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

A terrace with sun loungers, stone walls, and potted plants.
A narrow hallway with a stone wall and a clock.
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.

1. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
Canada
Steve
$247 nightly
$281 total
Oct 25 - Oct 26
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

2. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
$621 nightly
$692 total
Oct 21 - Oct 22
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.

3. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
$456 nightly
$509 total
Oct 11 - Oct 12
Total with taxes and fees
Precise Tale Poggio Alla Sala
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person in a swimming pool with a view of trees and mountains through a window.
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.

4. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
Canada
Teri
$384 nightly
$427 total
Nov 3 - Nov 4
Total with taxes and fees
Il Falconiere - Relais e Chateaux
A stone building with outdoor seating and a fountain.
A stone building with a tiled roof, a small window, and a metal fence.
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.

5. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
United States
Kanchana
$115 nightly
$136 total
Oct 7 - Oct 8
Total with taxes and fees
Villa Borgo San Pietro
A modern hotel lobby with a reception desk, seating area, and a large plant.
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A modern library with leather sofas, bookshelves, and a large window.

6. Hotel Park

Hotel Park
Castiglion Fiorentino
United States
Jessica
$106 nightly
$121 total
Oct 7 - Oct 8
Total with taxes and fees
Hotel Park
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 pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

7. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Shabnam Karimi
$110 nightly
$129 total
Oct 12 - Oct 13
Total with taxes and fees
Relais Villa Baldelli
A stone pathway leading through a garden with tall, narrow trees and a stone wall on one side.
A terrace with lounge chairs and a table with a bottle and glasses.
A rustic dining area with stone walls and wooden furniture.
A yellow building with a brown door and arched windows, surrounded by potted plants and trees.

8. Agriturismo La Pievuccia

Agriturismo La Pievuccia
Castiglion Fiorentino
United States
Liliya
Agriturismo La Pievuccia
A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.
A restaurant with multiple tables, chairs, and a patterned wall.
A modern bathroom with a bench, a shower with a handheld showerhead, and a window.
A bar area with a wooden counter, seating, and large windows.

9. Hotel Minerva

Hotel Minerva
Arezzo
Canada
stefan
$82 nightly
$97 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Minerva
An outdoor event with people seated at tables, surrounded by stone buildings and greenery.
A stone building with a grassy courtyard, a staircase, and a small garden area.
A couple in a bathtub with candles, suggesting a romantic setting.
A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.

10. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
Canada
Carole-Anne
$99 nightly
$113 total
Oct 19 - Oct 20
Total with taxes and fees
San Michele al Castello
A restaurant with glass walls, tables set with white tablecloths, and chairs.
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.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

11. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
United Kingdom
Ronald
$93 nightly
$109 total
Oct 12 - Oct 13
Total with taxes and fees
La Cantina Relais - Fattoria Il Cipresso
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
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 hotel room with a fireplace, two armchairs, a bed, and a dresser.

12. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
David
$150 nightly
$174 total
Oct 10 - Oct 11
Total with taxes and fees
Hotel Villa Marsili
A stone building with a courtyard, outdoor seating, and a view of the landscape.
A garden with a stone pathway, a wooden barrel, and a view of the countryside.
A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.
A dining table set for two with a view of a sunset over a landscape.

13. Villa Schiatti

Villa Schiatti
Castiglion Fiorentino
United States
Soudabeh
Villa Schiatti
A balcony with a table set for breakfast, overlooking a cityscape with historic buildings and a river.
A room with a white tufted sofa set, a marble coffee table, and a stained glass window.
A lobby with a reception desk, a staircase, a bar area, and a seating area with a potted plant.
A hotel with a classic architectural style, featuring a ground floor with a large entrance and a visible restaurant sign.

14. Hotel Continentale

Hotel Continentale
Arezzo Centro Storico
Canada
Anthony
$122 nightly
$145 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel Continentale
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.
A two-story building with a stone facade, arched windows, and a balcony.
A room with large arched windows, brick walls, and wooden beams. There are two purple chairs and a small table.
A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.

15. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
United Kingdom
Stuart
$110 nightly
$125 total
Oct 11 - Oct 12
Total with taxes and fees
Nuovo Etruria Resort
A couple in a hot tub with a cityscape view through large windows.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.
A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.
A room with a large window, a vase of red flowers, and a white umbrella outside.

16. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
$142 nightly
$160 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel San Michele
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 balcony with two lounge chairs, a small table with a drink, and a scenic view.
A window view of a town with buildings, trees, and parked cars.

17. Hotel San Luca

Hotel San Luca
Cortona Old Town
United States
Nita
$81 nightly
$98 total
Oct 28 - Oct 29
Total with taxes and fees
Hotel San Luca
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.

18. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Jinhee
$150 nightly
$170 total
Oct 7 - Oct 8
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
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 rooftop terrace with outdoor seating, a pergola, and a view of hills.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

19. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$73 nightly
$87 total
Oct 12 - Oct 13
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A bar area with a polished granite countertop, a metal bucket, and a vase with flowers.
A wicker outdoor seating area with a tray of champagne, glasses, and snacks.
A chef in a professional kitchen with stainless steel appliances, a variety of fresh produce, and hanging utensils.
A lobby with leather sofas, a checkered floor, framed pictures on the wall, and a chandelier.

20. Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
Arezzo
United States
aly
$92 nightly
$108 total
Oct 18 - Oct 19
Total with taxes and fees
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
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Where to stay in and around Castiglion Fiorentino

Discover the charm of Castiglion Fiorentino, where outdoor adventures and rich culture await. Explore beautiful areas like Lake Trasimeno and nearby destinations in Tuscany. Enjoy the historical vibe and friendly atmosphere in the immediate vicinanze, perfect for a romantic getaway or cultural immersion.
A historic square with a prominent tower, a church with a bell tower, and a café area.
A historic building with a bell tower and arched windows.
Photo by Giorgia Bachiorri
A historic square with a central open space, surrounded by colorful buildings with arched windows and a prominent tower.
A historic square with a prominent church, a bell tower, and an arched building.
A historic church with a prominent rose window and a bell tower.

Arezzo

For travelers seeking a blend of culture and adventure, Arezzo offers a captivating experience just about 11 miles by car from Castiglion Fiorentino. This charming city boasts stunning landmarks like the historic Piazza Grande and the Basilica of San Francesco, perfect for those who appreciate rich history and vibrant local life. With a variety of activities, including spa treatments and shopping, Arezzo is an inviting choice for a memorable stay in Tuscany, making it an ideal destination for your vacation.

A hillside town with historic buildings, a church, and vineyards.
A historic European town square with stone buildings, green shutters, and outdoor seating areas.
A street with a shop selling jewelry and a signboard.
A historic cemetery with ornate buildings and tombs.
A historic stone building with a bell tower, surrounded by lush greenery and olive trees.

Cortona

Experience the charm of Cortona, a delightful hub for culture enthusiasts and food lovers who want to indulge in the rich Italian heritage. Nestled near stunning Lake Trasimeno and historic sites like Villa Bramasole and Piazza della Repubblica, Cortona offers a blend of scenic beauty and adventure. It's a short drive of about 6 miles from Castiglion Fiorentino, making it an ideal base for exploring Tuscany. Choosing Cortona for your stay ensures a memorable escape filled with romance and outdoor activities.

A lakeside deck with tables and chairs, a dock extending into the water, and distant mountains under a cloudy sky.
Photo by Giorgio Galeotti
A calm lake with reeds in the foreground, a clear sky, and distant hills.
A boat on a calm body of water with a forested island in the background.
Photo by Giorgio Galeotti
A tree-lined bench overlooking a marina with boats docked.
A marina with various boats docked, surrounded by lush greenery and mountains in the background.

Tuoro sul Trasimeno

If you are a family traveler, look no further than Tuoro sul Trasimeno, a charming destination known for its cultural richness and stunning natural scenery. Here, you can explore the serene Lake Trasimeno, unwind on the beach, or visit the historic Villa Bramasole. Outdoor enthusiasts will enjoy nearby trails, while those seeking relaxation can indulge in local spas. Located about 14 miles by car from Castiglion Fiorentino, Tuoro sul Trasimeno offers an inviting base for your Tuscan adventure.

