Photo by Pigellino

Find hotels in Castiglion Fiorentino from ¥8,231

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castiglion Fiorentino hotels

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ¥19,518
¥22,201 total
includes taxes & fees
Dec 15 - Dec 16
San Michele al Borgo

San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
9.4 out of 10, Exceptional, (6)
"Great place , hidden gem . Wonderful staff very hospitable and helpful . They go the extra mile to make guests happy "
United States
Paul
San Michele al Castello

Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
10.0 out of 10, Exceptional, (9)
"Struttura molto pulita e tranquilla particolare per l' ispirazione Dantesca delle camere, personale gentilissimo e disponibile. Ci ritorneremo volentieri "
Italy
luigi
The price is ¥14,135
¥19,939 total
includes taxes & fees
Dec 28 - Dec 29
Bed & Breakfast Viziottavo

Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (42)
"The staff was amazing and the hotel is very clean. The pool area with its beautiful views was great and breakfast had everything you could want!"
United States
Karen
The price is ¥17,195
¥19,647 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Park

Hotel La Darsena

Hotel La Darsena
3.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very Good, (52)
"all is great!"
United States
Mikalai
Hotel La Darsena

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina

Hotel La Meridiana

Hotel La Meridiana
3.0 star property
Anghiari
8.4 out of 10, Very Good, (36)
"A very good family-run hotel in a central location."
United Kingdom
Christine
The price is ¥17,097
¥18,807 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hotel La Meridiana

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (13)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ¥34,572
¥38,999 total
includes taxes & fees
Dec 15 - Dec 16
Poggio Paradiso Resort & Spa

Hotel Park Ge. Al.

Hotel Park Ge. Al.
3.0 star property
Città di Castello
8.4 out of 10, Very Good, (78)
"Very comfortable traditional Italian hotel. Very comfortable bed, clean room, and nice balcony with a good view across to the hills. Friendly staff and overall very pleasant stay!"
Germany
Benjamin
The price is ¥16,629
¥18,292 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Park Ge. Al.

Podere Tovari

Podere Tovari
Anghiari
10.0 out of 10, Exceptional, (13)
"Fantastic place! Breakfast was so delicious I wish I could have eaten more. The place has a lot of really wonderful details- the most comfortable bed I've ever slept on, great shower, great hairdyer, even the shower gel smelled amazing!"
Italy
Jodi
Podere Tovari

Hotel Tiferno

Hotel Tiferno
4.0 star property
Città di Castello
9.0 out of 10, Wonderful, (46)
"I have stayed here several times and have enjoyed each stay! The staff is wonderful, the hotel is lovely, I cannot find any fault with the hotel!!"
United States
Jennifer
The price is ¥26,605
¥29,266 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Tiferno

Hotel Perugina

Hotel Perugina
3.0 star property
Chianciano Terme
8.2 out of 10, Very Good, (182)
"The stay was good but you could hear people talking and laughing above , beside and below quite clearly."
Canada
Nicholas
The price is ¥6,884
¥8,158 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Perugina

Hotel Monica

Hotel Monica
3.0 star property
Chianciano Terme
7.8 out of 10, Good, (28)
"Clean hotel. Area around is run down "
United States
ELVIRA
The price is ¥9,279
¥10,792 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Monica

Hotel Lidò

Hotel Lidò
4.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very Good, (144)
"Great visit "
Mexico
Francisco
Hotel Lidò

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (33)
"Great place to stay."
United Kingdom
Christopher
The price is ¥16,962
¥20,121 total
includes taxes & fees
Dec 21 - Dec 22
Locanda del Molino

I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
"This property is so beautiful and the food at the resturant was fantastic. Our only complaint was the spa, the sauna was great, but the hottub was lukewarm and there was so much chlorine it made our eyes burn and we had to get out almost immediately. Otherwise a perfect experience!"
United States
Bliss
I Capricci di Merion Resort & Spa

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
The price is ¥24,608
¥28,167 total
includes taxes & fees
Dec 15 - Dec 16
VioVillas Agriturismo Glamping Arezzo

Borgo di Celle

Borgo di Celle
Città di Castello
9.4 out of 10, Exceptional, (84)
"Perfect location on hilltop located in a very beautiful landscape. Stunning pool."
Germany
Oliver
Borgo di Celle

Terra Antica Resort

Terra Antica Resort
Montepulciano
10.0 out of 10, Exceptional, (20)
"Great stay in Montepulciano "
United States
Jonathan
The price is ¥29,903
¥63,808 total
includes taxes & fees
Dec 15 - Dec 16
Terra Antica Resort

Il Monte

Il Monte
3.0 star property
Monte San Savino
8.6 out of 10, Excellent, (38)
"Tutto bene lo consiglio"
Italy
Lorenzo
The price is ¥8,768
¥13,852 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Il Monte
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Castiglion Fiorentino attractions

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.

