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Hotels in Castiglion Fiorentino

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May 2 - May 3
Tomorrow
May 3 - May 4
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Where to stay in Castiglion Fiorentino?

Front of property
Villa Schiatti
Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (46 reviews)
The price is $171
$192 total
includes taxes & fees
May 3 - May 4
Villa Schiatti
Deluxe Suite, Garden View
Agriturismo Villa La Fontina
Agriturismo Villa La Fontina
Castiglion Fiorentino
8.0 out of 10, Very Good, (1 review)
The price is $117
$134 total
includes taxes & fees
May 7 - May 8
Agriturismo Villa La Fontina
Outdoor wedding area
San Michele al Castello
San Michele al Castello
Castiglion Fiorentino
9.6 out of 10, Exceptional, (8 reviews)
This spa B&B offers deep-tissue massages and complimentary bike rentals to explore Castiglion Fiorentino. Just a 13-minute walk from the train station, you'll find easy access to Cassero Tower while enjoying free breakfast and WiFi.
The price is $108
$124 total
includes taxes & fees
May 24 - May 25
San Michele al Castello
Dining
Bed & Breakfast Viziottavo
Bed & Breakfast Viziottavo
Castiglion Fiorentino
10.0 out of 10, Exceptional, (9 reviews)
Unwind in this charming Tuscan B&B near hiking trails and mountain biking routes. Enjoy free breakfast, WiFi, and parking before exploring the nearby Municipal Art Gallery. A snack bar and terrace provide perfect spots to relax after outdoor adventures.
The price is $91
$128 total
includes taxes & fees
May 10 - May 11
Bed & Breakfast Viziottavo
Exterior
San Michele al Borgo
San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
This spa haven sits just a 12-minute walk from the train station, offering deep-tissue massages and body wraps. After exploring nearby Cassero Tower and Archaeological Museum, return for complimentary breakfast and relax at the inviting bar/lounge.
The price is $147
$166 total
includes taxes & fees
May 4 - May 5
San Michele al Borgo
Reception
Hotel Park
Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (44 reviews)
Soak in panoramic views from the rooftop terrace at this Tuscan hotel with a seasonal outdoor pool and restaurant. Just 3 minutes from the train station and near Cassero Tower, the property offers free WiFi, parking, and a fitness center.
The price is $123
$139 total
includes taxes & fees
May 3 - May 4
Hotel Park
Property entrance
Villa Svetoni Wine Resort
Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (74 reviews)
Escape to this wine resort featuring its own winery, a seasonal outdoor pool with poolside bar, and full-service spa. Just a 2-minute drive from Montepulciano Station and close to Tenuta Valdipiatta, the resort serves complimentary breakfast and offers free WiFi.
The price is $271
$302 total
includes taxes & fees
May 17 - May 18
Villa Svetoni Wine Resort
Villa, 4 Bedrooms, Private Pool, Valley View | Premium bedding, down comforters, pillowtop beds, desk
Villa Tiberini Wine Relais
Villa Tiberini Wine Relais
Torrita di Siena
The price is $221
$245 total
includes taxes & fees
May 24 - May 25
Villa Tiberini Wine Relais
Private pool
B&B Il Sarale
B&B Il Sarale
Città di Castello
10.0 out of 10, Exceptional, (2 reviews)
The price is $178
$256 total
includes taxes & fees
May 27 - May 28
B&B Il Sarale
Hiking
Palazzo Brandano
Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (83 reviews)
Set in historic Trequanda, this intimate hotel provides easy access to local monasteries and RI Crea RE. Relax in the garden terrace after exploring nearby attractions, all while enjoying the convenience of free WiFi.
The price is $113
$128 total
includes taxes & fees
May 4 - May 5
Palazzo Brandano
Terrace/patio
Agriturismo La Pomifera
Agriturismo La Pomifera
Gubbio
The price is $170
$192 total
includes taxes & fees
May 6 - May 7
Agriturismo La Pomifera
Exterior
Fondaco del Moro
Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (40 reviews)
Discover peaceful relaxation at this Civitella in Val di Chiana retreat with free WiFi and parking. Nearby hiking trails beckon outdoor enthusiasts, while Sienese Gate and Virgin Mary with Child attractions are just a short drive from the cozy fireplace lobby.
The price is $72
$79 total
includes taxes & fees
May 3 - May 4
Fondaco del Moro
Hiking
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (104 reviews)
The price is $189
$212 total
includes taxes & fees
May 10 - May 11
Borgo Sant'Ambrogio Resort
Exterior
B&B Country House Poggio del Drago
B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (61 reviews)
Immerse in tranquility at this charming B&B featuring a seasonal outdoor pool and garden terrace. Just 3 minutes from Ponticino Station and near Buriano Bridge Nature Reserve, enjoy complimentary breakfast and WiFi after exploring the Italian countryside.
The price is $97
$107 total
includes taxes & fees
May 3 - May 4
B&B Country House Poggio del Drago
Outdoor pool, sun loungers
Cortona Resort - Le Terre Dei Cavalieri
Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (72 reviews)
Embrace the Italian countryside at this Cortona resort with an inviting outdoor pool and poolside bar. Just minutes from Cortona Archaeological Park, enjoy Italian cuisine at the on-site restaurant after a day of exploration. Free breakfast, WiFi, and parking complete your Tuscan retreat.
The price is $130
$149 total
includes taxes & fees
May 10 - May 11
Cortona Resort - Le Terre Dei Cavalieri
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio
Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (213 reviews)
Unwind at this Montepulciano gem with a full-service spa offering Thai massages and an indoor pool plus children's splash area. The Italian restaurant serves three daily meals, and Torre del Pulcinella is just minutes away.
The price is $72
$84 total
includes taxes & fees
May 3 - May 4
Albergo San Biagio
Seasonal outdoor pool, pool umbrellas, sun loungers
Agriturismo SOLE
Agriturismo SOLE
Trequanda
The price is $329
$365 total
includes taxes & fees
May 17 - May 18
Agriturismo SOLE
Breakfast, lunch, dinner served; local cuisine, pool views
Porsenna Resort
Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46 reviews)
Set in Castiglione del Lago, this country house offers a seasonal outdoor pool with poolside bar. Enjoy free breakfast, WiFi, and parking while exploring nearby towers. A café, deli, and terrace round out this charming Umbrian getaway near Sant Egidio Airport.
The price is $123
$140 total
includes taxes & fees
May 5 - May 6
Porsenna Resort
Exterior
Locanda del Molino
Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (35 reviews)
Experience authentic Italian hospitality at this golf-adjacent hotel, where the outdoor pool and poolside bar create a serene escape. Savor local cuisine at La Locanda restaurant after exploring nearby Hannibal's Journey museum. Free breakfast, WiFi, and parking enhance your Cortona getaway.
The price is $95
$114 total
includes taxes & fees
May 8 - May 9
Locanda del Molino
Horseback riding
Il Borro - Relais & Châteaux
Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (103 reviews)
Discover the luxurious charm of this Tuscan retreat with an on-site winery and 2 restaurants. Enjoy pampering spa treatments after a dip in the outdoor pool or workout at the 24-hour fitness center. Near Il Borro Wines with free WiFi and parking.
The price is $654
$719 total
includes taxes & fees
May 12 - May 13
Il Borro - Relais & Châteaux
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Check out pet-friendly hotels in Castiglion Fiorentino

