient streets, and immerse themselves in local art and history. Highlights include the serene lakes, captivating historic sites, and impressive bridges that weave through the landscape. Cortona's vibrant theatre scene and spa facilities offer a perfect blend of relaxation and entertainment, making it a must-visit for any traveller seeking a cultural experience.
Arezzo: Located about 14.5km from Castiglion Fiorentino, Arezzo is a vibrant city steeped in history and culture. With a year-round appeal, it attracts visitors looking for outdoor adventures and romantic getaways. The city is renowned for its historical sites, including magnificent piazzas and ancient architecture that tell the story of its past. Enjoy the local arena entertainment, unwind with spa and body treatment sessions, or simply lose yourself wandering through its picturesque streets. Arezzo's lively atmosphere peaks in April, July, and September, making it an exciting stop on your Tuscan journey.
La Strada-Santa Cristina: This quaint village, located within the Castiglion Fiorentino area, is perfect for those looking for an authentic Tuscan experience. Known for its seasonal vibrancy, La Strada-Santa Cristina becomes particularly lively from July to September. Visitors here can indulge in outdoor activities such as horseracing and musicals, while also exploring its historic houses and visitor centre. The romantic ambiance and entertainment options make it an enchanting destination for couples and families alike, ensuring a memorable stay in the heart of Tuscany.

Things to do in and around Castiglion Fiorentino

Castiglion Fiorentino is perfect for outdoor adventures, romantic getaways, and cultural experiences. Enjoy relaxing spa treatments, explore a private country club, and indulge in body treatments. Don't miss the chance to visit the historic Bagno Vignoni and local castles. For a smooth journey, consider travel tips on tourist buses to navigate the area effectively.

Shopping

For shopping in Castiglion Fiorentino, visit the Valdichiana Outlet Village, a vibrant shopping centre 16.1km away offering a range of brands. If you're up for a drive, check out RI Crea RE, located 35.4km from town, for unique gifts and souvenirs.

Recreation

San Giovanni Terme Rapolano, located 27.4km from Castiglion Fiorentino, offers rejuvenating body treatments in a tranquil setting. For tennis enthusiasts, Tennis Club Castiglionese provides a luxurious private atmosphere, while Golf Club Valdichiana, 16.1km away, invites you to enjoy outdoor sports amidst stunning landscapes.

Adventure

Experience the thrill of karting at the Siena Circuit, located 37.0km from Castiglion Fiorentino. For a scenic adventure, hike Hannibal's Journey, 17.7km away, and immerse yourself in nature. Don't miss the Saltalbero Adventure Park's zipline and ropes course, situated 27.4km from the town.

Nightlife

Experience the vibrant nightlife in Castiglion Fiorentino by enjoying a show at the Signorelli Theatre or the Petrarca Theater, both offering a mix of culture and romance. For a film night, head to UCI Cinemas Arezzo, perfect for a family outing or a date night.

Booking tips and Expedia advantages for Castiglion Fiorentino

To save money on your trip to Castiglion Fiorentino, consider visiting between January and March for lower accommodation rates. Booking about a month in advance typically yields the best prices, and Saturday stays are cheaper than Sundays. Utilize Expedia's search tools to compare prices and find deals, and don’t forget to check for last-minute hotel bargains. You can also save by bundling your flights, stays, and activities. For budget-friendly transport, explore the town on foot or rent a bicycle to enjoy the scenic surroundings without breaking the bank.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Castiglion Fiorentino are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
The best time to book a hotel: Booking a hotel in Castiglion Fiorentino about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Castiglion Fiorentino is Saturday. The most expensive day to stay in Castiglion Fiorentino is Sunday.
Find cheap hotels on Expedia: Make the most of Expedia’s search tool to refine your options based on your budget, preferred location, and the type of accommodation you’re after. To find the best prices and deals, simply sort the price filter from lowest to highest.
Consider bundling your trip: You can save some dollars by combining your hotel stay in Castiglion Fiorentino with your flights and activities through an Expedia package deal.

Find the best attractions near Castiglion Fiorentino

Castiglion Fiorentino, nestled in Tuscany, is perfect for outdoor, romantic getaways steeped in culture. Visitors can explore charming churches, vibrant piazzas, and grand cathedrals that reflect the area's rich heritage. This picturesque town offers a variety of attractions for culture enthusiasts and families alike, ensuring a memorable experience in this delightful Italian locale.

