Pietraia Vacations from $1,188

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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 $1,740, price is now $1,188 per person
$1,188
per person
Oct 12 - Oct 17
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,010 reviews)
La chambre est bien équipée

Reviewed on Jul 18, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,288, price is now $1,487 per person
$1,487
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.6/10 Excellent! (491 reviews)
Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on Jun 26, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $8,108, price is now $5,277 per person
$5,277
per person
Sep 22 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Excellent room. Excellent breakfast. Excellent staff. Loved everything about the hotel. And what a bar and view, highly recommended.

Reviewed on Jul 17, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,755, price is now $1,197 per person
$1,197
per person
Oct 12 - Oct 17
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.4/10 Good! (1,017 reviews)
Good location. Travel family of 4. If you only need basics it is perfect. Breakfast was a surprise, it was fresh and good overall. Enjoyed to stay there just for sleeping.

Reviewed on Jul 18, 2026

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Price was $2,298, price is now $1,583 per person
$1,583
per person
Sep 22 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
The room was super dirty (blood on sheets, pubs and outdoor debris like branches). When we went and advised the reception, they proceeded to yell at me and tell me it is what it is. Horrible experience.

Reviewed on Jul 18, 2026

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What to do in Pietraia

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

$40
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Pietraia

Pietraia 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
$536 nightly
The price is $597 total per night from Aug 5 to Aug 6
$597 total
Aug 5 - Aug 6
Total with taxes and fees
9.6/10 Exceptional! (152 reviews)
"Magical location, pools, staff, property."

Reviewed on Jul 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
$618 nightly
The price is $689 total per night from Jul 20 to Jul 21
$689 total
Jul 20 - Jul 21
Total with taxes and fees
9.8/10 Exceptional! (241 reviews)
"Very clean and very quiet"

Reviewed on Jul 15, 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
$283 nightly
The price is $321 total per night from Aug 9 to Aug 10
$321 total
Aug 9 - Aug 10
Total with taxes and fees
10/10 Exceptional! (295 reviews)
"The food was amazing in the hotel. Staff was amazing. We felt at home from the moment we walked in. The amenities were wonderful."

Reviewed on Jul 14, 2026

Monastero di Cortona Hotel & Spa
See all 5,145 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 $1,188 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.