A historic castle on a hill with a church and a tower in the foreground.
Photo by Giammy McMario

Montecchio

Montecchio, located in Castiglion Fiorentino, is an ideal destination for cultural enthusiasts and food lovers eager to immerse themselves in the charming Tuscan landscape. Here, you can explore the historic Villa Bramasole, stroll through the picturesque Piazza della Repubblica, and visit the stunning Cortona Cathedral, all while indulging in local culinary delights. With its seasonal visitor peaks from July to September, Montecchio offers a vibrant atmosphere for travelers. This quaint village makes for a smart hotel booking choice, providing easy access to Tuscany's rich heritage.

Pievuccia

Travelers seeking a cultural escape will find Pievuccia to be the ideal base for their vacation, featuring charming historical sites like Villa Bramasole and the picturesque Piazza della Repubblica. This quaint village, nestled in Castiglion Fiorentino, invites families and couples to explore the stunning Cortona Cathedral while enjoying the vibrant atmosphere. With seasonal peaks from July to September, Pievuccia offers a delightful Italian experience, making it a smart choice for your stay.

Stay near popular attractions in and around Castiglion Fiorentino

Experience the charm of Castiglion Fiorentino, where romance meets culture. Stroll through the enchanting piazza grande, savor breathtaking views, and immerse yourself in local history. Nearby, don’t miss the captivating sights of San Gimignano. Discover all that Castiglion Fiorentino has to offer for an unforgettable vacation.
A historic square with a prominent church, a bell tower, and an arched building.

Piazza Grande

9.4/10 (160 reviews)
Set the stage for your cultural adventure at Piazza Grande, a vibrant hub in Arezzo, Tuscany, perfect for travelers seeking authentic city vibes. Just 11 miles away from Castiglion Fiorentino, this picturesque square offers a unique blend of history and local life. Staying nearby allows you to easily immerse yourself in the local culture.
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A detailed stone carving of a religious scene within an ornate Gothic arch.

Cathedral of Saints Peter and Donato

9.2/10 (174 reviews)
Considered a premier spot for culture seekers, the Cathedral of Saints Peter and Donato in Arezzo is a stunning example of Tuscan architecture. Located about 11 miles by car from Castiglion Fiorentino, this majestic cathedral invites visitors to immerse themselves in its rich history and artistic beauty, making it an ideal stop on your journey through Tuscany.
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Villa Bramasole

9.2/10 (20 reviews)
Often cited as a favorite among cultural travelers, Villa Bramasole offers a glimpse into Tuscany's rich history and charm. Located about 6 miles by car from Castiglion Fiorentino, this historic villa immerses visitors in the region's artistic heritage, making it an ideal spot for a memorable day out. Staying nearby enhances your experience of Tuscany's captivating culture.
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Eremo Le Celle

9.4/10 (12 reviews)
Ideal for travelers interested in serene spirituality and rich cultural history, Eremo Le Celle is a captivating church nestled in the hills of Cortona. Located about 9 miles by car from Castiglion Fiorentino, this tranquil spot offers a unique glimpse into the region's heritage and natural beauty, making it a convenient retreat for visitors.
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Casali Palace

8.6/10 (7 reviews)
A standout venue known for its rich history, Casali Palace offers visitors a glimpse into the cultural heritage of Tuscany. Located about 6 miles by car from Castiglion Fiorentino, this historic palace immerses travelers in its captivating atmosphere, making it a great base for exploring the region.
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Santa Maria Nuova

8.8/10 (5 reviews)
A fascinating mix of culture and history awaits those exploring the charming church of Santa Maria Nuova. Located about 5 miles by car from Castiglion Fiorentino, this site offers a serene atmosphere and rich artistic heritage, making it a perfect stop for cultural travelers. Its proximity enhances the experience of your Tuscan adventure.
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Santa Margherita Basilica

