Ossaia Trips (flight + hotel)

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Top hotels in Ossaia

Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is P27,424 per night from Aug 3 to Aug 4
P27,424
P30,566 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (96 reviews)
"*"

Reviewed on Jul 5, 2025

Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is P32,687 per night from Jul 10 to Jul 11
P32,687
P36,487 total
Jul 10 - Jul 11
includes taxes & fees
9.6/10 Exceptional! (211 reviews)
"Our recent 4 night stay at Villa di Piazzano was truly perfect in every way! Celebrating our 40th wedding anniversary could not have been more enjoyed! Having booked our stay 6 mos in advance - I communicated many times via email during that time, seeking itinerary advice from the Conceirge. I always ..."

Reviewed on Jun 24, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is P7,773 per night from Jul 9 to Jul 10
P7,773
P8,816 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (16 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on Jun 14, 2025

Nuovo Etruria Resort
See all 5,279 properties in Ossaia
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.

Popular places to visit

Parterre Garden

Parterre Garden is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Discover the area's musical theater and cathedral.

Parterre Garden

What to do in Ossaia

For your personal experiences in Tuscany

For your personal experiences in Tuscany

P16,220
per adult
For your personal experiences in Tuscany
Cortona: Pasta and Pizza Cooking Class

Cortona: Pasta and Pizza Cooking Class

P7,137
per adult
100% of travellers recommend
Cortona: Pasta and Pizza Cooking Class
Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Pasta or Pizza cooking class in Cortona, vegetarian and vegan

P7,786
per adult
Pasta or Pizza cooking class in Cortona, vegetarian and vegan
See all activities in Ossaia

Frequently asked questions

How much does an Ossaia vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Ossaia costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Ossaia?
You can typically find reduced prices and better availability in January, February and March. Take a look at our cheap Ossaia vacation packages and you could score some great off-season deals.
How many days is enough for Ossaia?
With a well-planned itinerary, you can easily hit the top Ossaia sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Ossaia vacation for longer.
How to find the best Ossaia package deals?
Begin your search for an Ossaia package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Ossaia package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ossaia adventure underway.
Is it cheaper to book an Ossaia vacation as a package?
You can enjoy significant savings on your Ossaia retreat by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Ossaia?
If you have your Ossaia vacation dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Ossaia?

  1. Pick your travel dates: The things you want to do in Ossaia and your preferred season can help you decide when to go.
  2. Budget wisely: On top of the cost of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Ossaia.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Ossaia. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the perfect Ossaia vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.