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Check prices for these dates

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

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Our top choices for Ossaia hotels

1. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Canada
Olga
£105
includes taxes & fees
16 Oct - 17 Oct
Villa Borgo San Pietro

2. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
£72
includes taxes & fees
28 Oct - 29 Oct
Locanda del Molino

3. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Jinhee
£64
includes taxes & fees
2 Nov - 3 Nov
Borgo Tre Rose

4. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
£97
includes taxes & fees
15 Oct - 16 Oct
Relais Villa Baldelli

5. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
£106
includes taxes & fees
31 Oct - 1 Nov
Villa Santa Margherita

6. Hotel San Luca

Hotel San Luca
Cortona Old Town
Ireland
Mariusz
£74
includes taxes & fees
26 Oct - 27 Oct
Hotel San Luca

7. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Asha
£103
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele

8. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Fernando
£97
includes taxes & fees
7 Nov - 8 Nov
Hotel Italia

9. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
£101
includes taxes & fees
9 Nov - 10 Nov
Equo Suites

10. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
£88
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici

11. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
£175
includes taxes & fees
18 Oct - 19 Oct
Hotel Villa Marsili

12. Park Hotel Montigeto

Park Hotel Montigeto
Passignano sul Trasimeno
European Union
hanane
£78
includes taxes & fees
15 Oct - 16 Oct
Park Hotel Montigeto

13. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
£77
includes taxes & fees
2 Nov - 3 Nov
B&B San Francesco

14. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
Brazil
Anonymous traveller
£129
includes taxes & fees
22 Oct - 23 Oct
Agriturismo Parco Fiorito

15. Hotel Villa Paradiso

Hotel Villa Paradiso
Passignano sul Trasimeno
United Kingdom
Keith
£73
includes taxes & fees
18 Oct - 19 Oct
Hotel Villa Paradiso

16. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
£227
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa

17. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
United States
Brian
£87
includes taxes & fees
16 Oct - 17 Oct
Hotel Lidò

18. Casa Kita

Casa Kita
Cortona Old Town
United States
Joy
£80
includes taxes & fees
2 Nov - 3 Nov
Casa Kita

19. Hotel Trasimeno

Hotel Trasimeno
Passignano sul Trasimeno
United Kingdom
Christopher
£67
includes taxes & fees
22 Oct - 23 Oct
Hotel Trasimeno

20. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Mary
£87
includes taxes & fees
18 Oct - 19 Oct
Locanda Poggioleone
View all properties

Hotels recommended for families in Ossaia

Hotel San Michele

Hotel San Michele
Cortona Old Town
£103
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
£97
includes taxes & fees
15 Oct - 16 Oct
Relais Villa Baldelli

Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
£175
includes taxes & fees
18 Oct - 19 Oct
Hotel Villa Marsili

Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
£106
includes taxes & fees
31 Oct - 1 Nov
Villa Santa Margherita

Hotel San Luca

Hotel San Luca
Cortona Old Town
£74
includes taxes & fees
26 Oct - 27 Oct
Hotel San Luca

Hotel Italia

Hotel Italia
Cortona Old Town
£97
includes taxes & fees
7 Nov - 8 Nov
Hotel Italia

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
£105
includes taxes & fees
16 Oct - 17 Oct
Villa Borgo San Pietro

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
£292
includes taxes & fees
14 Nov - 15 Nov
Il Falconiere - Relais e Chateaux
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Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"
lise 1-night trip
Posted 7 hours ago
Monastero di Cortona Hotel & Spa
Albergo San Biagio

Albergo San Biagio

8/10 Good
"Not a happy greeting but checked in ok. Swimming was a €5 charge but you needed to wear a swim cap €2 if needed. The restaurant staff were fantastic and really helpful and asked about us and our trip. The town is bit of a hike - drive to is best."
MARK 1-night trip
Posted 8 hours ago
Albergo San Biagio
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 1 day ago
Hotel Continentale
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"
DAvid 3-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."
terri 3-night trip
Posted 3 days ago
Il Gentiluomo Hotel & SPA
Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."
Peter 4-night trip
Posted 3 days ago
Palazzo Brandano
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

10/10 Excellent
"The hotel was beautiful and extremely clean. The food at the restaurant was some of the best food we’ve ever had. Exceptional service and hospitality. Highly recommend. Would love to come back."
Kelsey 3-night trip
Posted 4 days ago
Poggio Paradiso Resort & Spa
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 4 days ago
Hotel Panoramic Montepulciano
Agriturismo La Sovana

Agriturismo La Sovana

8/10 Good
"Wonderful"
Robert 2-night trip
Posted 4 days ago
Agriturismo La Sovana

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
£96
21 Oct - 22 Oct
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
£106
14 Nov - 15 Nov
includes taxes & fees
7/10 Good! (2 reviews)
Locanda Granducato
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Hotel Sangallo

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI
Get rates
8/10 Very good! (59 reviews)
Hotel Sangallo
Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni
Agriturismo Godiolo

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI
Get ratesAgriturismo Godiolo

Frequently asked questions

What is the best area to stay in Ossaia?
The best area to stay in Ossaia is the area immediately surrounding the main piazza, as this is where you'll find the heart of the village.This central part of Ossaia is compact and easily walkable, with the piazza serving as a focal point for village life. You'll find a few local shops and eateries here, and it's where residents gather. The historic church is also located just off the piazza, adding to the village's character.For couples looking for a romantic escape, staying in a converted farmhouse or villa just outside the village centre offers a truly authentic Tuscan experience. These properties often provide stunning views of the rolling hills and olive groves, and many come with private pools, allowing for a secluded and relaxing retreat.
When is the best time to go to Ossaia?
The best time to visit Ossaia, and Tuscany generally, is during the spring (April to June) and autumn (September to October) months. These periods offer pleasant weather and a less crowded experience.For those planning a romantic getaway or a relaxed trip, spring is particularly lovely. The countryside is lush and green, wildflowers are in bloom, and the temperatures are comfortably warm without being too hot. This is a great time for leisurely drives through the vineyards, enjoying al fresco dining, and visiting local markets.Couples looking for a culinary focus might prefer autumn. This season brings the grape harvest, truffle hunting season, and olive oil production, offering unique gastronomic experiences.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ossaia.
How much is the nightly rate at a Ossaia hotel?
Prices for hotels in Ossaia often vary, but you can find a great deal from £64 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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