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

Hotels with connecting rooms in Cortona

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Check availability on Cortona Hotels with connecting rooms

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Cortona hotels with connecting rooms

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, (26 reviews)
"Wonderful staff, great location, highly recommend"
United States
George F
The price is S$170
includes taxes & fees
6 Nov - 7 Nov
Villa Santa Margherita
A nighttime outdoor pool area with a stone wall, lounge chairs, and a canopy.

2. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
"Wonderful hospitality and food, good location. Didn’t sleep well most night because of large (10) group also staying, who returned late or very late and woke us up (3 times one night !), but that was no fault of the hotel, and could happen anywhere."
United Kingdom
David
The price is S$149
includes taxes & fees
1 Dec - 2 Dec
Locanda agli Amici
A terrace with sun loungers, stone walls, and potted plants.

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (365 reviews)
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
United States
Stephanie
The price is S$377
includes taxes & fees
1 Dec - 2 Dec
Monastero di Cortona Hotel & Spa
A terraced garden with a stone staircase, outdoor seating, and a red statue.

4. 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 S$136
includes taxes & fees
1 Dec - 2 Dec
Casa Kita
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

5. 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 S$222
includes taxes & fees
11 Nov - 12 Nov
Cortona Resort Spa
A rustic dining area with a brick fireplace, wooden table, and chairs.

6. 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 S$233
includes taxes & fees
6 Nov - 7 Nov
Agriturismo Villa Augusto
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

7. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.2 out of 10, Wonderful, (150 reviews)
"Beautiful place, delicious food and helpful staff"
United States
Qingwen
The price is S$446
includes taxes & fees
22 Nov - 23 Nov
Il Falconiere - Relais e Chateaux
A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

8. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (300 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 S$165
includes taxes & fees
6 Nov - 7 Nov
Hotel Italia
A courtyard with stone buildings, a gravel path, and potted plants.

9. 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 S$135
includes taxes & fees
16 Nov - 17 Nov
B&B San Francesco
A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

10. 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 S$175
includes taxes & fees
6 Nov - 7 Nov
Casale l'Antico Carro
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

11. 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 S$105
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.

12. 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 S$264
includes taxes & fees
9 Nov - 10 Nov
LA CORTE DI AMBRA
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

13. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is S$293
includes taxes & fees
9 Nov - 10 Nov
CASA AMBRA
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

14. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is S$140
includes taxes & fees
9 Nov - 10 Nov
Vicolo Della Scala Rooms - La Luna
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

15. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is S$157
includes taxes & fees
9 Nov - 10 Nov
Vicolo Della Scala Rooms - Il Sole
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

16. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 reviews)
"Best sleep I’ve ever had Amazing staff Cutest inn"
Canada
Rochelle
The price is S$114
includes taxes & fees
19 Nov - 20 Nov
Locanda del Molino
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

17. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (67 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is S$462
includes taxes & fees
11 Nov - 12 Nov
Relais La Corte dei Papi
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

Frequently asked questions

How much do hotels with connecting rooms in Cortona cost?
Hotels with connecting rooms in Cortona range from S$92 to S$446 per night. This means loads of space for the whole family at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Cortona?
You can pick from multiple hotels with connecting rooms in Cortona with a total average guest review rating of 9.5. Borgo Il Melone comes highly recommended if you've brought the entire family or just want to stretch out. This 4-star property also offers a rooftop terrace and pool sun loungers. Villa Borgo San Pietro is another top pick with connecting rooms. It has a 4-star rating and amenities such as pool sun loungers and a swimming pool.
How many hotels with adjoining rooms are there in Cortona?
Cortona has 6 hotels with adjoining rooms. To help you find a stay that's right for you, make use of our filters to search for other amenities or perks you want.
Are there any family-friendly hotels with connecting rooms in Cortona?
Get cosy at Borgo Il Melone, a 4-star option just a quick drive from town. Conveniences here include a nearby theme park and complimentary breakfast. Another family-friendly hotel with connecting rooms is Villa Borgo San Pietro. A playground and WiFi help make this 4-star stay a top pick. Once you've checked in, there are loads of family-friendly attractions to visit around Cortona. Casali Palace and Museum of the Etruscan Academy are two of our top picks.
Are there any 5-star hotels with connecting rooms in Cortona?
Villa di Piazzano - Small Luxury Hotel of the World is a well-known 5-star hotel with connecting rooms in Cortona. Around 5 kilometres from downtown, designer toiletries and Egyptian-cotton sheets will help make your time here comfortable. Relais Il Falconiere is another luxurious stay around 2 kilometres from the city centre. Also rated 5 stars, it has connecting rooms, treatment rooms and a terrace.
Why book your hotel with connecting rooms in Cortona with Expedia?
Expedia makes it a cinch to find your dream hotel with connecting rooms in Cortona. Holidaying with the family? Take advantage of our filters to search for stays with a pool or a water park. If you're sticking to a budget, click on how much you're willing to spend and your preferred hotel star rating. We'll help you find the perfect stay whatever your getaway looks like.
How can I find cheap hotels with connecting rooms in Cortona?
Expedia can help you track down cheap hotels with connecting rooms in Cortona. To book your special stay in a matter of clicks, simply use the filter tool to refine your search by budget, amenities and star rating.
What is there to do in Cortona near my hotel with connecting rooms?
Cortona has enough sights to keep you entertained for weeks (or months!), beginning with Cathedral of Cortona. Signorelli Theatre, Palazzo Comunale and Museum of the Etruscan Academy are other well-known attractions. If you have time to spare, Casali Palace and Museo Diocesano will cap off your itinerary nicely.