Villastrada Vacations from ￥243,124

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The Latest Villastrada Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Price was ￥327,322, price is now ￥243,124 per person
￥243,124
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Ancona (AOI)
9.2/10 Wonderful! (644 reviews)
Beautiful room. High ceilings. Tastefully decorated. The spa are is nice as well. Good location to go explore the old town. Would stay here again.

Reviewed on Jul 1, 2026

Find the Best Villastrada Vacation Packages

Villastrada Hotel Deals

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 ￥115,517 per night from Jul 11 to Jul 12
￥115,517
￥128,178 total
Jul 11 - Jul 12
includes taxes & fees
9.6/10 Exceptional! (147 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on Jun 19, 2026

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
The price is ￥110,997 per night from Aug 3 to Aug 4
￥110,997
￥123,571 total
Aug 3 - Aug 4
includes taxes & fees
9.8/10 Exceptional! (238 reviews)
"Staff was so friendly and the property is beautiful"

Reviewed on Jun 28, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is ￥53,106 per night from Jul 28 to Jul 29
￥53,106
￥59,891 total
Jul 28 - Jul 29
includes taxes & fees
10/10 Exceptional! (290 reviews)
"This is an excellent hotel, great staff, great location and great food. The breakfast is a really nice experience and the courtyard swimming pool is so peaceful."

Reviewed on Jun 29, 2026

Monastero di Cortona Hotel & Spa
See all 4,563 properties in Villastrada
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.

What to do in Villastrada

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

￥16,181
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Gran Tour

Montepulciano Gran Tour

￥2,790
per adult
Montepulciano Gran Tour
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

￥4,650
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Villastrada

Frequently asked questions

How much does a Villastrada vacation package cost?
Offering great value package deals from ￥243,124 on Expedia, you'll be surprised at how little a vacation to Villastrada costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Villastrada?
January, February and March are the best times to look for cheap Villastrada vacation packages. Traveling in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Villastrada?
The ideal length for your Villastrada vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to visit all the top attractions and discover some hidden spots along the way.
How to find the best Villastrada package deals?
Use Expedia's handy filters to find some of the best Villastrada package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Villastrada package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Villastrada vacation as a package?
You can enjoy significant savings on your Villastrada break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Villastrada?
If you have your Villastrada vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Villastrada?

  1. Choose when to travel: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to visit Villastrada.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Villastrada.
  3. Decide how long to go for: Now that you're up to speed on Villastrada, you can work out the right length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Villastrada vacation package.

Explore a world of travel with Expedia

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