Piazza Grande: Immerse yourself in the vibrant atmosphere of Piazza Grande, a stunning square located 14.5km from Castiglion Fiorentino. This bustling hub is perfect for enjoying local cafés, shopping, and soaking up the rich Tuscan culture.
Museo Statale d'Arte Medievale e Moderna: Explore the fascinating collection at Museo Statale d'Arte Medievale e Moderna, situated 14.5km away. This art museum showcases remarkable medieval and modern artworks, offering a deep dive into the region's artistic heritage.
Villa Bramasole: Visit the enchanting Villa Bramasole, just 9.7km from Castiglion Fiorentino. This historic villa, known for its stunning architecture and picturesque gardens, provides a glimpse into Tuscany's rich history and charm.

Best time to go to Castiglion Fiorentino

The best time to visit Castiglion Fiorentino is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain (dry). January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.2°F (4.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	52.7°F (11.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	59.5°F (15.3°C)	Light Rain	Mostly Sunny	Average	Average
June	69.1°F (20.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	74.8°F (23.8°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
August	74.5°F (23.6°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
September	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	41.7°F (5.4°C)	Light Rain	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Castiglion Fiorentino

To reach Castiglion Fiorentino, you can fly into three major airports. Florence (FLR-Peretola) is 77.2km away, with nearby hotels like the 5-star Bernini Palace and Four Seasons Hotel Firenze, offering various shuttle and transportation services. Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) is 54.7km away, with top accommodations such as Sina Brufani and Borgobrufa Spa Resort, providing airport shuttles and transfers. Lastly, Rimini (RMI-Federico Fellini Intl.) is 93.3km from Castiglion Fiorentino, featuring hotels like i-Suite Hotel and Grand Hotel Rimini, which also offer transport options. Each airport provides convenient access to this charming Tuscan destination.

Frequently asked questions

What is the best area to stay in Castiglion Fiorentino?

The best area to stay in Castiglion Fiorentino is within the historic walled town itself.This area, known locally as "il centro storico," offers a truly authentic Tuscan experience. It's a compact, pedestrian-friendly area with narrow, winding cobbled streets, ancient stone buildings, and charming piazzas. The main square, Piazza della Repubblica, is a natural gathering spot, and you'll find local shops, trattorias, and cafes dotted throughout. The town's medieval walls and the Rocca del Leone fortress provide a beautiful backdrop and offer panoramic views of the surrounding Val di Chio.For couples looking for a romantic and relaxing getaway, staying within the historic walls is ideal. You'll be within easy walking distance of quality restaurants serving local cuisine, and the evenings offer a quiet charm as you stroll through the ancient streets. Many accommodations here are boutique hotels or renovated historic apartments, providing a unique sense of place.Families travelling with older children will also appreciate the historic centre. The pedestrian-only streets mean less worry about traffic, and the town's small size makes it easy to navigate.

What are the best hotels in Castiglion Fiorentino that travellers recommend?

For an exceptional stay in Castiglion Fiorentino, travellers highly recommend San Michele al Castello.San Michele al Castello, with an outstanding 9.6 rating, offers a truly luxurious experience. Guests frequently praise the helpful and wonderful staff, who contribute to a memorable visit. This hotel provides a hosted evening meal daily, great for couples, along with a private chef service and champagne service for special occasions. Rooms are well-appointed with amenities such as bathrobes, designer toiletries, and rainfall showerheads, ensuring a comfortable stay. Air conditioning is also provided. For those seeking great experiences, the hotel offers helicopter or plane tours and has a winery with a tasting room. You will also find a fireplace for cosy evenings. The Municipal Art Gallery is conveniently located just 0.2 km away.

What are the best family hotels in Castiglion Fiorentino?

For families travelling to Castiglion Fiorentino, several excellent hotels cater specifically to those with children, including Villa Schiatti, San Michele al Borgo, and Hotel Park.The 4-star Villa Schiatti, with a 9.0 rating, offers supervised childcare and a playground, which is ideal for younger guests. Complimentary breakfast, including a buffet option, is also provided, making mornings easier for families.San Michele al Borgo, rated 9.8, is another highly recommended option. It provides a free crib and a complimentary cooked breakfast, which is a great start to any day. The hotel is also conveniently located just 0.2 km from the Municipal Art Gallery.Hotel Park, a 4-star establishment with an 8.8 rating, also offers free cribs and allows pets to stay free, which can be a significant benefit for families travelling with their furry companions. It features a pool and free self-parking, and is 0.8 km from the Municipal Art Gallery.

