Pietraia Vacations from $1,429

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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
Save 100% on your flight
Price was $2,428, price is now $1,429 per person
$1,429
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
The room was clean and newly renovated. Having breakfast included was great for a quick bite so I could focus on exploring instead of searching and waiting in line. Would definitely recommend a stay here

Reviewed on Apr 9, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $5,741, price is now $3,626 per person
$3,626
per person
May 27 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (124 reviews)
Absolutely an amazing stay. Very charming and well kept. Essentially a resort with a palatial feel. Loved walking the grounds and relaxing. Excellent restaurant, breakfast was included. The setting is quiet and beautiful. Will book again.

Reviewed on Apr 13, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Save 100% on your flight
Price was $4,460, price is now $3,113 per person
$3,113
per person
May 21 - May 26
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (192 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint

Reviewed on Sep 2, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $2,046, price is now $1,452 per person
$1,452
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (483 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $5,598, price is now $4,037 per person
$4,037
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (473 reviews)
Amazing service and staff. Wow!

Reviewed on Feb 21, 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

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

$90
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Horseback riding in the hills of Montepulciano in Tuscany

Horseback riding in the hills of Montepulciano in Tuscany

$91
per adult
Horseback riding in the hills of Montepulciano in Tuscany
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
$638 nightly
The price is $712 total per night from Apr 20 to Apr 21
$712 total
Apr 20 - Apr 21
Total with taxes and fees
9.8/10 Exceptional! (229 reviews)
We really enjoyed the hotel, very clean, good atmosphere!!!

Reviewed on Apr 10, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
$251 nightly
The price is $281 total per night from May 14 to May 15
$281 total
May 14 - May 15
Total with taxes and fees
9.8/10 Exceptional! (284 reviews)
Absolutely breathtaking property. The staff was extremely welcoming and helpful. Truly such a beautiful experience. Highly recommend to anyone

Reviewed on Mar 21, 2026

Relais Villa Grazianella - UNA Esperienze
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
$280 nightly
The price is $317 total per night from Apr 26 to Apr 27
$317 total
Apr 26 - Apr 27
Total with taxes and fees
10/10 Exceptional! (262 reviews)
I did not drive to or from the hotel.

Reviewed on Apr 8, 2026

Monastero di Cortona Hotel & Spa
See all 5,045 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 $1,429 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.