Hotels in Castiglion Fiorentino

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1. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (50 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 $105
$120 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Park

2. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
9.8 out of 10, Exceptional, (15 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 $101
$116 total
includes taxes & fees
Nov 10 - Nov 11
San Michele al Castello

3. 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 $86
$121 total
includes taxes & fees
Nov 13 - Nov 14
Bed & Breakfast Viziottavo

4. 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 $133
$151 total
includes taxes & fees
Nov 10 - Nov 11
San Michele al Borgo

5. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (121 reviews)
Immerse yourself in authentic Tuscany at this charming farm stay near Arezzo. Enjoy the outdoor pool and on-site winery before dining at the restaurant. Nearby attractions include Cassero Tower, while free parking and WiFi add convenience for exploring the region.
The price is $94
$110 total
includes taxes & fees
Nov 11 - Nov 12
La Cantina Relais - Fattoria Il Cipresso

6. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
Perched in picturesque Cortona, this family-friendly hotel offers stunning views from its rooftop terrace. Enjoy the seasonal outdoor pool, grab authentic meals at the restaurant, or relax with drinks at the bar. Near Villa Bramasole and Fortress of Girifalco.
The price is $96
$110 total
includes taxes & fees
Nov 15 - Nov 16
Locanda agli Amici

7. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (301 reviews)
The price is $102
$115 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Italia

8. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (67 reviews)
Escape to rural Tuscany at this inviting hotel near Arezzo Equestrian Centre. Cool off in the outdoor pool, savor local flavors at the restaurant, and unwind in the garden after exploring. Free breakfast, WiFi and parking add value.
The price is $105
$122 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Le Capanne

9. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (366 reviews)
Feel transported in this luxurious converted monastery with an indulgent spa, indoor pool, and hot tub. Just minutes from Signorelli Theatre and Etruscan Museum, this Cortona hotel offers free breakfast and helpful staff to enhance your Tuscan retreat.
The price is $236
$264 total
includes taxes & fees
Nov 29 - Nov 30
Monastero di Cortona Hotel & Spa

10. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 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 $76
$88 total
includes taxes & fees
Nov 19 - Nov 20
Locanda del Molino

11. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
Immerse yourself in Tuscan tranquility at this resort with rejuvenating spa services featuring massages and facials. Enjoy the outdoor pool, savor meals at the restaurant, and explore nearby Lake Trasimeno and Parterre Garden with convenient free parking.
The price is $155
$172 total
includes taxes & fees
Nov 10 - Nov 11
Cortona Resort Spa

12. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (26 reviews)
Discover this welcoming hotel offering complimentary WiFi and daily buffet breakfast. Located conveniently near Giuseppe Garibaldi Memorial and Parterre Garden, with Camucia-Cortona Station just 11 minutes away by car.
The price is $107
$137 total
includes taxes & fees
Nov 14 - Nov 15
Villa Santa Margherita

13. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (151 reviews)
Set among Cortona's vineyards, this luxurious hotel offers 2 outdoor pools and a winery. Enjoy Italian cuisine at Il Falconiere restaurant, indulge in massages at the spa, and explore nearby Santa Maria Nuova. Free WiFi, parking, and breakfast enhance your stay.
The price is $351
$391 total
includes taxes & fees
Nov 12 - Nov 13
Il Falconiere - Relais e Chateaux

14. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
9.4 out of 10, Exceptional, (13 reviews)
The price is $112
$170 total
includes taxes & fees
Nov 15 - Nov 16
Agriturismo Parco Fiorito

15. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.4 out of 10, Exceptional, (63 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 $67
$73 total
includes taxes & fees
Nov 10 - Nov 11
Fondaco del Moro

16. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (183 reviews)
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
The price is $72
$86 total
includes taxes & fees
Nov 15 - Nov 16
Il Gentiluomo Hotel & SPA

17. Hotel Continentale

Hotel Continentale
4.0 star property
Arezzo Centro Storico
8.6 out of 10, Excellent, (498 reviews)
Experience urban Italian charm at this business-friendly hotel near Piazza Guido Monaco and Petrarca Theater. The rooftop terrace offers stunning views while the fitness center keeps you energized. Unwind with a drink at the bar after exploring nearby attractions, all within walking distance.
The price is $114
$137 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Continentale

18. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16 reviews)
The price is $128
$147 total
includes taxes & fees
Nov 10 - Nov 11
Relais Cloister Pienza

19. Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.6 out of 10, Exceptional, (101 reviews)
Experience Italian hospitality at this charming B&B near Arezzo Station. Just a 12-minute walk from trains and close to Fraternita dei Laici and the Museum of Means of Communication, this hotel combines convenience with daily housekeeping and free WiFi.
The price is $70
$84 total
includes taxes & fees
Nov 10 - Nov 11
Antiche Mura

20. Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (114 reviews)
The price is $128
$145 total
includes taxes & fees
Nov 26 - Nov 27
Podere La Rocca
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.

Go beyond your typical stay in Castiglion Fiorentino

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 November
Currently viewing crowd sizes and weather for November.

November

High 13°C / low 6°C. Sunny most days.
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November, no crowd data, average high temperature 13 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 7 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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February, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 13 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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Top landmarks in Castiglion Fiorentino

Learn more about Castiglion Fiorentino

Castiglion Fiorentino is well-known for its attractions such as Val di Chiana and Tennis Club Castiglionese.

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

Check out reviews of Castiglion Fiorentino hotels guests love

Frequently Asked Questions

What accommodations do travelers recommend in Castiglion Fiorentino?

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 85 vacation homes. You can also book one of 25 apartments or 89 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.