A hillside town with historic buildings, a church, and vineyards.

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Check availability on Cortona Luxury Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Cortona luxury hotels

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.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

1. 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.
S$970
includes taxes & fees
19 Oct - 20 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A person in a swimming pool with a view of trees and mountains through a window.
A person standing at the entrance of a building with a stone staircase leading up to a door.

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.
S$482
includes taxes & fees
15 Nov - 16 Nov
Il Falconiere - Relais e Chateaux
A terrace with sun loungers, stone walls, and potted plants.
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.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

3. 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.
S$359
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A historic stone building with arched doorways and a courtyard at twilight.

4. 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.
S$489
includes taxes & fees
9 Nov - 10 Nov
Relais La Corte dei Papi
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.
A bedroom with a bed, two bedside tables, a nightstand, a door with a sign, and a wall-mounted light fixture.
A bar area with shelves of liquor bottles, a cash register, and a decorative plant.
A breakfast buffet with various food items and beverages.

5. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
S$203
includes taxes & fees
2 Nov - 3 Nov
B&B Piccolo Hotel
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.
A traditional villa with a garden, outdoor seating, and a clear blue sky.
A house with a tiled roof, surrounded by a well-maintained garden and trees.
A well-maintained lawn with a brick house and a flag, surrounded by trees and a clear sky.

6. Casa Bellavista

Casa Bellavista
Cortona
S$262
includes taxes & fees
19 Oct - 20 Oct
Casa Bellavista
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A dining area with a brick archway, tables set for dining, and a fireplace.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.

7. Lupaia

Lupaia
Torrita di Siena
S$1,256
includes taxes & fees
18 Oct - 19 Oct
Lupaia
A bathroom with two large white sinks, a mirror, and a view of a balcony with a railing.
A spacious dining area with multiple tables and chairs, a staircase, and potted plants.
A modern lounge area with wicker furniture, a sofa, and a coffee table.
An aerial view of a historic building complex with multiple structures, including a central building with a courtyard, surrounded by lush greenery and a winding road.

8. Borgo Dei Conti Resort Relais & Chateaux

Borgo Dei Conti Resort Relais & Chateaux
Perugia
  • Rural luxury retreat offers hot springs spa treatments and poolside dining at this renovated Relais & Chateaux property.
S$1,026
includes taxes & fees
2 Nov - 3 Nov
Borgo Dei Conti Resort Relais & Chateaux
A couple in a hot spring with a large rock formation in the background.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.
A person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

9. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
  • Thermal luxury awaits at this San Quirico d'Orcia hotel with 2 hot springs, full-service spa with 21 treatment rooms, and winery.
S$1,041
includes taxes & fees
8 Nov - 9 Nov
ADLER Thermae
A swimming pool with lounge chairs and a person in a patterned dress.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
A person performing a yoga pose in a grassy area with a historic building in the background.
A stone staircase with candles and a sign reading "CANTINA".

10. 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.
S$691
includes taxes & fees
15 Nov - 16 Nov
Castel Monastero - The Leading Hotels of the World
View all properties

Top Cortona Hotel Reviews

Hotel San Michele

Hotel San Michele

10/10 Excellent
"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"
Asha 1-night trip
Posted 4 days ago
Hotel San Michele
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 10 days 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?
Fly into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) Airport and then pamper yourself by staying at one of 10 Cortona luxury hotels. Cortona has some interesting things to see and do including Piazza della Repubblica and Villa Bramasole, so you might want to take in the local sights during your visit.
What's the best high-end hotel 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 travellers looking for an elegant place to stay. Villa di Piazzano - Small Luxury Hotel of the World and Il Falconiere - Relais e Chateaux are other upscale choices for your stay.
How many luxury hotels should I expect to find in Cortona?
Lie in the lap of luxury during your getaway to Cortona in one of Expedia's 10 luxury hotels.
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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Cortona is 901 mm.
What's there to see and do in Cortona?
Enjoy Cortona with a stop at Piazza della Repubblica, Villa Bramasole and Val di Chiana. If you have a little extra time during your trip, you might want to make a stop at Palazzo Comunale and Museum of the Etruscan Academy.
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.

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