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Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Ossaia hotels

1. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Nathan
NZ$147
includes taxes & fees
2 Nov - 3 Nov
Borgo Tre Rose

2. Hotel San Luca

Hotel San Luca
Cortona Old Town
Ireland
Mariusz
NZ$176
includes taxes & fees
18 Oct - 19 Oct
Hotel San Luca

3. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
NZ$257
includes taxes & fees
8 Oct - 9 Oct
Relais Villa Baldelli

4. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
NZ$376
includes taxes & fees
10 Oct - 11 Oct
Hotel Villa Marsili

5. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
NZ$186
includes taxes & fees
4 Oct - 5 Oct
B&B San Francesco

6. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
NZ$262
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele

7. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United Kingdom
Alexander
NZ$508
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa

8. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Frances
NZ$246
includes taxes & fees
13 Oct - 14 Oct
Hotel Italia

9. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
NZ$225
includes taxes & fees
5 Oct - 6 Oct
Villa Santa Margherita

10. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
NZ$168
includes taxes & fees
27 Oct - 28 Oct
Locanda del Molino

11. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Canada
Olga
NZ$242
includes taxes & fees
12 Oct - 13 Oct
Villa Borgo San Pietro

12. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
United States
Brian
NZ$207
includes taxes & fees
2 Nov - 3 Nov
Hotel Lidò

13. Hotel Aganoor

Hotel Aganoor
Contrada Castello
United States
Alina
NZ$219
includes taxes & fees
14 Oct - 15 Oct
Hotel Aganoor

14. Hotel Villa Paradiso

Hotel Villa Paradiso
Passignano sul Trasimeno
United States
Maria
NZ$162
includes taxes & fees
14 Oct - 15 Oct
Hotel Villa Paradiso

15. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Dana
NZ$304
includes taxes & fees
6 Oct - 7 Oct
Cortona Resort - Le Terre Dei Cavalieri

16. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
NZ$210
includes taxes & fees
6 Oct - 7 Oct
Locanda agli Amici

17. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Mary
NZ$247
includes taxes & fees
4 Oct - 5 Oct
Locanda Poggioleone

18. Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine
Contrada Fontivegge
United Kingdom
ROBERT
NZ$208
includes taxes & fees
8 Oct - 9 Oct
Villaggio Albergo Le Macerine

19. Park Hotel Montigeto

Park Hotel Montigeto
Passignano sul Trasimeno
United Kingdom
Helen
NZ$185
includes taxes & fees
14 Oct - 15 Oct
Park Hotel Montigeto

20. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
United States
Israel
NZ$315
includes taxes & fees
8 Oct - 9 Oct
I Capricci di Merion Resort & Spa
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Top Ossaia Hotel Reviews

Recent Reviews in Ossaia

Palazzo Brandano

Palazzo Brandano

10/10 Excellent
"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."
Barbara 1-night trip
Posted 9 hours ago
Palazzo Brandano
Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Great big room with excellent amenities. Wonderful staff."
Nasser 1-night trip
Posted 1 day ago
Nuovo Etruria Resort
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"There is nothing to fault here, it’s a perfect hotel. Staff are brilliant, and the buildings and grounds are really well looked after. Breakfast and lunch are ideal too."
James 4-night trip
Posted 1 day ago
Il Falconiere - Relais e Chateaux
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"It's great place for the large family."
ENLI 3-night trip
Posted 3 days ago
Villa Tiberini Wine Relais
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"We had a lovely 5 night stay at La Sovana in their apartment complex. We had a 2-bedroom, 2-bath with kitchen. It was the perfect set up for 2 couples to share. My only wish was that it included a washer/dryer set up. Laundry is available for a fee which we did use but it would be nice if there was washing capability in the apartment itself. The staff were super helpful, the property is clean and well maintained. The food in the restaurant is very good as well. We would definitely return to La Sovana."
Stephanie 5-night trip
Posted 4 days ago
Agriturismo La Sovana
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 4 days ago
Hotel Villa Ricci
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Great location, nice vineyards right out the door, lots of great restaurants nearby."
Lisa 2-night trip
Posted 6 days ago
Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 12 days ago
Hotel Panoramic Montepulciano

More cheap accommodation in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
NZ$229
1 Nov - 2 Nov
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
NZ$256
13 Oct - 14 Oct
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, 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$147 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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