9.2/10 (30 reviews)
An iconic landmark that appeals to culture seekers, Santa Margherita Basilica in Cortona offers a rich historical atmosphere and stunning architecture. Located about 6 miles by car from Castiglion Fiorentino, it’s easily accessible for a delightful day trip, making it a perfect spot to immerse yourself in Tuscany's charm.
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San Domenico Church

9.0/10 (9 reviews)
A must-see for history buffs, San Domenico Church in Cortona offers a glimpse into Tuscany's rich cultural heritage. The stunning architecture and serene atmosphere create a unique experience. It's about a 6-mile drive from Castiglion Fiorentino, making it easy to explore and enjoy the surrounding 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
A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Top Castiglion Fiorentino Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful experience. Would recommend again and again."
MICHELLE 3-night trip
Posted 1 hour ago
Monastero di Cortona Hotel & Spa
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"A beautiful, luxury estate in the countryside. While we traveled as a couple, it seemed a popular destination for families with children. The restaurant on site was excellent and the rooms were well appointed and comfortable. We stayed in a junior suite which had stairs from the living room/bathroom up to the bedroom loft. *something to be aware of when booking"
Elizabeth 3-night trip
Posted 1 day ago
Precise Tale Poggio Alla Sala
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"I highly recommend this place Nice place with high trained staff Very clean rooms"
Bahram Ron 3-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze
Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"
Stuart 2-night trip
Posted 2 days ago
Nuovo Etruria Resort
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

8/10 Good
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Sunil 4-night trip
Posted 3 days ago
Casanova - Panoramic Rooms and Suites
Relais Cloister Pienza

Relais Cloister Pienza

10/10 Excellent
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
Karen 1-night trip
Posted 3 days ago
Relais Cloister Pienza
Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."
Barbara 1-night trip
Posted 5 days ago
Palazzo Brandano
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 9 days ago
Hotel Villa Ricci

More cheap stays in Castiglion Fiorentino

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 9 - Oct 10
Total with taxes and fees
Hotel Chenno
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$112 nightly
$128 total
Oct 14 - Oct 15
Total with taxes and fees
9.4/10 Exceptional! (212 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
$126 nightly
$141 total
Oct 26 - Oct 27
Total with taxes and fees
7/10 Good! (2 reviews)
Locanda Granducato
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Presciano
Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR
Get ratesTenuta La Pieve Casale La Valle

Hotels in Castiglion Fiorentino with star-rating

Find out more about Castiglion Fiorentino

Top reasons to visit Castiglion Fiorentino

  • Charming Historic Architecture: Explore beautiful churches, cathedrals, and piazzas that showcase the town's rich history and culture.
  • Stunning Tuscan Landscapes: Enjoy outdoor activities and picturesque views that highlight the natural beauty of the region.
  • Authentic Italian Cuisine: Savor local delicacies in cozy restaurants and vibrant markets, offering a true taste of Tuscany.
  • Romantic Atmosphere: Experience the enchanting ambiance perfect for couples seeking a romantic getaway.
  • Diverse Accommodation Options: Choose from agritourism, bed and breakfasts, and family-friendly hotels to suit every traveler's needs.

Find great hotels near Castiglion Fiorentino

Discover the charm of Castiglion Fiorentino with a variety of accommodation options to suit every traveler's needs. Whether you prefer the rustic appeal of agritourism properties or the cozy atmosphere of bed and breakfasts, you'll find pet-friendly and family-friendly options here. Enjoy a historic-themed vacation experience while exploring the beautiful Tuscan landscape, with plenty of choices among the best hotels and parks in the area.

