Pietraia Vacations from $1,040

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Your Pietraia Vacation

Book a customized Pietraia vacation package that has only the things you need and nothing you don't. Great for dining, views and culture, consider basing yourself in the neighborhood of Contrada Castello. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are just some of the many sights you'll want to see during your trip to Pietraia. A few quick clicks is all it takes to craft a tailor-made Pietraia vacation on Expedia.

The Latest Pietraia vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,467, price is now $1,040 per person
$1,040
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Clean and long lasting hot water for shower!

Reviewed on May 30, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,620, price is now $2,946 per person
$2,946
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (137 reviews)
Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. Expensive but well worth it.

Reviewed on May 23, 2026

Park Hotel Villa Ariston

Park Hotel Villa Ariston

4 out of 5
Save 100% on your flight
Price was $2,810, price is now $1,882 per person
$1,882
per person
Jul 8 - Jul 13
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.8/10 Excellent! (129 reviews)
Highly recommend the Park Villa Ariston! The property is very clean and the staff are amazing. High praise for the breakfast and pool. We hope to return soon

Reviewed on May 14, 2026

L'Andana

L'Andana

5 out of 5
Price was $3,065, price is now $2,192 per person
$2,192
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (87 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on Jul 5, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was $1,838, price is now $1,330 per person
$1,330
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (1,009 reviews)
Staff members were very professional and highly attentive. The central location is excellent. Rooms are updated but maintain a period look & feel. The lobby bar service and food quality are very good.

Reviewed on May 27, 2026

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Discover the most popular places to visit in Pietraia

Villa Bramasole

You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Piazza della Repubblica

5/5(4 reviews)

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Piazza della Repubblica

Cortona Cathedral

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

Cortona Cathedral

What to do in Pietraia

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

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

$128
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$41
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
See all activities in Pietraia

Pietraia Hotel Deals

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
$640 nightly
The price is $714 total per night from Jun 3 to Jun 4
$714 total
Jun 3 - Jun 4
Total with taxes and fees
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."

Reviewed on May 14, 2026

Villa di Piazzano - Small Luxury Hotel of the World
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
$460 nightly
The price is $513 total per night from Jun 7 to Jun 8
$513 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (141 reviews)
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."

Reviewed on May 23, 2026

Precise Tale Poggio Alla Sala
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
$329 nightly
The price is $371 total per night from Jun 28 to Jun 29
$371 total
Jun 28 - Jun 29
Total with taxes and fees
10/10 Exceptional! (283 reviews)
"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"

Reviewed on May 31, 2026

Monastero di Cortona Hotel & Spa
See all 5,069 properties in Pietraia
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.

Find the Best Pietraia Vacation Packages

Pietraia Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
90
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Signorelli Theatre, Cathedral of Cortona and Museum of the Etruscan Academy

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Frequently asked questions

How much does a Pietraia vacation package cost?
You can grab a vacation package to this destination from $1,040 on Expedia. However, how much your vacation to Pietraia costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Pietraia?
You're likely to find reduced prices and better availability in October, November and December. Browse our cheap Pietraia vacation packages and you could get some great off-season deals.
How many days is enough for Pietraia?
The ideal duration for your Pietraia vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Pietraia package deals?
Begin your search for a Pietraia package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Pietraia package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pietraia adventure off to a flying start.
Is it cheaper to book a Pietraia vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a customized Pietraia vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Pietraia?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Pietraia trip.
How to plan a trip to Pietraia?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Pietraia.
  2. Plan your budget wisely: As well as the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Pietraia.
  3. Discover Pietraia using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Pietraia. You can also save your must-visit places, collaborate with friends and family and manage your plans in one place.
  4. Decide how long to go for: Now that you're more familiar with Pietraia, you can figure out the ideal length of your break. Put together a rough plan and allocate enough time to cover everything you want to see.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Pietraia vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a day trip in nature, you won't have to worry about missing out on Pietraia's best offerings. Find all the exciting things to do in Pietraia in Pietraia with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Pietraia vacation packages?
Secure your perfect trip to Pietraia with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.