What are the best spa hotels in Castiglion Fiorentino?

For excellent spa hotels in Castiglion Fiorentino, consider San Michele al Borgo, San Michele al Castello, Borgo tra gli Olivi, and Villa Schiatti.San Michele al Borgo, with an outstanding 9.8 rating, offers an extensive spa experience with a hot tub, sauna, and steam room. Guests can indulge in a variety of treatments including deep tissue, Swedish, and sports massages, as well as facials, body scrubs, and body wraps. Manicures and pedicures are also available, and there are couples' treatment rooms for a shared experience. The hotel is conveniently located just 0.1 km from Cassero Tower and 0.2 km from Vasari Loggia.Another highly-rated option is San Michele al Castello, which has a 9.6 rating. This hotel provides a wide range of spa services including deep tissue, Thai, and Swedish massages, along with body treatments, body scrubs, and facial treatments. It features a steam room, sauna, and hot tub, and offers manicures and pedicures. The staff are frequently praised for being helpful and wonderful. Like San Michele al Borgo, it is very close to Cassero Tower (0.1 km) and Vasari Loggia (0.2 km).Borgo tra gli Olivi boasts a great 10.0 rating and features a full-service spa with a Turkish bath or hammam. Guests can enjoy massages, hot stone massages, facial treatments, and other body treatments.Finally, the 4-star Villa Schiatti, rated 9.0, offers an onsite spa with massage services, for which advance notice is recommended. The hotel also provides a complimentary buffet breakfast and has mountain bike rentals available nearby.

What hotels in Castiglion Fiorentino offer free breakfast?

For hotels in Castiglion Fiorentino that offer free breakfast, consider Villa Schiatti, Bed & Breakfast Viziottavo, San Michele al Borgo, and San Michele al Castello.The 4-star Villa Schiatti, rated 9.0, provides both complimentary breakfast and a free buffet breakfast. Guests also benefit from free WiFi and the option to enjoy mountain biking in a nearby location.Bed & Breakfast Viziottavo, with a superb 10.0 rating, offers a free buffet breakfast and complimentary WiFi. This bed and breakfast is particularly convenient for those arriving by train, as it includes a free train station pickup service. It is also very close to local attractions, being just 0.2 km from Cassero Tower, 0.1 km from Vasari Loggia, and 0.1 km from the Archaeological Museum. Guests can also bring their pets, as they stay free, and free self-parking is available nearby.San Michele al Borgo, rated 9.8, provides a free cooked breakfast. This hotel also features an extensive full-service spa with amenities such as a sauna, hot tub, and steam room, offering various treatments including deep tissue massage, Swedish massage, and facials. It is conveniently located near Cassero Tower (0.1 km), Vasari Loggia (0.2 km), and the Archaeological Museum (0.1 km).San Michele al Castello, with a 9.6 rating, offers a complimentary full breakfast. Guests can also enjoy the on-site full-service spa, which provides a range of treatments including Thai massage, deep tissue massage, and body wraps, along with a sauna, steam room, and hot tub. The hotel is situated close to Cassero Tower (0.1 km), Vasari Loggia (0.2 km), and the Archaeological Museum (0.1 km). The staff are frequently mentioned by previous guests as being wonderful and helpful.

What are the top pet-friendly hotels in Castiglion Fiorentino?

For top pet-friendly hotels in Castiglion Fiorentino, consider San Michele al Borgo, San Michele al Castello, Villa Schiatti, and Hotel Park.San Michele al Borgo is a highly-rated option with an impressive 9.8 review score. This hotel welcomes both dogs and cats and provides food and water bowls for your companions. Guests also benefit from a complimentary cooked breakfast. It is conveniently located just 0.2 km from the Municipal Art Gallery.Another excellent choice is San Michele al Castello, which boasts a 9.6 rating. This hotel offers a dog exercise area, pet grooming services, food and water bowls, and pet sitting services, ensuring a comfortable stay for your pets. The staff are frequently praised for being helpful and wonderful. It is also very close to the Municipal Art Gallery, just 0.2 km away.The 4-star Villa Schiatti, with a 9.0 rating, is another great pet-friendly hotel that permits dogs. They provide food and water bowls, and pets are even permitted in smoking rooms.Finally, the 4-star Hotel Park, rated 8.8, welcomes both dogs and cats, and pets stay free of charge. The hotel offers complimentary toiletries, a free crib, free self-parking, free WiFi, and wired internet in public areas. It is located 0.8 km from the Municipal Art Gallery.

