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

Winery Hotels & Resorts in Cortona from NZ$149

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Check availability on Cortona Winery Hotels

Our top choices for Cortona hotels with winery

An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

1. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (27 reviews)
"The hotel is very clean - staff very helpful! Highly recommended"
United States
Joseph
The price is NZ$247
includes taxes & fees
14 Nov - 15 Nov
Villa Santa Margherita
A terrace with sun loungers, stone walls, and potted plants.

2. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (366 reviews)
"Relaxing property!"
United States
Natalie
The price is NZ$488
includes taxes & fees
29 Nov - 30 Nov
Monastero di Cortona Hotel & Spa
A rooftop patio with outdoor furniture, potted plants, and a stone wall.

3. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
"Terrace with a spectacular view. Hosts so helpful. The rooms and common areas are filled with color and objects from all over. A delightful stay."
United States
Joy
The price is NZ$188
includes taxes & fees
8 Dec - 9 Dec
Casa Kita
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

4. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is NZ$311
includes taxes & fees
11 Nov - 12 Nov
Cortona Resort Spa
A rustic dining area with a brick fireplace, wooden table, and chairs.

5. Agriturismo Villa Augusto

Agriturismo Villa Augusto
Cortona
9.6 out of 10, Exceptional, (5 reviews)
"Augusto was a great host. We appreciated the recommendations of local attractions in the area. The deluxe villa was very clean, quiet, and nicely decorated. We really enjoyed the garden that is on the property. By far our best stay in Tuscany."
United States
Kristian
The price is NZ$324
includes taxes & fees
19 Nov - 20 Nov
Agriturismo Villa Augusto
A historic stone building with a sign reading "Hotel Italia."

6. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (301 reviews)
"Manuela at the front office is great. So helpful, informative and full of tips. Make sure you ask her about favorite eateries."
United States
Fernando
The price is NZ$231
includes taxes & fees
10 Dec - 11 Dec
Hotel Italia
A courtyard with stone buildings, a gravel path, and potted plants.

7. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (65 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is NZ$194
includes taxes & fees
8 Dec - 9 Dec
B&B San Francesco
A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

8. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
The price is NZ$247
includes taxes & fees
8 Dec - 9 Dec
Casale l'Antico Carro
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

9. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
The price is NZ$146
includes taxes & fees
26 Nov - 27 Nov
Country House Podere Casorbica
A stone-arched entrance to a building with a glass door, potted flowers, and wall-mounted lights.

10. LA CORTE DI AMBRA

LA CORTE DI AMBRA
Cortona Old Town
8.0 out of 10, Very good, (2 reviews)
"Nice place smal town Absolutely no taxis available stuck on town Only worth going there 1-2 days"
United States
Sandro
The price is NZ$367
includes taxes & fees
11 Nov - 12 Nov
LA CORTE DI AMBRA
A courtyard with a fountain, a tree, and a building with a tiled roof.

11. B&B Il Mandorlo

B&B Il Mandorlo
Cortona
The price is NZ$166
includes taxes & fees
11 Dec - 12 Dec
B&B Il Mandorlo
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

12. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is NZ$406
includes taxes & fees
14 Nov - 15 Nov
CASA AMBRA
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

13. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is NZ$198
includes taxes & fees
12 Nov - 13 Nov
Vicolo Della Scala Rooms - La Luna
A building entrance with a number '10' sign, a potted plant with flowers, and a staircase leading to the entrance.

14. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is NZ$222
includes taxes & fees
11 Nov - 12 Nov
Vicolo Della Scala Rooms - Il Sole
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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"The property was beautiful and convenient to the train station. Our suite was spacious and clean. The staff were amazing and made our stay memorable. A daily highlight was the breakfast. Highly recommend this amazing property."
kimberly 2-night trip
Posted 4 days ago
Il Falconiere - Relais e Chateaux