  • Monastero di Cortona Hotel & Spa: A luxurious 5-star retreat, Monastero di Cortona Hotel & Spa boasts a perfect guest rating of 10.0, making it an ideal choice for adventure seekers and spa enthusiasts. Located 6 miles from Castiglion Fiorentino, this hotel offers a unique blend of adventure sports and relaxation. Guests can indulge in activities such as hiking, biking, and mountain biking nearby. The full-service spa includes an outdoor pool, indoor pool, sauna, and hot tub, ensuring a rejuvenating experience for all visitors. With its opulent atmosphere and comprehensive amenities, this hotel promises an unforgettable luxury vacation.
  • Borgo Il Melone: This charming 4-star hotel, rated 8.6 by guests, is situated 5 miles away from Castiglion Fiorentino. Borgo Il Melone is perfect for wine lovers and pet owners, offering a welcoming atmosphere for furry companions. The property features a pet-friendly policy that includes amenities like food and water bowls, making your stay comfortable for both you and your pets. The hotel's vineyard provides easy access to local wines, enhancing your Tuscan experience. With its delightful ambiance and unique offerings, Borgo Il Melone is an inviting choice for a winery-themed vacation.
  • Villa di Piazzano - Small Luxury Hotel of the World: A romantic 5-star hotel with a guest rating of 9.8, Villa di Piazzano is situated 9 miles from Castiglion Fiorentino. This small luxury hotel is perfect for couples seeking adventure and romance in a picturesque setting. Guests can enjoy onsite hiking and mountain biking, as well as romantic packages designed to enhance their stay. Dine at the garden-view restaurant or savor a wine tasting in the vineyard. With outdoor pools, a poolside bar, and a focus on relaxation, this hotel is an exceptional choice for a memorable getaway in Tuscany.

Where to stay in and around Castiglion Fiorentino

Castiglion Fiorentino offers a delightful blend of history, culture, and romantic charm. Nestled in the heart of Tuscany, this enchanting city is perfect for outdoor enthusiasts and culture seekers alike. Explore the quaint la piazzetta, where you can savor authentic Italian cuisine while soaking in the friendly atmosphere. Nearby towns and scenic vistas provide a relaxing escape, making it an ideal destination for those seeking authentic experiences in a picturesque setting.

  • Cortona: Located 6 miles from Castiglion Fiorentino, Cortona is a charming city renowned for its romantic ambiance and stunning outdoor scenery. Visitors are drawn to its picturesque landscapes, historic architecture, and vibrant cultural experiences. Popular activities include indulging in spa treatments and enjoying theatrical performances. Notable landmarks such as lakes, historic places, and impressive bridges add to Cortona's allure, making it a perfect day trip for those seeking both relaxation and exploration.
  • Arezzo: Situated 9 miles away from Castiglion Fiorentino, Arezzo is a city rich in culture and history. The city welcomes travelers year-round, with peak visits occurring in the spring and summer months. Arezzo is celebrated for its outdoor activities and romantic atmosphere, offering visitors a chance to shop at local centers, unwind in spas, and experience its vibrant piazzas. Key attractions include beautiful lakes and historic sites, making it an ideal destination for those looking to immerse themselves in Tuscany's rich heritage.
  • Montecchio: Nestled within the vicinity of Castiglion Fiorentino, Montecchio is a quaint village that attracts visitors primarily during the summer months. Known for its cultural experiences, Montecchio offers a glimpse into traditional Tuscan life, complete with historical sites and charming historic houses. Although it sees fewer visitors in the winter, the village's intimate atmosphere and unique local charm provide a peaceful retreat for tourists seeking a less commercialized experience in Tuscany.

Things to do in and around Castiglion Fiorentino

Castiglion Fiorentino offers a delightful blend of outdoor activities, romantic settings, and rich cultural experiences. Visitors can enjoy Tuscany tours, explore local attractions, and indulge in the amenities of private country clubs and spas. With vibrant shopping centers nearby, this charming town is perfect for those looking to immerse themselves in the beauty of Italy while enjoying leisurely activities and exploring the picturesque Tuscan landscape.

Shopping

In Castiglion Fiorentino, explore charming local shops for unique souvenirs and gifts. For a broader selection, check out the nearby Centro Commerciale Etruria, a shopping mall about 15 miles away, featuring various stores, dining options, and entertainment.

Recreation

Tennis Club Castiglionese offers a luxurious country club experience with tennis courts surrounded by stunning Tuscan landscapes. Villa a Sesta Polo Club, situated 18 miles away, combines elegance with polo activities for a refined retreat. Meanwhile, the Chapel of our Lady of Vitaleta, 24 miles away, provides a tranquil setting for reflection.

