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

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Check availability on Castiglion Fiorentino Luxury Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Castiglion Fiorentino luxury hotels

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.
A stone building with a grassy courtyard, a staircase, and a small garden area.
A couple in a bathtub with candles, suggesting a romantic setting.
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
₹10,102
₹11,538 total
includes taxes & fees
14 Nov - 15 Nov
San Michele al Castello
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 person in a swimming pool with a view of trees and mountains through a window.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

2. 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.
₹33,419
₹37,185 total
includes taxes & fees
22 Nov - 23 Nov
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

3. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Historic Tuscan luxury with a poolside bar, boutique elegance, and stunning garden views.
₹64,495
₹71,793 total
includes taxes & fees
23 Oct - 24 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

4. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
₹9,366
₹10,939 total
includes taxes & fees
2 Nov - 3 Nov
La Cantina Relais - Fattoria Il Cipresso
A terrace with sun loungers, stone walls, and potted plants.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A narrow hallway with a stone wall and a clock.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

5. 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.
₹25,480
₹28,452 total
includes taxes & fees
1 Nov - 2 Nov
Monastero di Cortona Hotel & Spa
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A long banquet table with gold candelabras, white flowers, and gold tableware.

6. 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.
₹30,510
₹33,985 total
includes taxes & fees
18 Nov - 19 Nov
Relais La Corte dei Papi
A swimming pool with lounge chairs and a person in a patterned dress.
A person performing a yoga pose in a grassy area with a historic building in the background.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone staircase with candles and a sign reading "CANTINA".

7. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
  • Tuscan countryside retreat offers five-star luxury with full-service spa and two pools.
₹48,655
₹54,581 total
includes taxes & fees
22 Nov - 23 Nov
Castel Monastero - The Leading Hotels of the World
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.
A building with a symmetrical facade, multiple windows with shutters, and a gravel pathway leading to the entrance.
A cozy living room with a brick ceiling, a white sofa, a coffee table, and a leather armchair.
A long dining table set for a formal meal under an umbrella, with chairs on both sides and candles on the table.

8. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
₹26,330
₹29,389 total
includes taxes & fees
27 Oct - 28 Oct
Fontelunga Hotel & Villas
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 traditional villa with a garden, outdoor seating, and a clear blue sky.
A sauna, a glass-enclosed shower, and a bathtub with a modern design.

9. Casa Bellavista

Casa Bellavista
Cortona
₹17,050
₹19,179 total
includes taxes & fees
28 Oct - 29 Oct
Casa Bellavista
Pool
Breakfast buffet
Reception
Exterior

10. iConic Wellness Resort

iConic Wellness Resort
Arezzo
₹7,031
₹8,371 total
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
View all properties

Top Castiglion Fiorentino Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 9 days ago
Hotel Continentale
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 12 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.

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