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Our top choices for Ossaia hotels

Hotel La Darsena

Hotel La Darsena
3.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very good, (56 reviews)
"Great rest stop on our way to Rome. There is no direct access to the lake (it's about a 2 km walk/drive from the hotel), but the hotel is clean and nice. Staff were extremely helpful and friendly, and the free continental breakfast was wonderful! Great selection of pastries, and two very excellent coffee/cappuccino machines. Overall, a great place to rest, in a quiet, peaceful area."
United States
Jose
The price is CA $101
CA $116 total
includes taxes & fees
May 24 - May 25
Hotel La Darsena

Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (57 reviews)
"A very nice stay. Friendly and helpfull staff. Very nice Pool. Good breakfast outside. "
United States
Georg
The price is CA $151
CA $176 total
includes taxes & fees
May 23 - May 24
Hotel Le Capanne

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (215 reviews)
"Excellent stay!"
United States
Rodolfo
The price is CA $113
CA $131 total
includes taxes & fees
Jun 3 - Jun 4
Albergo San Biagio

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (203 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
The price is CA $160
CA $182 total
includes taxes & fees
Jun 9 - Jun 10
Hotel La Terrazza di Montepulciano

Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
3.0 star property
Chianciano Terme
9.6 out of 10, Exceptional, (98 reviews)
"Used as an overnight stop to S Italy, this hotel was very convenient for the A1 and excellent value for money. The owner/manager is welcoming, helpful and speaks good English. Generous breakfast with delicious fresh pasties made by the owners brother."
United Kingdom
M Roderick
The price is CA $108
CA $124 total
includes taxes & fees
Jun 3 - Jun 4
Santa Caterina Hotel & Bike

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
The price is CA $137
CA $160 total
includes taxes & fees
May 17 - May 18
HOTEL PLANET INTERNATIONAL

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (94 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is CA $228
CA $257 total
includes taxes & fees
May 17 - May 18
Meublé Il Riccio

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (244 reviews)
"Excellent property and excellent location."
United States
Michael
The price is CA $318
CA $356 total
includes taxes & fees
Jun 13 - Jun 14
Palazzo Carletti

Hotel Villa Paradiso

Hotel Villa Paradiso
4.0 star property
Passignano sul Trasimeno
7.6 out of 10, Good, (91 reviews)
"Stayed for 3 Nights really nice little place slightly expensive on the drinks though, the staff were lovely, it’s a shame they don’t have WI-Fi in the Bedrooms something the hotel should consider "
United Kingdom
Serena
The price is CA $116
CA $133 total
includes taxes & fees
May 19 - May 20
Hotel Villa Paradiso

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (41 reviews)
"amazing property in quite location"
United Kingdom
Khalil
The price is CA $96
CA $105 total
includes taxes & fees
May 18 - May 19
Fondaco del Moro

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (107 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is CA $350
CA $390 total
includes taxes & fees
Jun 4 - Jun 5
Borgo Sant'Ambrogio Resort

Borgo Tre Rose

Borgo Tre Rose
3.0 star property
Montepulciano
9.0 out of 10, Wonderful, (90 reviews)
"Beautiful location staff amazing and food great"
United Kingdom
Annette
The price is CA $189
CA $214 total
includes taxes & fees
May 21 - May 22
Borgo Tre Rose

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (438 reviews)
"This is very comfortable and well maintained hotel with a friendly staff, good breakfast, and is very convenient for visiting the Montepulciano area."
United States
Kevin
The price is CA $131
CA $150 total
includes taxes & fees
May 18 - May 19
Hotel I Due Cigni

Hotel Villa Ricci

Hotel Villa Ricci
3.0 star property
Chianciano Terme
8.2 out of 10, Very good, (226 reviews)
"Hotel villa ricci was a lovely relaxing stay and a great central place to stay "
United Kingdom
Kirsty
The price is CA $90
CA $104 total
includes taxes & fees
Jun 15 - Jun 16
Hotel Villa Ricci

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
4.0 star property
Arezzo
8.4 out of 10, Very good, (185 reviews)
"Bom hotel "
Brazil
Vanio
The price is CA $146
CA $170 total
includes taxes & fees
May 29 - May 30
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

La Locanda del Capitano

La Locanda del Capitano
3.0 star property
Montone
9.2 out of 10, Wonderful, (29 reviews)
"A beautiful little place, in a stunning setting, with exquisite food and hospitality, from Giancarlo and his team."
United Kingdom
Sean
The price is CA $196
CA $221 total
includes taxes & fees
May 17 - May 18
La Locanda del Capitano

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (121 reviews)
"Great countryside stay"
Canada
Josh
The price is CA $399
CA $446 total
includes taxes & fees
May 19 - May 20
Tenuta Santo Pietro

Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine
3.0 star property
Contrada Fontivegge
9.2 out of 10, Wonderful, (55 reviews)
"Great accommodation & excellent position for walking to old town and restaurants. The lake was a short stroll away. The manager, Stefano, was excellent with helpful ideas for trips in the area. Breakfast with Gluten Free availability was perfect."
United Kingdom
ROBERT
The price is CA $150
CA $172 total
includes taxes & fees
May 25 - May 26
Villaggio Albergo Le Macerine

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
The price is CA $303
CA $336 total
includes taxes & fees
May 28 - May 29
Villa Tiberini Wine Relais

Grand Hotel Excelsior

Grand Hotel Excelsior
4.0 star property
Chianciano Terme
8.4 out of 10, Very good, (81 reviews)
"The front hotel staff was excellent! The hotel was nice and a great place to stay!"
United States
Colette
The price is CA $135
CA $155 total
includes taxes & fees
Jun 7 - Jun 8
Grand Hotel Excelsior
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Top Ossaia Hotel Reviews

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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 can I save on a Ossaia hotel booking with Expedia?
Members always get our best prices. Find our best Ossaia hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $116 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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