A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Castiglion Fiorentino Hotel Guide - Luxury Hotels in Castiglion Fiorentino, Tuscany

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Check availability on Castiglion Fiorentino Luxury Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Castiglion Fiorentino luxury hotels

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.
A couple in a bathtub with candles, suggesting a romantic setting.
A stone building with a grassy courtyard, a staircase, and a small garden area.
A cozy room with a bed, candles, a bottle of wine, and fresh fruits.

1. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
€115
includes taxes & fees
6 Oct - 7 Oct
San Michele al Castello
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.
A skylight with a view of a tree and a distant building.

2. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
€103
includes taxes & fees
19 Oct - 20 Oct
La Cantina Relais - Fattoria Il Cipresso
Pool
Exterior
Breakfast buffet
Outdoor spa tub

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
€79
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
A stone building with multiple windows and a central entrance.
A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A dining area with a table set for two, white chairs, and a stone-patterned floor.
A terrace with a sofa and cushions, overlooking a cityscape and mountains.

4. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
€68
includes taxes & fees
4 Oct - 5 Oct
Fondaco del Moro
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.
A traditional villa with a garden, outdoor seating, and a clear blue sky.

5. Casa Bellavista

Casa Bellavista
Cortona
€194
includes taxes & fees
5 Oct - 6 Oct
Casa Bellavista
A terrace with sun loungers, stone walls, and potted plants.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

6. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Indulgent spa treatments and tuscan views define this luxury retreat in Cortona's heart.
€253
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

7. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Tuscan elegance in a 5-star retreat with winery, Michelin-starred dining, and spa sanctuary.
€381
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.
A bathroom with a bathtub, a window with a view, and rose petals scattered around.
A bar area with shelves of liquor bottles, a cash register, and a decorative plant.
A bedroom with a bed, two bedside tables, a nightstand, a door with a sign, and a wall-mounted light fixture.

8. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
€141
includes taxes & fees
2 Nov - 3 Nov
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.
A long dining table set for a formal meal under an umbrella, with chairs on both sides and candles on the table.
A cozy living room with a brick ceiling, a white sofa, a coffee table, and a leather armchair.
An aerial view of a rectangular swimming pool with multiple white umbrellas and lounge chairs around it.

9. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
Fontelunga Hotel & Villas
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A historic stone building with arched doorways and a courtyard at twilight.
A long banquet table with gold candelabras, white flowers, and gold tableware.

10. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Tuscan retreat with full-service spa offers poolside dining, luxurious pampering, and champagne service in a rural setting.
€349
includes taxes & fees
26 Oct - 27 Oct
Relais La Corte dei Papi
View all properties

Top Castiglion Fiorentino Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 8 days ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 12 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 13 days ago
Hotel Panoramic Montepulciano

Frequently asked questions

Are you looking for a luxury hotel for your Castiglion Fiorentino holiday?
Castiglion Fiorentino has some interesting things to see and do including Val di Chiana and Tennis Club Castiglionese, so you might want to take in the local sights during your visit.
What's the best luxury accommodation option in Castiglion Fiorentino?
San Michele al Castello is a luxury B&B with a full-service spa and a rooftop terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale option for your stay is Villa Senaia.
When can I expect good weather in Castiglion Fiorentino?
Planning for the weather is an important factor for making your trip to Castiglion Fiorentino a success, especially when you're splurging. 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.
What's there to see and do in Castiglion Fiorentino?
Enjoy Castiglion Fiorentino and visit Val di Chiana, Tennis Club Castiglionese and Vasari Loggia. If you have a bit of extra time while you're in the area, you might want to check out Archaeological Museum and Cassero Tower.
How can I get around Castiglion Fiorentino?
It's easier to get around town comfortably when you know your options. If you want to explore the larger area, hop on a train at Castiglion Fiorentino Station.