Front of property
Villa Schiatti

Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (46)
The price is $171
$192 total
includes taxes & fees
May 3 - May 4
Villa Schiatti
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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When is the best time to visit Castiglion Fiorentino?

Our prices for hotels in Castiglion Fiorentino are cheapest in September
Price trends for hotels in Castiglion Fiorentino
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Castiglion Fiorentino
May
High 21°C / low 10°C. Sunny most days.
View properties in May
21°
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
26°
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June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
30°
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
24°
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
19°
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October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
13°
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November, no crowd data, average high temperature 13 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
9°
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December, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
7°
weather_cloudy
January, no crowd data, average high temperature 7 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
1°
9°
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February, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
13°
weather_sun
March, no crowd data, average high temperature 13 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
4°
17°
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
Monthly weather averages (˚C)

Top landmarks in Castiglion Fiorentino

Cassero Tower

4.7/5 (6 reviews)
If you're planning a bit of sightseeing during your trip, head to Cassero Tower— just one of the monuments in central Castiglion Fiorentino.
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Learn more about Castiglion Fiorentino

Castiglion Fiorentino is well-known for its attractions such as Val di Chiana and Cassero Tower.

See all hotels in Castiglion Fiorentino
Photo by Pigellino
Open Photo by Pigellino

Check out reviews of Castiglion Fiorentino hotels guests love

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"WOW. What a spectacular property! Everything about this spot well exceeded our expectations, from the location, the quality of the rooms and shower, the grounds, the pool, the dining and most of all, the staff. 15 out of 10! Just wish we could have stayed longer..."
Christy 4-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze

Frequently asked questions

What accommodations do travelers recommend in Castiglion Fiorentino?
Guests like Villa di Piazzano - Small Luxury Hotel of the World, Monastero di Cortona Hotel & Spa and Hotel Continentale.
Where can I find free parking with my stay in Castiglion Fiorentino?
These hotels offer the perk of free parking: San Michele al Castello, Bed & Breakfast Viziottavo and Villa Senaia.
Can I book a refundable accommodation in Castiglion Fiorentino?
If you want the flexibility to change your travel plans to Castiglion Fiorentino, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Castiglion Fiorentino if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, look over our selection of 69 vacation homes. You can also book one of 27 apartments or 83 villas.
What will the weather in Castiglion Fiorentino be like during my vacation?
August and July are typically the warmest months in Castiglion Fiorentino when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.
Why should I book my Castiglion Fiorentino hotel with Hotels.com?
There are lots of reasons to book your Castiglion Fiorentino trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.