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Our top choices for Castiglion Fiorentino hotels

Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
This charming Italian getaway offers deep-tissue massages and body wraps at its full-service spa. Just a 12-minute walk from the train station, guests can easily explore nearby Cassero Tower while enjoying free breakfast, WiFi, and the hotel's cosy bar.
"Excellent staff and tasty breakfast!"
United States
Vern
The price is NZ$238
includes taxes & fees
8 Jan - 9 Jan 2026
San Michele al Borgo
Free daily full breakfast
San Michele al Castello

San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
9.6 out of 10, Exceptional, (7)
Unwind on the rooftop terrace of this charming B&B near Castiglion Fiorentino Station. The full-service spa offers deep-tissue massages and facials, while complimentary breakfast, WiFi, and bicycle rentals make exploring nearby Cassero Tower effortless.
"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
Dining
Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
10.0 out of 10, Exceptional, (9)
Nestled in Castiglion Fiorentino, this cosy B&B offers complimentary breakfast, WiFi, and parking. Adventure awaits with nearby hiking and mountain biking trails. Just a 15-minute walk from the train station and minutes from Municipal Art Gallery.
"Struttura molto pulita e tranquilla particolare per l' ispirazione Dantesca delle camere, personale gentilissimo e disponibile. Ci ritorneremo volentieri "
Italy
luigi
The price is NZ$208
includes taxes & fees
25 Jan - 26 Jan 2026
Bed & Breakfast Viziottavo
Exterior
Hotel Park

Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (42)
Just steps from the train station, this hotel offers stunning rooftop vistas, seasonal outdoor pool, and fitness centre. Enjoy a meal at the restaurant or relax with a drink at the bar. Free WiFi and parking make exploring nearby attractions like Cassero Tower convenient.
"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 NZ$220
includes taxes & fees
7 Jan - 8 Jan 2026
Hotel Park
Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, pool loungers
Agriturismo Le Ceregne bio

Agriturismo Le Ceregne bio

Agriturismo Le Ceregne bio
Pieve Santo Stefano
Escape to this rustic bio agriturismo near Monti Rognosi Nature Reserve. Swim in the outdoor pool, sample wines at the attached winery, and enjoy authentic cuisine at the restaurant. Free WiFi keeps you connected amid pastoral tranquility.
The price is NZ$343
includes taxes & fees
29 Dec - 30 Dec
Agriturismo Le Ceregne bio
Terrace/patio
La Gustea Hotel & Cucina

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
Mediterranean flavours await at this family-friendly retreat near Sarteano Castle. After enjoying the on-site restaurant and bar, explore nearby Archaeological Museum. With free breakfast, parking, and WiFi, plus garden views, this railway-accessible gem creates lasting memories.
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina
Buffet
Hotel Park Ge. Al.

Hotel Park Ge. Al.

Hotel Park Ge. Al.
3.0 star property
Città di Castello
8.4 out of 10, Very good, (78)
Enjoy the convenience of Ristorante Hotel Park serving breakfast and dinner at this Città di Castello hotel. Free WiFi, a bar, and garden terrace complement your stay near Fondazione Palazzo Albizzini Collezione Burri.
"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 NZ$202
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Park Ge. Al.
Exterior
Hotel La Meridiana

Hotel La Meridiana

Hotel La Meridiana
3.0 star property
Anghiari
8.4 out of 10, Very good, (36)
Unwind at this comfortable hotel featuring a welcoming bar and café. Just minutes from Palazzo Taglieschi State Museum and Anghiari Historic Town Centre, you'll enjoy free WiFi and parking while exploring the captivating Italian countryside.
"A very good family-run hotel in a central location."
United Kingdom
Christine
The price is NZ$207
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel La Meridiana
Lobby sitting area
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
Unwind at this charming resort featuring a seasonal outdoor pool, on-site restaurant, and bar. Located in Torrita di Siena with free breakfast, WiFi, and parking, it offers easy access to Via Ricci and Colonna del Marzocco attractions.
"Excellent room and food. Great location!"
United States
Saurabh
The price is NZ$430
includes taxes & fees
3 Jan - 4 Jan 2026
Poggio Paradiso Resort & Spa
Exterior
Hotel Tiferno

Hotel Tiferno

Hotel Tiferno
4.0 star property
Città di Castello
9.0 out of 10, Wonderful, (46)
Immerse in Italian elegance at this Città di Castello retreat offering indulgent spa services and authentic local cuisine at Le Logge restaurant. Near Fondazione Palazzo Albizzini Collezione Burri, the hotel provides sauna access, 24-hour room service, and free parking.
"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 NZ$363
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Tiferno
Seasonal outdoor pool
Podere Tovari

Podere Tovari

Podere Tovari
Anghiari
10.0 out of 10, Exceptional, (13)
Set in scenic Tuscany, this spa retreat offers aromatherapy treatments and complimentary bicycle rentals to explore nearby attractions. After a free breakfast, lounge by the outdoor pool or in the garden before visiting local sights.
"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
Property entrance
Hotel Perugina

Hotel Perugina

Hotel Perugina
3.0 star property
Chianciano Terme
8.2 out of 10, Very good, (182)
Savour Italian hospitality near Chianciano Art Museum and Terme Sant'Elena. This cosy retreat offers convenient amenities including free WiFi, complimentary parking, room service, and a welcoming bar where you can unwind after exploring local attractions.
"The stay was good but you could hear people talking and laughing above , beside and below quite clearly."
Canada
Nicholas
The price is NZ$95
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Perugina
Seasonal outdoor pool, open 9:30 AM to 8:00 PM, pool loungers
Borgo di Celle