Castiglion Fiorentino e i girasoli della Val di Chio
Photo by Pigellino
Open Photo by Pigellino

Top Castiglion Fiorentino Hotel Reviews

More cheap stays in Castiglion Fiorentino

Frequently asked questions

What's the best place for a stay in Castiglion Fiorentino?
Located 5.5 mi (8.9 km) from the heart of Castiglion Fiorentino, Monastero di Cortona Hotel & Spa is a top choice for your stay based on our traveler data. Two other options for your visit to the area are Relais Villa Grazianella - UNA Esperienze and Grand Hotel Admiral Palace. See all available top hotels, or vacation rentals in Castiglion Fiorentino.
What are some of the best vacation rentals in Castiglion Fiorentino?
Farmhouse in the hills with panoramic view and swimming pool: This highly rated vacation home rental in Castiglion Fiorentino is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. See all vacation rentals in Castiglion Fiorentino.
If I need to cancel my hotel reservation in Castiglion Fiorentino, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglion Fiorentino.
Where can I learn more about changing or cancelling my trip to Castiglion Fiorentino?
For more details about changing or cancelling your trip to Castiglion Fiorentino, head over to our customer service page.
What's the best place to stay for a family vacation to Castiglion Fiorentino?
Hotel Park is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Agriturismo San Francesco and Villa Senaia. Attractions in the area like Aboca Museum and Ravagni Oil Mill are also fun for kids of all ages. Find more child-friendly accommodations in Castiglion Fiorentino.
What's the best pet-friendly accommodation in Castiglion Fiorentino?
Hotel Park is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good options for you and your pet's trip include Casa Giglio (14 pers.) with private pool in the heart of Tuscany and Villa Schiatti. See more pet-friendly hotel accommodations in Castiglion Fiorentino.
Where is the best place to stay with easy access to Tennis Club Castiglionese?
Adjacent to Tennis Club Castiglionese, Bed & Breakfast Viziottavo is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and a restaurant. Other good choices within a short distance include Suite San Michele and B&B La Casa del Frate.
What about the best place to stay close to Cassero Tower?
One of the top choices for your stay is Suite San Michele, located next to Cassero Tower, and this townhouse offers a full-service spa and free breakfast. Bed & Breakfast Viziottavo and B&B La Casa del Frate are a couple of other good options close by.
What are some accommodations with pools in Castiglion Fiorentino?
Monastero di Cortona Hotel & Spa: Offers a full-service spa, an indoor pool, and a sauna. Farmhouse in the hills with panoramic view and swimming pool and Relais Villa Grazianella - UNA Esperienze are a couple of other choices that feature an onsite pool. View all hotels with pools in Castiglion Fiorentino.
What is the best spa hotel in Castiglion Fiorentino?
San Michele al Castello is a top spa hotel featuring a rooftop terrace and a restaurant. Enjoy a facial, body scrub, or Swedish massage at the onsite spa. In-room massages are also available. Other popular spa hotels in Castiglion Fiorentino include Borgo Dolci Colline and San Michele al Borgo. See all spa hotels in Castiglion Fiorentino.
What's the best hotel for staying near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
How is it to stay in Castiglion Fiorentino?
Visitors can enjoy all that Castiglion Fiorentino has to offer including the wineries, churches, and monuments. Tourists can also enjoy the city's art and festivals. In Castiglion Fiorentino, there are 281 hotels and other accommodations to choose from. Find out more about Castiglion Fiorentino.
What should I see while I'm in Castiglion Fiorentino?
Landmarks like Cassero Tower and Vasari Loggia might be worth a visit. A couple of additional sights to add to your agenda are Tennis Club Castiglionese and Agricola Buccelletti Winery. Check out what more to see and do in Expedia's Castiglion Fiorentino guide.
How can I get around Castiglion Fiorentino?
To venture out into the surrounding area, hop aboard a train at Castiglion Fiorentino Station. If you want to venture out around the area, you may want a rental car in Castiglion Fiorentino for your journey.
What's the seasonal weather like in Castiglion Fiorentino?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.

Explore a world of travel with Expedia