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Castiglion Fiorentino Hotels from S$67

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7 Jan - 8 Jan
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8 Jan - 9 Jan
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9 Jan - 11 Jan
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Our top choices for Castiglion Fiorentino hotels

Exterior
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 S$169
includes taxes & fees
11 Jan - 12 Jan
San Michele al Borgo
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 S$155
includes taxes & fees
25 Jan - 26 Jan
Bed & Breakfast Viziottavo
Outdoor wedding area
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
Reception
Hotel Park

Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (43)
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 S$163
includes taxes & fees
13 Jan - 14 Jan
Hotel Park
Restaurant
La Bandita Townhouse

La Bandita Townhouse

La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
Immerse yourself in Tuscan elegance at this restored hotel in the heart of Pienza. The full-service spa and terrace provide perfect relaxation after exploring nearby Palazzo Vescovile. Enjoy authentic meals at the café and evenings at the stylish bar.
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is S$680
includes taxes & fees
8 Jan - 9 Jan
La Bandita Townhouse
Lobby
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
Escape to this charming Italian affittacamere featuring a seasonal outdoor pool, poolside bar, and full-service spa. Located near La Salceta Winery and Il Borro Wines, guests enjoy free breakfast, WiFi, and parking. Children's pool adds family appeal.
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is S$165
includes taxes & fees
18 Jan - 19 Jan
Villa Cassia di Baccano
Interior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
Panoramic views await at this Montepulciano hideaway, where the rooftop terrace offers breathtaking vistas. Just steps from historic Piazza Grande and Contucci winery, this charming hotel provides free WiFi, parking, and a garden oasis with morning buffet breakfast.
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Property entrance
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
Located in charming Montepulciano, this guesthouse is near Cantina Contucci and Piazza Grande. Guests praise the helpful staff while enjoying full breakfast, free WiFi, and convenient self parking. Torrita di Siena Station is a 19 min drive.
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
Exterior
B&B Country House Poggio del Drago

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, (59)
Wake up to vineyard views at this charming B&B featuring a seasonal outdoor pool and complimentary breakfast. Just a 3-minute drive from Ponticino Station, this tranquil retreat offers easy access to the Buriano Bridge and Penna Natural Reserve.
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Property grounds
Casale l'Antico Carro

Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (46)
Savour the Tuscan experience at this charming B&B near Lake Trasimeno. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Parterre Garden and Santa Maria delle Grazie. Unwind with a drink at the bar after a day of sightseeing.
"Just fine … a bit pricey for quality offered Monday restaurant closed."
United States
Alberto
The price is S$183
includes taxes & fees
8 Jan - 9 Jan
Casale l'Antico Carro
Food and drink
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
Soak up the Italian countryside at this charming Tuscan residence featuring a seasonal outdoor pool and on-site restaurant serving local cuisine. Near RI Crea RE and Enoteca Di Ghino, with convenient room service, free WiFi, and a relaxing garden and bar.
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
Hotel San Gregorio
55-inch Smart TV with satellite channels, TV, Netflix
Palazzo Carletti

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241)
Set amid hiking trails in charming Montepulciano, this historic B&B offers complimentary WiFi and parking. Guests can easily explore Cantina Contucci and Piazza Grande nearby while enjoying attentive service from the highly praised staff.
"Excelente hotel."
Mexico
jorge
Palazzo Carletti
Property entrance
LaChiusa Tuscany

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
Situated in picturesque Torrita di Siena, this welcoming hotel offers a seasonal outdoor pool with poolside bar. Enjoy free breakfast, parking, and WiFi while exploring nearby Via Ricci and Triacca Winery. The helpful staff ensures a memorable Italian escape.
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is S$372
includes taxes & fees
8 Jan - 9 Jan
LaChiusa Tuscany
Minibar, blackout curtains, free WiFi, bed sheets
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
Courtyard view
Cappannelle Country House Tuscany

Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (1)
Tucked in Castiglion Fibocchi, this country house offers hiking trails, private plunge pools, and a welcoming terrace. Explore nearby Fattoria La Vialla or take a short drive to Ponte a Buriano Nature Reserve while enjoying modern comforts like free WiFi and parking.
Cappannelle Country House Tuscany
Exterior
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
Reception
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
Immerse in Tuscan splendour at this Montepulciano country house with its own winery. Savour local vintages at the restaurant, relax by the outdoor pool, or explore nearby Val di Chiana. Free WiFi and parking complement the serene garden setting.
"Great room and service"
United States
ALFREDO
The price is S$379
includes taxes & fees
8 Jan - 9 Jan
Relais Villa Grazianella - UNA Esperienze
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
Just minutes from Civic Museum and Palazzo Ricci, this golf-adjacent B&B offers free WiFi and parking. Guests love the helpful staff and nearby hiking trails, while food and wine options abound in the excellent location.
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Premium bedding, down duvets, minibar, in-room safe
Graziella Patio Hotel

Graziella Patio Hotel

Graziella Patio Hotel
4.0 star property
Arezzo Centro Storico
8.8 out of 10, Excellent, (35)
Escape to a serene patio hotel with 24-hour room service and a relaxing sauna. Just 8 minutes from Arezzo Station, this historic retreat sits near Basilica of San Francesco and the Municipal Gallery of Contemporary Art.
"Awesome and super kind folks"
United States
Virgilio
Graziella Patio Hotel
Exterior detail
Podere San Giuseppe

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (4)
Immerse yourself in Italian countryside at this family-friendly retreat offering hiking trails and free bike rentals. Enjoy the bar/lounge and children's pool before exploring nearby La Braccesca Winery, all with convenient parking and daily buffet breakfast.
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
The price is S$346
includes taxes & fees
8 Jan - 9 Jan
Podere San Giuseppe
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 great! Lovely hotel "
Laura 2-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa

More cheap stays in Castiglion Fiorentino

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
The price is S$67 per night from 8 Jan to 9 Jan
S$67
8 Jan - 9 Jan
includes taxes & fees
7.8/10 Good! (25 reviews)

Frequently asked questions

What's the best place for a stay in Castiglion Fiorentino?
Villa Schiatti is a favourite with Expedia customers. This hotel offers a winery and private pools. Hotel Park is another favourite option for your trip based on reviews. See all available top hotels, or 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 Villa Schiatti and San Michele al Castello. See more pet-friendly hotel accommodations in Castiglion Fiorentino.
What are some accommodation options with pools in Castiglion Fiorentino?
A Point Arezzo Park Hotel: Offers 2 restaurants, a seasonal outdoor pool and a full-service spa. Monastero di Cortona Hotel & Spa and Grand Hotel Admiral Palace 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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