Borgo di Celle

Borgo di Celle
Città di Castello
9.4 out of 10, Exceptional, (86)
Unwind at this Italian countryside hotel with rejuvenating spa treatments and 2 elegant bars. Savour authentic local cuisine for dinner, then relax in the spa pool or sauna. Free breakfast, WiFi, and parking enhance your stay near cultural attractions.
"Perfect location on hilltop located in a very beautiful landscape. Stunning pool."
Germany
Oliver
Borgo di Celle
Lobby sitting area
Albergo Villa Gaia

Albergo Villa Gaia

Albergo Villa Gaia
Chianciano Terme
10.0 out of 10, Exceptional, (4)
Conveniently located near Chianciano Art Museum and Piazza Italia, this welcoming hotel offers free WiFi and daily housekeeping. Start each morning with a complimentary breakfast served from 8:00 AM in this picturesque Tuscan setting.
"Really enjoyed our stay here. "
United States
Benjamin
The price is NZ$187
includes taxes & fees
12 Jan - 13 Jan 2026
Albergo Villa Gaia
Outdoor pool, open 10 AM to 7 PM, pool umbrellas, pool loungers
Hotel Lidò

Hotel Lidò

Hotel Lidò
4.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very good, (145)
Gorgeous lakeside hotel in Passignano features an outdoor pool, spa pool, and welcoming bar. Just 7 minutes from the train station and near the marina, this business-friendly escape offers a charming café, garden, and free WiFi.
"Great visit "
Mexico
Francisco
Hotel Lidò
Restaurant
I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
Surrounded by farmland near Lake Trasimeno, this resort offers rejuvenating spa treatments alongside indoor and outdoor pools. Savour meals at the on-site restaurant, unwind at the bar, then explore nearby Annibale al Trasimeno Museum with convenient free parking and WiFi.
"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
Italian cuisine
Hotel Tiziana

Hotel Tiziana

Hotel Tiziana
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (13)
"Bello e confortevole da raccomandare! Ottima la colazione! "
Italy
Giuseppe
The price is NZ$230
includes taxes & fees
13 Jan - 14 Jan 2026
Hotel Tiziana
Outdoor pool, pool umbrellas, pool loungers
Locanda del Molino

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (34)
Set in Cortona, this charming Tuscan hotel offers massages, local cuisine at La Locanda restaurant, and outdoor swimming. Enjoy free breakfast, WiFi, and parking while exploring nearby attractions like Hannibal's Journey museum.
"Great place to stay."
United Kingdom
Christopher
The price is NZ$224
includes taxes & fees
1 Jan - 2 Jan 2026
Locanda del Molino
Terrace/patio
Il Monte

Il Monte

Il Monte
3.0 star property
Monte San Savino
8.6 out of 10, Excellent, (38)
Enjoy Italian countryside charm at this Monte San Savino retreat with a welcoming bar, coffee shop, and outdoor tennis courts. Just 18 minutes' walk from the train station and near local attractions with convenient free WiFi and parking.
"Tutto bene lo consiglio"
Italy
Lorenzo
The price is NZ$161
includes taxes & fees
7 Jan - 8 Jan 2026
Il Monte
Premium bedding, memory-foam beds, soundproofing, free WiFi
VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
Experience countryside charm at this Arezzo agriturismo featuring an on-site winery for tasting local vintages. Enjoy complimentary WiFi and parking while exploring nearby hiking and biking trails. Fortezza Medicea and Giardino del Prato attractions are just a short drive away.
The price is NZ$284
includes taxes & fees
7 Jan - 8 Jan 2026
VioVillas Agriturismo Glamping Arezzo
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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Stay near popular Castiglion Fiorentino attractions

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
See properties

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.
See properties

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

Top Castiglion Fiorentino Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 9 days ago
Monastero di Cortona Hotel & Spa

More cheap accommodation in Castiglion Fiorentino

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
The price is NZ$91 per night from 8 Jan to 9 Jan
NZ$91
8 Jan - 9 Jan 2026
includes taxes & fees
7.8/10 Good! (25 reviews)

Frequently asked questions

What's the best place for a stay in Castiglion Fiorentino?
Located 9.8 mi (15.8 km) from the heart of Castiglion Fiorentino, A Point Arezzo Park Hotel is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze. See all available top hotels, or vacation rentals in Castiglion Fiorentino.
What are some of the best holiday rentals that Castiglion Fiorentino has to offer?
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This holiday home rental outside of Castiglion Fiorentino is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a garden and a selection of books so that you can immerse yourself in your holiday. See all vacation rentals in Castiglion Fiorentino.
If I need to cancel my hotel reservation in Castiglion Fiorentino, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglion Fiorentino.
What's the best family accommodation in Castiglion Fiorentino?
Hotel Park is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other choices for your child-friendly holiday include Agriturismo San Francesco and Villa Senaia. Also, attractions in the area such as Aboca Museum and Ravagni Oil Mill are fun for children of all ages. Find more child-friendly accommodations in Castiglion Fiorentino.
What's the best dog-friendly hotel in Castiglion Fiorentino?
Hotel Park is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Other good options to stay with your pet 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.
What are some accommodation options with pools in Castiglion Fiorentino?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze are a couple of other choices that offer an on-site 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 on-site spa. In-room massages are also available. Other popular spa hotels in Castiglion Fiorentino include San Michele al Borgo and Borgo tra gli Olivi. See all spa hotels in Castiglion Fiorentino.
What's it like 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 280 hotels and other accommodation options 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 itinerary are Tennis Club Castiglionese and Val di Chiana. Take a look at what more there is to see and do in Expedia's Castiglion Fiorentino guide.
What's the best way to get around Castiglion Fiorentino?
To see more of the larger area, take a train from 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglion Fiorentino is 901 mm.

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