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Top Castiglion Fiorentino hotels
Monastero di Cortona Hotel & Spa
"We had an amazing stay at the monastero di Cortona. The property is absolutely beautiful and impeccably maintained. The pool area is lovely and the views are unbelievable. The staff was super helpful and attentive- gave us recommendations for restaurants (and made reservations for us) and helped ..."
Reviewed on May 26, 2026
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
"Pros: From the first night it felt like home away from home. The kitchen was very well equipped. Plenty of cookware, glasses, and dishware. The pool was wonderful, though too cold to get into because it was too early in the season. The view from the pool was indescribable! We had two dinners prepared ..."
Reviewed on May 11, 2026
Villa di Piazzano - Small Luxury Hotel of the World
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."
Reviewed on May 14, 2026
Relais Villa Grazianella - UNA Esperienze
"Amazing location, very accommodating, clean and good breakfast"
Reviewed on May 21, 2026
Precise Tale Poggio Alla Sala
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."
Reviewed on May 23, 2026
Hotel San Gregorio
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
Reviewed on May 5, 2026
Hotel Corsignano
"Very clean room, very helpful and courteous staff. Good central location for touring Pienza and neighbouring villages. Had a rental car and was no problem to find a place to park for a few days."
Reviewed on May 18, 2026
Nuovo Etruria Resort
"I loved this property and will recommend to anyone who wants to stay in Montepulciano. The staff was excellent, very good customer service, very clean, good breakfast, and view is beautiful."
Reviewed on May 15, 2026
Casanova - Panoramic Rooms and Suites
"Everything was great"
Reviewed on May 16, 2026
Castiglion Fiorentino Hotel & Travel Guide
If you have no idea how to begin planning your Arezzo getaway, rest assured, because you're guaranteed to find a range of comfortable hotel and apartment varieties in Castiglion Fiorentino. At least 71 apartments and hotels are inside a 6-mile (10-kilometer) radius from Castiglion Fiorentino's city heart.
An enlightened choice if you and your traveling partner would like to stay near central Castiglion Fiorentino, is the Castiglion Fiorentino Apartments by Thaz Italia.
The Bed & Breakfast Viziottavo is a budget-priced hotel. You'll find it nicely positioned 0.8 miles (1.3 kilometers) from downtown Castiglion Fiorentino. You could also try the La Casa del Melograno.
You should investigate the Relais La Corte dei Papi as well as the Hotelito Lupaia. The Relais La Corte dei Papi is located just 7 miles (12 kilometers) from the center of Castiglion Fiorentino. The Hotelito Lupaia, can be found 17 miles (28 kilometers) away. The Relais Il Falconiere as well as the Il Borro - Relais & Châteaux are two more Travelocity-listed places to stay in Castiglion Fiorentino.
Once you have spent time in Castiglion Fiorentino, make sure you visit Tuscany's other attractions. Tuscany is well known for its rural landscapes, and interesting visitor attractions are ruins. Daring visitors might also throw themselves into snowboarding, skiing and snow shoeing here.
Civitella in Val di Chiana is 11 miles (18 kilometers) to the northwest of Castiglion Fiorentino and features Saint Mary Church and Virgin Mary with Child. When you want to spend any time in Civitella in Val di Chiana, check out the rooms at the Il Fondaco del Moro and Montelucci Country Resort & Agriturismo di Charme. Or, stay the night in Bibbiena, 30 miles (45 kilometers) to the north of Castiglion Fiorentino, where you can choose from the La Collina delle Stelle and Relais il Fienile. The Monastery of Camaldoli and Santa Maria of Sasso Sanctuary are a couple of the more popular attractions to visit while in Bibbiena.
Peretola Airport is a practical airport, and is 50 miles (79 kilometers) away from the heart of Castiglion Fiorentino. Nearby hotels are The St. Regis Florence and The Westin Excelsior, Florence.
Top reasons for your vacation to Castiglion Fiorentino
- Historical Castles: Castiglion Fiorentino is home to a number of historical castles that offer a glimpse into the region's past. Explore these ancient fortresses and learn about the history of the area.
- Churches and Monuments: The village is dotted with beautiful churches and monuments that showcase the local architecture and art. Take a stroll through the streets and discover these cultural landmarks.
- Horseback Riding: Experience the picturesque Tuscan countryside on a horseback riding adventure. Enjoy the tranquility of the rolling hills and vineyards as you explore the area on horseback.
- Wineries: Castiglion Fiorentino is surrounded by vineyards and wineries. Take a tour of these establishments and sample some of the region's finest wines.
- Art and Festivals: Immerse yourself in the vibrant art scene of Castiglion Fiorentino. Visit art exhibits and galleries showcasing local talent, and participate in festivals that celebrate the culture and traditions of the area.
