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Check availability on Cortona Luxury Hotels

Our top choices for Cortona luxury hotels

Rooftop terrace
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is NT$9,543
NT$10,645 total
includes taxes & fees
Jan 4 - 2026/1/5
Monastero di Cortona Hotel & Spa
Front of property - evening/night
Relais La Corte dei Papi

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (64)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is NT$10,906
NT$12,145 total
includes taxes & fees
Jan 5 - 2026/1/6
Relais La Corte dei Papi
Exterior
Locanda del Molino

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (34)
"Great place to stay."
United Kingdom
Christopher
The price is NT$3,433
NT$4,073 total
includes taxes & fees
Dec 21 - Dec 22
Locanda del Molino
Land view from property
Locanda agli Amici

Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (35)
"Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed."
Canada
Tara
Locanda agli Amici
Indoor pool, 2 outdoor pools, sun loungers
ADLER Spa Resort Thermae

ADLER Spa Resort Thermae

ADLER Spa Resort Thermae
5.0 star property
San Quirico d'Orcia
9.4 out of 10, Exceptional, (68)
"Wonderful stay in Tuscany - marvellous staff and great food."
Germany
Anonymous traveler
ADLER Spa Resort Thermae
2 indoor pools, seasonal outdoor pool
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is NT$19,969
NT$22,336 total
includes taxes & fees
Dec 20 - Dec 21
Castel Monastero - The Leading Hotels of the World
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is NT$15,107
NT$16,803 total
includes taxes & fees
Dec 19 - Dec 20
La Posta Hotel & Thermal Spa
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is NT$5,241
NT$5,877 total
includes taxes & fees
Jan 6 - 2026/1/7
Borgo Sant'Ambrogio Resort
Land view from property
Hotel Corsignano

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is NT$5,483
NT$6,254 total
includes taxes & fees
Jan 5 - 2026/1/6
Hotel Corsignano
Front of property
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46)
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
Hotel Osteria Dell Orcia
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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Top Cortona Hotel Reviews

Hotel Villa Marsili

Hotel Villa Marsili

10/10 Excellent
"Most comfortable room and bed beds that we stayed in the whole time we were in Italy! Also, the breakfast was 10 out of 10! Much better than the five star hotel that we stayed at in Rome and Florence. "
Kristin 1-night trip
Posted 1 month ago
Hotel Villa Marsili
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Melodee 1-night trip
Posted 2 months ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

Are you looking for a luxury hotel for your stay in Cortona?
Cortona has some interesting things to see and do including Piazza della Repubblica and Giuseppe Garibaldi Memorial, so you might want to take in the local sights during your visit.
What's the best high-end place to stay in Cortona?
Monastero di Cortona Hotel & Spa is a luxury hotel with a full-service spa and a deli, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Il Falconiere - Relais e Chateaux and Villa di Piazzano - Small Luxury Hotel of the World are two other upscale options for your trip.
When can I expect good weather in Cortona?
Planning for the weather is an important factor for making your trip to Cortona a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Cortona is 35 inches.
What's there to see and do in Cortona?
Enjoy Cortona with a stop at Piazza della Repubblica, Giuseppe Garibaldi Memorial, and Villa Bramasole. If you have a little extra time during your trip, you might want to make a stop at Val di Chiana and Casali Palace.
How can I get around Cortona?
It's easier to get around town comfortably when you know your options. To explore the surrounding area, ride one of the trains from Camucia-Cortona Station or Terontola-Cortona Station.