Adventure

Explore the breathtaking trails of Parco Archeologico di Castiglion Fiorentino, where you can hike through ancient ruins and enjoy stunning views of the Tuscan countryside. For a unique twist, consider a hot air balloon ride to experience the region’s beauty from above.

Nightlife

In Castiglion Fiorentino, La Saletta offers a cozy atmosphere with live music, perfect for mingling. For a classic experience, check out Bar Centrale, where you can enjoy local wines and aperitivo. Don't miss the vibrant Piazza della Repubblica, bustling with energy and street performances at night.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Castiglion Fiorentino

  • 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: Book your hotel in Castiglion Fiorentino about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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: Expedia's search tool makes it easy for you to choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to highest, ensuring you see the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Castiglion Fiorentino with your flights and activities by booking a package through Expedia.

Find the best attractions in and around Castiglion Fiorentino

Castiglion Fiorentino is perfect for outdoor enthusiasts and romantics alike, offering a rich cultural experience. Visitors can explore beautiful churches, charming piazzas, and impressive cathedrals that reflect the town's historical significance. Whether you're looking for a leisurely stroll or a deep dive into local culture, the attractions in and around Castiglion Fiorentino provide a delightful mix of urban charm and natural beauty.

  • Archaeological Museum: Explore the rich tapestry of history at the Archaeological Museum located in the heart of Castiglion Fiorentino. This museum showcases fascinating artifacts that reflect the local culture and heritage, offering a deep dive into the region's past.
  • Piazza Grande: A vibrant square situated 9 miles from Castiglion Fiorentino, Piazza Grande is the perfect place to soak in the local atmosphere. Surrounded by charming cafes and shops, it’s an ideal spot for people-watching and enjoying the culture of the city.
  • Villa Bramasole: Located 6 miles away, Villa Bramasole is a historic gem renowned for its stunning architecture and beautiful gardens. This villa offers a glimpse into the region's aristocratic past, enriching your understanding of Tuscany's cultural landscape.

Best time to go to Castiglion Fiorentino

The best time to visit Castiglion Fiorentino is dependent 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. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.2°F (4.0°C)Light RainMostly CloudyAverageSlightly Low
February41.2°F (5.1°C)Light RainMostly SunnyAverageSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnySlightly HighAverage
May59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
July74.8°F (23.8°C)No RainSunnySlightly HighSlightly High
August74.5°F (23.6°C)No RainSunnySlightly HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnySlightly LowAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly LowAverage
December41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Castiglion Fiorentino

Traveling to Castiglion Fiorentino is convenient with several major airports nearby. Florence Airport (FLR-Peretola), located 48 miles away, offers luxury accommodations like the 5-star Bernini Palace and Hotel Lungarno, both providing various transportation services to the airport. Bologna Airport (BLQ-Guglielmo Marconi) is 88 miles from Castiglion Fiorentino, with great hotel options such as the Grand Hotel Majestic, featuring shuttle services. Pisa Airport (PSA-Galileo Galilei) is 80 miles away, offering 5-star hotels like Bagni di Pisa Palace & Thermal Spa and Hotel Pisa Tower Plaza, both easily accessible from the airport. Each airport provides efficient transport options to ensure a smooth arrival for travelers.