Find your favorite hotels in Castiglion Fiorentino
If you're planning an outdoor vacation in Castiglion Fiorentino, Tuscany, you'll find a variety of hotel accommodations to choose from. Whether you're looking for luxurious hotels with top-notch amenities or cozy and affordable 3-star options, there's something for everyone. Many hotels in the area also offer on-site restaurants, making it convenient to enjoy meals without having to venture far. Don't forget to check out hotel reviews to ensure you find the perfect place for your family's stay. And, of course, a delicious breakfast is a must to start your day of adventure in Castiglion Fiorentino.
| Hotel name | Type | Stars | Description |
| Villa Schiatti | Hotel | 4.0 | This 4.0-star rated hotel is ideal for your outdoor vacation in Castiglion Fiorentino, Tuscany. With its close proximity to a winery, horseback riding, arcade, wedding venues, countryside, childcare, hiking trails, golf courses, historical sites, and transportation services, Villa Schiatti offers a variety of activities for you and your family to enjoy. |
| Relais San Pietro in Polvano | Hotel | 3.0 | This 3.0-star rated hotel is another great option for your outdoor vacation. It offers free breakfast, tours, free parking, a winery, breakfast options, parking facilities, dining options, art experiences, free Wi-Fi, and air conditioning. With its convenient amenities and location, you'll have a comfortable stay while exploring the outdoor beauty of Tuscany. |
| Casa Portagioia Tuscany B&B | Agritourism property | If you prefer an Agritourism property, Casa Portagioia Tuscany B&B is perfect for you. It is located near a winery, library, airport transportation, concierge services, transportation options, biking routes, an outdoor pool, room service, recreational activities, and swimming spots. Experience the charm of Tuscany while staying at this unique B&B. |
Explore the best activities and sights in Castiglion Fiorentino
Castiglion Fiorentino, located in Tuscany, Italy, offers a variety of activities for outdoor enthusiasts. Families can enjoy horseracing, horseback riding, and exploring the region's historical castles, churches, and monuments. There are also opportunities to immerse in the local culture by visiting wineries, art exhibits, and participating in festivals. The area's proximity to Lake Trasimeno allows for water activities and scenic views. For those seeking a Tuscan adventure, a visit to Castiglion Fiorentino is a must, offering a range of destination activities and wellness experiences.
- Agricola Buccelletti Winery: Immerse yourself in the enchanting ambiance of Agricola Buccelletti Winery. This winery offers a mesmerizing countryside experience, surrounded by rolling hills and picturesque vineyards. Explore the charming churches and cathedral nearby, adding a touch of historical charm to your visit. Indulge in the rich flavors of their exquisite wines, as you enjoy the tranquility of the secluded location. Take a leisurely horseback ride through the breathtaking landscape or discover the elegance of the nearby castle. Whether you're sipping cocktails or attending musical events, Agricola Buccelletti Winery provides a romantic and entertaining experience for wine enthusiasts and history buffs alike.
- Vasari Loggia: Step back in time at Vasari Loggia, a historic civic government building. Immerse yourself in the rich culture and history as you marvel at the architectural wonders of this magnificent structure. Explore the nearby churches and cathedral, witnessing their intricate details and grandeur. Discover the stories behind the castle and monuments that surround the area. Experience the vibrant atmosphere during cultural festivals and indulge in the flavors of the local wineries. From horseback riding to embracing the historical significance, Vasari Loggia offers a unique blend of culture and entertainment, providing an unforgettable experience for history enthusiasts and art lovers.
- Cassero Tower: Transport yourself to the past at Cassero Tower, a historic tower that exudes charm and history. Immerse yourself in the rich cultural heritage as you explore the nearby churches and cathedral, witnessing their architectural splendor. Feel the ambiance of the castle and monuments, each telling a unique story. Immerse yourself in the vibrant culture during festivals and indulge in the flavors of the local wineries. From horseback riding to embracing the historical significance, Cassero Tower offers a captivating experience for history enthusiasts and culture seekers, leaving you with a deep appreciation for the beauty and heritage of Castiglion Fiorentino.
Where to stay in Castiglion Fiorentino
Experience the enchanting charm of Castiglion Fiorentino, a small village nestled in the heart of Tuscany, Italy. Located just a short distance from the vibrant city of Siena, this area offers a wide range of outdoor activities for your family to enjoy. Immerse yourself in the rich history and culture as you explore the nearby castles, churches, and monuments. Embark on a horseback riding adventure through the picturesque countryside, or indulge in the local wines at a nearby winery. Don't miss the opportunity to witness the vibrant art and festivals that bring this area to life. Your outdoor vacation in Castiglion Fiorentino awaits!
- La Strada-Santa Cristina: La Strada-Santa Cristina is a charming city known for its wineries. It offers a unique experience for outdoor enthusiasts with its picturesque vineyards and breathtaking countryside. Families can take leisurely walks through the vineyards, learn about the winemaking process, and even participate in wine tastings. The region's warm and welcoming atmosphere, coupled with the beauty of its rolling hills, makes it a perfect destination for a relaxing outdoor vacation with your family.
