Castiglion Fiorentino
Travel Guide
Visit Castiglion Fiorentino
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia Tuscany
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tennis ...
9.4/10 Exceptional! (72 reviews)
Family vacation
Was wonderful and beautiful.
Reviewed on Nov 30, 2024
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $326 total per night from Nov 30 to Dec 1
$326 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.
Reviewed on Nov 4, 2025
B&B Hotel Arezzo
Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions UCI Cinemas Arezzo and Porta ...
8.4/10 Very Good! (335 reviews)
Nice hotel.
Nice hotel. Well located near Arezzo.
Reviewed on Feb 1, 2025
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.
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia Tuscany
Book a stay at this family-friendly vacation home in Castiglion Fiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tennis ...
9.4/10 Exceptional! (72 reviews)
Family vacation
Was wonderful and beautiful.
Reviewed on Nov 30, 2024
Hotel San Gregorio
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (132 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!
Reviewed on Oct 25, 2025
Abbadia Sicille Relais
SP 14 Loc. Abbadia Sicille Trequanda SI
Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna ...
8.8/10 Excellent! (159 reviews)
We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone
Reviewed on Nov 4, 2025
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.
Check Castiglion Fiorentino hotel availability
Popular places to visit
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.
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.
Cassero Tower
Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.
Vasari Loggia
You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.
Archaeological Museum
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Municipal Art Gallery
You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Things to do
Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult
Oil museum and oil mill in Tuscany: tour and tasting
$23
per adult
Montepulciano: Wine Tour and tasting
$61
per adult
100% of travellers recommend
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
$52
per adult
Montepulciano: Wine Tour with Tasting & Appetizers in the Cellar
$93
per adult
Montepulciano: Guided Winery Tour with Tasting & Appetizers
$99
per adult
Explore a world of travel with Expedia
- Pievuccia Hotels
- Hotels near Agricola Buccelletti Winery
- Gay friendly Hotels in Rigutino
- Rigutino Hotels
- San Pietro a Cegliolo Hotels
- Apartments in Sodo
- Town Houses in Sodo
- Hotels near Eremo Le Celle
- Hotels near Signorelli Theatre
- Cortona Hotels
- Villas in Cortona
- Apartments in Cortona
- Hotel Wedding Venues Hotels in Cortona
- Gay friendly Hotels in Cortona
- Winery Hotels in Cortona
- Farmstay in Cortona
- B&B in Cortona
- Resorts & Hotels with Spas in Cortona
- Ski Hotels in Cortona
- Hotels with Restaurants in Cortona
- 5 Star Hotels in Cortona
- Hotels with a View in Cortona
- Historic Hotels in Cortona
- Luxury Hotels in Cortona
- Relais & Chateaux Hotels in Cortona
- Extended Stay Hotels in Cortona
- Beach Hotels in Cortona
- Hotels with a Pool in Cortona
- Casino Hotels in Cortona
- Hotels & Resorts for Couples in Cortona
- Town Houses in Cortona
- Honeymoon Resorts & in Cortona
- Hotels with Tennis Courts in Cortona
- Cheap Hotels in Cortona
- Golf Hotels in Cortona
- 4 Star Hotels in Cortona
- Hotels with Free Parking in Cortona
- Hotels with Childcare in Cortona
- Family Hotels in Cortona
- 3 Star Hotels in Cortona
- Villas in Cesa
- Cesa Hotels
- Historic Hotels in Cortona Old Town
- Hotels near Cortona Old Town
- Hotels with Free Parking in Cortona Old Town
- Beach Hotels in Cortona Old Town
- Hotels with Restaurants in Cortona Old Town
- Hotels with Balconies in Cortona Old Town
- Hotels with Fireplaces in Cortona Old Town
- Municipal Art Gallery
- Cassero Tower
- Tennis Club Castiglionese
- Visit Poggiolo
- Casa del Re Vacations
- Visit La Strada-Santa Cristina
- La Strada-Santa Cristina Vacations
- Agricola Buccelletti Winery
- Visit Castroncello
- Visit Rigutino
- Il Borgo Vacations
- Visit San Pietro a Cegliolo
- Visit Polvano
- Visit Sodo
- Eremo Le Celle
- Visit Cortona
- Santa Maria Nuova
- Signorelli Theatre
- Museum of the Etruscan Academy
- Casali Palace
- Palazzo Comunale
- Piazza della Repubblica
- Cortona Vacations
- Where to stay in Cortona
- Visit Montagnano
- Visit Cesa
- Visit Cortona Old Town
- Santa Margherita Basilica
- Fortress of Girifalco
- Villa Bramasole
- Car rentals near Sodo
- Car rentals near Cortona
- Sixt Rental Cars in Cortona
- Hertz Rental Cars in Cortona
- Van Car Rentals in Cortona
- Europcar Rental Cars in Cortona
- Avis Rental Cars in Cortona
- Enterprise Rental Cars in Cortona
- Luxury Car Rentals in Cortona
- Budget Rental Cars in Cortona
- Greenmotion Rental Cars in Cortona
- National Car Rental Rental Cars in Cortona
- Convertible Car Rentals in Cortona
- Car rentals near Santa Margherita Basilica
- Car rentals near Cortona Old Town
- Tennis Club Castiglionese
- Agricola Buccelletti Winery
- Cassero Tower
- Vasari Loggia
- Archaeological Museum
- Municipal Art Gallery
- Lake Trasimeno
- Piazza Grande
- Arno River
- Valdichiana Outlet Village
- San Giovanni Terme Rapolano
- Arezzo Equestrian Centre
- Pienza Cathedral
- Tiber River
- Terme di Montepulciano Spa
- Piscine Termali Theia
- Terme di Chianciano
- San Donato Hospital
- Piazza Grande
- Centro Chirurgico Toscano
- Villa Bramasole
- Antognolla Golf
- Terme Antica Querciolaia
- Cathedral of Saints Peter and Donato
- Crete Senesi
- Monte Oliveto Maggiore Abbey
- Dome of Montepulciano
- Basilica of San Francesco
- Piazza della Repubblica
- Val di Chiana
- Isola Maggiore
- Chapel of our Lady of Vitaleta