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, or just outside its ancient gates.The historic center, perched on a hill, offers a truly authentic Tuscan experience. Its narrow, winding streets lead to charming piazzas, medieval churches like the Chiesa di Sant'Angelo, and the impressive Torre del Cassero, which provides panoramic views of the surrounding Val di Chio. You'll find local shops, trattorias, and cafes here, all within easy walking distance. This area is particularly well-suited for couples seeking a romantic and quiet retreat.Just outside the historic walls, particularly on the gentle slopes leading up to the town, you'll find a selection of villas and agriturismos. These accommodations often feature traditional Tuscan architecture, private pools, and expansive views of the countryside. This setting is ideal for families, offering more space and outdoor amenities for children, while still being a short drive or a pleasant walk from the town's amenities.
What are the best hotels in Castiglion Fiorentino that travelers recommend?
For highly recommended hotels in Castiglion Fiorentino, consider the San Michele al Castello.The San Michele al Castello, with an exceptional 9.4 rating, offers a luxurious experience with amenities such as bathrobes, air conditioning, and designer toiletries. Guests often praise the helpful and wonderful staff. For a truly great experience, the hotel offers helicopter and plane tours, couples dining, and a private chef. You can also enjoy champagne service and a winery tasting room on-site. The hotel is conveniently located just 0.1 miles from the Municipal Art Gallery.
What are the best family hotels in Castiglion Fiorentino?
There are several excellent family-friendly hotels in Castiglion Fiorentino, including Villa Schiatti, San Michele al Borgo, and Borgo tra gli Olivi.The 4-star Villa Schiatti, with a 9.0 rating, offers amenities such as a playground, supervised childcare, and complimentary breakfast. The hotel also features child-friendly window designs, ensuring a comfortable stay for families.San Michele al Borgo, rated 9.8, provides free cribs and complimentary cooked breakfast, making it convenient for families with young children. This hotel is also very close to the Municipal Art Gallery, located just 0.1 miles away.Another highly-rated option is Borgo tra gli Olivi, boasting a great 10.0 rating. This property includes free cribs, an outdoor pool with sun loungers, and complimentary WiFi and self-parking. Families will appreciate the convenience of a sofa bed in the accommodations.
What are the best spa hotels in Castiglion Fiorentino?
For the best spa hotels in Castiglion Fiorentino, consider San Michele al Borgo, San Michele al Castello, Borgo tra gli Olivi, and the 4-star Villa Schiatti.San Michele al Borgo, with an outstanding 9.8 rating, offers a full-service spa with a hot tub, sauna, and steam room. Guests can enjoy a wide range of treatments including couples treatments, deep tissue massage, Swedish massage, sports massage, manicures and pedicures, body scrubs, body wraps, and facial treatments. It is conveniently located just 0.1 miles from both Cassero Tower and Vasari Loggia.San Michele al Castello, rated 9.4, also features a full-service spa with a hot tub, sauna, and steam room. Its amenities include Thai massage, Swedish massage, deep tissue massage, sports massage, manicures and pedicures, body treatments, body scrubs, and facial treatments. The staff are frequently praised for being helpful and wonderful. This hotel is exceptionally close to Cassero Tower, just 0.0 miles away, and 0.1 miles from Vasari Loggia.Borgo tra gli Olivi boasts a superb 10.0 rating and provides a full-service spa with a Turkish bath or hammam. Guests can indulge in various treatments such as hot stone massage, body treatments, and facial treatments.The 4-star Villa Schiatti, with a 9.0 rating, offers an on-site spa with massage services. Additionally, guests can enjoy a complimentary buffet breakfast and have access to mountain biking in a nearby location. See all spa hotels in Castiglion Fiorentino
What hotels in Castiglion Fiorentino offer free breakfast?
In Castiglion Fiorentino, several highly-rated hotels offer complimentary breakfast, including Villa Schiatti, Bed & Breakfast Viziottavo, San Michele al Borgo, and San Michele al Castello.The 4-star Villa Schiatti, with a 9.0 rating, provides a free buffet breakfast daily. Guests can also enjoy free WiFi and mountain biking opportunities nearby.Bed & Breakfast Viziottavo, boasting a great 10.0 rating, offers a free buffet breakfast and complimentary WiFi. This bed and breakfast is conveniently located within 0.1 miles of the Cassero Tower, Vasari Loggia, and the Archaeological Museum. It also features free self-parking and a free train station pickup service.San Michele al Borgo, rated 9.8, provides a free cooked breakfast daily. This hotel also features a full-service spa with various treatments, including massages, facials, and body wraps, along with a sauna, steam room, and hot tub. It is situated just 0.1 miles from the Cassero Tower, Vasari Loggia, and the Archaeological Museum.Another excellent option is San Michele al Castello, which has a 9.4 rating and offers a free full breakfast daily. This hotel also includes an on-site spa with a sauna, steam room, and various massage and beauty treatments. It is exceptionally close to the Cassero Tower, just 0.0 miles away, and 0.1 miles from the Vasari Loggia and the Archaeological Museum. Guests frequently praise the helpful and wonderful staff.