- Montecchio: Montecchio is a popular city that offers a variety of outdoor activities for families. With its stunning landscapes and natural beauty, it is an ideal destination for nature lovers. Families can go hiking or biking along the scenic trails, explore the nearby forests, and even have a picnic by the lakes. Montecchio's tranquil atmosphere and abundance of wildlife make it a perfect place to connect with nature and create lasting memories with your family.
- Brolio: Brolio is a captivating city that offers a unique outdoor experience for families. Known for its historic charm and scenic beauty, it is an excellent destination for exploring the countryside. Families can visit the medieval castles, stroll through the charming streets, and enjoy the breathtaking views of the surrounding hills. Brolio's rich history and traditional atmosphere make it a great place to immerse yourself in the local culture and create unforgettable family moments.
The travel seasons of Castiglion Fiorentino
Trips to Castiglion Fiorentino show no change in popularity throughout the year. The peak season to visit is from July to September, with July being the highest month. Off-peak season starts from October to December, and November sees the least travelers.
Castiglion Fiorentino has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 74.8 degrees Fahrenheit. The wettest month in Castiglion Fiorentino is November, so pack accordingly.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 39.2°F (4.0°C) | Light Rain | Mostly Cloudy |
| February | 41.2°F (5.1°C) | Light Rain | Mostly Sunny |
| March | 46.0°F (7.8°C) | Light Rain | Mostly Sunny |
| April | 52.7°F (11.5°C) | Light Rain | Mostly Sunny |
| May | 59.5°F (15.3°C) | Light Rain | Mostly Sunny |
| June | 69.1°F (20.6°C) | Light Rain | Mostly Sunny |
| July | 74.8°F (23.8°C) | No Rain (Dry) | Sunny |
| August | 74.5°F (23.6°C) | No Rain (Dry) | Sunny |
| September | 65.7°F (18.7°C) | Light Rain | Mostly Sunny |
| October | 56.8°F (13.8°C) | Light Rain | Mostly Sunny |
| November | 48.6°F (9.2°C) | Light Rain | Mostly Sunny |
| December | 41.7°F (5.4°C) | Light Rain | Mostly Sunny |
How do I find a great hotel with Travelocity?
Ensure your entire crew experiences an unforgettable vacation. Utilize our family-friendly badge to uncover hotels that offer extra amenities for children while searching for the ideal accommodations. Moreover, our specialized filters assist in narrowing down options to hotels nearest to popular attractions, providing enhanced cleanliness, all within your budget.
Why should I book with Travelocity?
Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules require hassle-free trips. Our aim is to provide worry-free travel each time you and your family make a booking with us, enabling you to spend less time fretting and more time creating cherished memories. To accomplish this, we will assist you in finding and planning your ideal trip, while also offering transparent pricing and credible reviews. Our 24/7 customer support is guaranteed to be available before, during, and after your vacation.
How can I save money on my trip to Castiglion Fiorentino?
Avoid the peak season from July to September when planning your trip to Castiglion Fiorentino, Tuscany. Consider visiting during the less popular season of October-December to save money. To maximize your savings, bundle your flights, hotel, and car bookings together at a discounted price. While in Castiglion Fiorentino, explore the local attractions such as horseback riding, visiting historical sites, and experiencing the local festivals. These activities offer inexpensive ways to immerse yourself in the culture and beauty of the region.
Frequently asked questions
Recent Castiglion Fiorentino hotel reviews by fellow wanderers
Agriturismo La Sovana
"I have nothing but rave reviews for this resort!! I came with my 2 sisters for a special birthday trip and the second we arrived there our jaws were on the ground when we saw how beautiful this place was. Seriously the pictures online don’t do it justice! When we arrived Fiorella greeted us and immediately treated us like family. She made sure every aspect of our stay went smoothly. We felt bad because we were new to Italy and had a million questions everyday but she was truly our little fairy godmother helping us navigate our days! She helped us plan and coordinate our visits in the Tuscan countryside and even booked wine tastings for us since we didn’t know what we were doing. She is fantastic with planning and just being available to help and was just such a joy to talk to! We didn’t rent a car which in hindsight I almost wish we did because getting around isn’t the easiest since there are not a ton of taxis in the country side but the owner of the resort Guiseppe was so kind and helped get us to our destinations a few times which he did out of the kindness of his heart! The other staff members also called and arranged taxis when available for us! They truly treat you like a part of their family here. We did a wine tasting of their homemade wine and it was all so delicious! We all ended up ordering wine and olive oil to be shipped home so we can enjoy it when we miss Italy! Honestly, every staff member was beyond wonderful and we couldn’t have picked a better place! 10/10!"
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