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Hotels in Castiglion Fiorentino

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Dates

January 2026

23

February 2026

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Where to stay in Castiglion Fiorentino?

San Michele al Borgo

Castiglion Fiorentino

Unwind at a charming Italian retreat near historic Castiglion Fiorentino Tower.

P7,959 total

includes taxes & fees

Jan 27 - Jan 28

San Michele al Castello

Castiglion Fiorentino

Take in the views from the hilltop terrace at this charming Italian B&B.

Bed & Breakfast Viziottavo

Castiglion Fiorentino

Experience Tuscan warmth at a B&B close to Castiglion Fiorentino Station.

P6,852 total

includes taxes & fees

Jan 24 - Jan 25

Hotel Park

Castiglion Fiorentino

Enjoy sweeping vistas at this tranquil retreat near Castiglion Fiorentino Station.

P7,544 total

includes taxes & fees

Feb 2 - Feb 3

Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Montepulciano

Elegant Belle Époque retreat near San Biagio with rooftop views and spa indulgences.

Microwave, stovetop, cookware/dishes/utensils

Cento Passi Dal Duomo

Arezzo Centro Storico

Unwind at this charming Arezzo B&B, just steps from historic attractions.

Villa Cassia di Baccano

Loro Ciuffenna

Escape to the Tuscan countryside with a relaxing spa treatment and poolside sips.

P11,769 total

includes taxes & fees

Jan 25 - Jan 26

Podere La Rocca

Montepulciano

Hotel Corsignano

Pienza

Relax in charming Pienza with two hot tubs and a terrace garden to enjoy.

P8,450 total

includes taxes & fees

Feb 13 - Feb 14

Hotel La Terrazza di Montepulciano

Montepulciano

Discover Tuscan treasures from this cozy retreat with complimentary breakfast and parking.

P7,890 total

includes taxes & fees

Jan 24 - Jan 25

Meublé Il Riccio

Montepulciano

Enjoy scenic Tuscan vistas from a rooftop terrace with garden and lounge service.

VioVillas Agriturismo Glamping Arezzo

Arezzo

Unwind at an Arezzo farm stay with mountain biking trails and winery access.

P7,409 total

includes taxes & fees

Jan 28 - Jan 29

Il Borro - Relais & Châteaux

Loro Ciuffenna

Tuscan farmhouse near Loro Ciuffenna offers winery adventures and wellness escape.

P28,029 total

includes taxes & fees

Feb 15 - Feb 16

Antiche Mura

Arezzo Centro Storico

Historic B&B near Arezzo Station offers Italian charm with easy access to city sights.

Minibar, blackout drapes, free WiFi, bed sheets

I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Italian countryside resort offering lake views, spa treatments, and indoor-outdoor pools.

Hotel Boutique Castiglione del Lago

Contrada Castello

Relax in a historic lakeside getaway just a short walk from Lake Trasimeno.

P8,374 total

includes taxes & fees

Jan 24 - Jan 25

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

San Quirico d'Orcia

Enjoy Tuscan tranquility in San Quirico d'Orcia with spa treatments and local cuisine.

P8,166 total

includes taxes & fees

Feb 3 - Feb 4

Antico Granaione

Rapolano Terme

Charming Italian B&B in Rapolano Terme with free WiFi and convenient parking.

La Locanda di San Francesco

Montepulciano

Tuscan escape with rooftop terrace and local cuisine in Montepulciano.

P11,766 total

includes taxes & fees

Jan 26 - Jan 27

Tuscany Living - Terra Antica

Montepulciano

Relax at a Montepulciano winery stay with scenic pool near Tenuta Valdipiatta.

P25,669 total

includes taxes & fees

Feb 14 - Feb 15

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Go beyond your typical stay in Castiglion Fiorentino

Spa

Apartment

Top landmarks in Castiglion Fiorentino

Tennis Club Castiglionese

Tennis Club Castiglionese is in the heart of Castiglion Fiorentino, so why not stop by during your stay.

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Archaeological Museum

If museums are on your list of things to see, then you might want to head to Archaeological Museum, located in the heart of Castiglion Fiorentino.If you want to experience more of the culture Castiglion Fiorentino has to offer, head to Vasari Loggia, Tennis Club Castiglionese, and Agricola Buccelletti Winery.

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Learn more about Castiglion Fiorentino

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

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Castiglion Fiorentino e i girasoli della Val di Chio

Check out reviews of Castiglion Fiorentino hotels guests love

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was great! Lovely hotel "

A Point Arezzo Park Hotel

6/10 Okay

"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "

Frequently asked questions

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 62 vacation homes. You can also book one of 22 apartments or 88 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.

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