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, or Villa Schiatti.San Michele al Borgo, with an exceptional 9.8 rating, warmly welcomes both dogs and cats, providing food and water bowls for your companions. Guests also enjoy a complimentary cooked breakfast, making for a convenient start to the day. The Municipal Art Gallery is just 0.1 miles away.Another excellent option is San Michele al Castello, holding a 9.4 rating. This hotel offers a dedicated dog exercise area, pet grooming services, and pet-sitting services, ensuring your pet is well cared for. Food and water bowls are also provided. The helpful and wonderful staff are frequently praised by guests, and it's located just 0.1 miles from the Municipal Art Gallery.The 4-star Villa Schiatti, rated 9.0, is another great choice that permits pets, including dogs, and even allows pets in smoking rooms. Food and water bowls are available for your convenience.
What are the most romantic hotels in Castiglion Fiorentino for couples?
For a romantic getaway in Castiglion Fiorentino, consider San Michele al Borgo or San Michele al Castello.San Michele al Borgo, with an outstanding 9.8 rating, offers a full-service spa with a hot tub and dedicated couples treatment rooms, great for relaxation together. Guests can also enjoy complimentary cooked breakfast. It is conveniently located just 0.1 miles from both Cassero Tower and Vasari Loggia, making it easy to explore local attractions.Another excellent option is San Michele al Castello, rated 9.4. This hotel provides a private indoor hot tub and offers couples dining experiences, enhancing the romantic atmosphere. Its full-service spa includes a hot tub, sauna, and steam room, along with various massage and beauty treatments. 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, consider Bed & Breakfast Viziottavo, San Michele al Borgo, San Michele al Castello, or Hotel Park.Bed & Breakfast Viziottavo, with a superb 10.0 rating, is exceptionally close to the Municipal Art Gallery, located just steps away. Guests will appreciate the convenience of free buffet breakfast, free WiFi, and free self-parking, along with the added benefit of free train station pickup.San Michele al Borgo, rated 9.8, is another excellent option situated only 0.1 miles from the Municipal Art Gallery. This accommodation provides a complimentary cooked breakfast and free cribs, making it a comfortable choice for families.Also just 0.1 miles from the Municipal Art Gallery is San Michele al Castello, which boasts a 9.4 rating. This hotel offers a complimentary full breakfast and free cribs. Guests regularly praise the helpful and wonderful staff. For those interested in local experiences, the hotel provides winery tours and has a tasting room.Hotel Park, a 4-star hotel with an 8.8 rating, is located 0.5 miles from the Municipal Art Gallery. This hotel features a refreshing pool, allows pets to stay free, and provides free WiFi. Guests will also find free wired internet in public areas, free self-parking, and complimentary toiletries.
When is the best time to go to Castiglion Fiorentino?
The best time to go to Castiglion Fiorentino is during the shoulder seasons of late spring (May and early June) and early autumn (September and early October).These periods offer pleasant weather, ideal for exploring the Tuscan countryside and the town's historic sites. You'll find comfortable temperatures for outdoor activities like walking through olive groves or visiting vineyards, without the intense heat of mid-summer. Additionally, these months typically see fewer crowds than the peak summer season, allowing for a more relaxed and authentic experience.Couples looking for a romantic getaway will appreciate the mild weather and beautiful landscapes of late spring and early autumn. The vineyards are either blooming or laden with grapes, and the golden hour light is particularly beautiful for photography or enjoying an aperitivo on a terrace. Many local festivals celebrating food and wine also take place during these times.For travelers who enjoy cultural exploration, early autumn is particularly appealing. The grape harvest (vendemmia) often begins in September, offering a unique opportunity to witness or even participate in local traditions.
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 canceled 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 much is the nightly rate at a Castiglion Fiorentino hotel?
Prices for hotels in Castiglion Fiorentino often vary, but you can find a great deal from $54 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 the cheapest rate.

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