What are the most romantic hotels in Castiglion Fiorentino for couples?

For a romantic getaway in Castiglion Fiorentino, consider the highly-rated San Michele al Borgo or San Michele al Castello.San Michele al Borgo, with an outstanding 9.8 rating, offers a full-service spa where couples can enjoy various treatments, including deep tissue and Swedish massages, as well as manicures and pedicures. The spa also features a hot tub, sauna, and steam room. Guests can indulge in a complimentary cooked breakfast. This hotel is also conveniently located just 0.1 km from Cassero Tower and 0.2 km from Vasari Loggia.Another excellent choice is San Michele al Castello, which has a 9.6 rating. This hotel provides a wonderful experience for couples with its full-service spa, complete with a hot tub and sauna. Guests can enjoy couples' dining options and a complimentary full breakfast. The staff are frequently praised for being helpful and wonderful, adding to the romantic experience. Like San Michele al Borgo, it is also very close to Cassero Tower and Vasari Loggia.

What are the best hotels in Castiglion Fiorentino near Municipal Art Gallery?

For hotels in Castiglion Fiorentino near the Municipal Art Gallery, Bed & Breakfast Viziottavo, San Michele al Borgo, and San Michele al Castello are all highly recommended.The Bed & Breakfast Viziottavo, with an exceptional 10.0 rating, is incredibly close to the gallery, just 0.1 km away. This bed and breakfast offers free buffet breakfast, complimentary WiFi, and free train station pickup, making it very convenient for travellers. Pets can also stay free of charge.Another excellent option is San Michele al Borgo, rated 9.8 and located only 0.2 km from the gallery. This hotel provides free cribs and includes a cooked breakfast free of charge for guests.Also situated 0.2 km from the Municipal Art Gallery is San Michele al Castello, which has a 9.6 rating. Guests have particularly praised the helpful and wonderful staff. This hotel offers free full breakfast, complimentary cribs, and even has winery tours and a tasting room, superb for those interested in local wines.

When is the best time to go to Castiglion Fiorentino?

The best time to visit Castiglion Fiorentino is typically during the shoulder seasons of May, June, September, and early October.These months offer pleasant weather, ideal for exploring the Tuscan countryside and the town's historic centre without the intense heat of mid-summer or the cooler temperatures and potential rain of late autumn and winter. You'll find the vineyards and olive groves at their most picturesque, whether in full bloom or during harvest.For couples looking for a romantic and relaxed getaway, these periods are perfect. You can enjoy al fresco dining, leisurely walks through the town's mediaeval streets, and day trips to nearby hill towns without the largest crowds. The local markets are also in full swing, offering fresh produce and local specialities.Families travelling with children might also find these times more comfortable. The milder weather makes outdoor activities, like exploring the Rocca del Leone or enjoying the local parks, more enjoyable for everyone.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castiglion Fiorentino.

How can I save on a hotel booking in Castiglion Fiorentino with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Castiglion Fiorentino hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Castiglion Fiorentino?

Prices for hotels in Castiglion Fiorentino often vary, but you can find a great deal from AU$78 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Our top choices for Castiglion Fiorentino hotels

1. San Michele al Castello

2. Hotel Park

3. Bed & Breakfast Viziottavo

4. San Michele al Borgo

5. Villa Schiatti

6. Cortona Resort - Le Terre Dei Cavalieri

7. Relais Villa Baldelli

8. La Cantina Relais - Fattoria Il Cipresso

9. Villa Borgo San Pietro

10. Hotel Le Capanne

11. Hotel Italia

12. Hotel San Luca

13. Hotel Villa Marsili

14. Monastero di Cortona Hotel & Spa

15. Hotel San Michele

16. Il Gentiluomo Hotel & SPA

17. Villa Santa Margherita

18. Hotel Arezzo ASC

19. Il Falconiere - Relais e Chateaux

20. Locanda del Molino

Stay near popular Castiglion Fiorentino attractions

Tennis Club Castiglionese

Cassero Tower

Agricola Buccelletti Winery

Archaeological Museum

Vasari Loggia

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Agriturismo La Sovana

Il Gentiluomo Hotel & SPA

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Hotel Villa Ricci

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