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Check prices for these dates

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Ossaia hotels

1. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Frances
NZ$207
includes taxes & fees
20 Aug - 21 Aug
Hotel Italia

2. Hotel San Luca

Hotel San Luca
Cortona Old Town
United States
Massimo
NZ$184
includes taxes & fees
13 Sept - 14 Sept
Hotel San Luca

3. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
NZ$377
includes taxes & fees
18 Aug - 19 Aug
Hotel Villa Marsili

4. Locanda del Molino

Locanda del Molino
Cortona
United Kingdom
Christopher
NZ$205
includes taxes & fees
9 Sept - 10 Sept
Locanda del Molino

5. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
Niyome
NZ$1,329
includes taxes & fees
8 Sept - 9 Sept
Villa di Piazzano - Small Luxury Hotel of the World

6. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
NZ$767
includes taxes & fees
24 Aug - 25 Aug
Relais La Corte dei Papi

7. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
NZ$276
includes taxes & fees
20 Aug - 21 Aug
Hotel San Michele

8. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
Canada
jean-paul
NZ$236
includes taxes & fees
29 Aug - 30 Aug
Villa Santa Margherita

9. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United Kingdom
Daniel
NZ$573
includes taxes & fees
30 Aug - 31 Aug
Monastero di Cortona Hotel & Spa

10. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
NZ$285
includes taxes & fees
17 Sept - 18 Sept
Relais Villa Baldelli

11. Locanda agli Amici

Locanda agli Amici
Cortona
Canada
Kimberly
NZ$270
includes taxes & fees
10 Sept - 11 Sept
Locanda agli Amici

12. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
United States
Stephen
NZ$245
includes taxes & fees
24 Aug - 25 Aug
Villa Borgo San Pietro

13. Villa Schiatti

Villa Schiatti
Castiglion Fiorentino
United States
Soudabeh
NZ$292
includes taxes & fees
23 Aug - 24 Aug
Villa Schiatti

14. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
NZ$316
includes taxes & fees
30 Aug - 31 Aug
Equo Suites

15. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Dana
NZ$332
includes taxes & fees
27 Aug - 28 Aug
Cortona Resort - Le Terre Dei Cavalieri

16. Hotel Villa Paradiso

Hotel Villa Paradiso
Passignano sul Trasimeno
United States
Maria
NZ$194
includes taxes & fees
6 Sept - 7 Sept
Hotel Villa Paradiso

17. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Nathan
NZ$257
includes taxes & fees
24 Aug - 25 Aug
Borgo Tre Rose

18. Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
United States
Amanda
NZ$486
includes taxes & fees
21 Aug - 22 Aug
Villa Svetoni Wine Resort

19. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
United States
Israel
NZ$493
includes taxes & fees
18 Aug - 19 Aug
I Capricci di Merion Resort & Spa

20. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Marie
NZ$1,023
includes taxes & fees
27 Aug - 28 Aug
Il Falconiere - Relais e Chateaux
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Top Ossaia Hotel Reviews

Recent Reviews in Ossaia

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"We stayed at Monestero di Cortona for six nights, and it felt like the perfect amount of time. The hotel is beautiful, and the service and hospitality teams were incredibly friendly, attentive, and always willing to help or go the extra mile. We also enjoyed the spa services, which were fantastic! The outdoor lounge area and pool were quiet and incredibly peaceful, making it the perfect place to unwind and switch off, while still having all the beautiful sights of Cortona right on your doorstep. We stayed in a Superior Room, which was the perfect size for two people. Everything in the room was thoughtfully designed, and it had everything we needed for a comfortable stay. We would 100% come back!"
Amritpal Singh 6-night trip
Posted 4 hours ago
Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 3 days ago
Il Falconiere - Relais e Chateaux
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Magnifique hôtel, service exceptionnel, propreté impeccable et excellente nourriture. Nous y retournerons sans aucun doute."
Isabelle 3-night trip
Posted 4 days ago
Relais Villa Grazianella - UNA Esperienze
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

10/10 Excellent
"Na"
Vivian 9-night trip
Posted 6 days ago
Grand Hotel Admiral Palace
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 8 days ago
Agriturismo La Sovana
Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Missed the entrance as it’s not very well sign posted. Amazing views, Pool was great, great staff. The room was very very hot upstairs, there was only an aircon downstairs, which meant the kids were fine, but we were baked by the morning. Other than that, faultless."
Ant 1-night trip
Posted 10 days ago
Nuovo Etruria Resort
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Very clean and reasonably priced hotel close to Arezzo and the Autostrada."
Thomas Ezio 1-night trip
Posted 10 days ago
Il Gentiluomo Hotel & SPA
Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very recommended"
John 1-night trip
Posted 2 weeks ago
Hotel Minerva
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 2 weeks ago
Hotel Villa Ricci

More cheap accommodation in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
NZ$224
20 Aug - 21 Aug
includes taxes & fees
9.4/10 Exceptional! (210 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
Get ratesLocanda 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
Agriturismo Godiolo

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI
Get ratesAgriturismo Godiolo
IL Molinaccio di Montepulciano

IL Molinaccio di Montepulciano

VIA ANTICA CHIUSINA 12 Montepulciano SI
Get ratesIL Molinaccio di Montepulciano

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in Ossaia with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Ossaia hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Ossaia?
Prices for hotels in Ossaia often vary, but you can find a great deal from NZ$163 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 our cheapest rates.

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