Pietraia Vacations from $696

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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 $1,050, price is now $696 per person
$696
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Clean but small Breakfast is ok location is perfect

Reviewed on Nov 15, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $2,690, price is now $1,884 per person
$1,884
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
19.2/10 Exceptional! (494 reviews)
My husband Felix and I had the pleasure of celebrating both our wedding anniversary and my birthday at The Moon Boutique Hotel in Florence, and we couldn’t have asked for a more perfect experience. From the moment we arrived, the warmth and professionalism of the staff made us feel truly welcomed. A special mention goes to the tall gentleman with glasses from Calabria—his courteous demeanor and exceptional customer service stood out throughout our stay. He went above and beyond to ensure we were comfortable and well-informed, adding a personal touch that made our visit even more special. The housekeeping team deserves equal praise. Their attention to detail was remarkable, and our room was consistently immaculate, creating a serene and luxurious atmosphere that enhanced our celebration. The Moon Boutique Hotel is more than just a place to stay—it’s a haven of elegance, comfort, and genuine hospitality. We left with beautiful memories and deep appreciation for the team that made our milestone moments unforgettable.

Reviewed on Nov 12, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $999, price is now $748 per person
$748
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
8.6/10 Excellent! (474 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

The FRAME Hotel

The FRAME Hotel

4 out of 5
Historic Centre of Florence
Price was $2,306, price is now $1,730 per person
$1,730
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
19.2/10 Exceptional! (585 reviews)
Very clean room, comfortable bed, high ceiling in the sitting area and bedroom.

Reviewed on Nov 15, 2025

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Historic Centre of Florence
Price was $2,041, price is now $1,537 per person
$1,537
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
18.8/10 Exceptional! (924 reviews)
Hotel is centrally located. Great walkability, close to main train station, tram to airport. Staff was fantastic and very friendly. Housekeeping could be better.(floors in room not cleaned through out 6 night stay. Debris obvious under

Reviewed on Nov 14, 2025

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Discover the most popular places to visit in Pietraia

Cortona featuring heritage architecture

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

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

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

$104
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

$23
per adult
Oil museum and oil mill in Tuscany: tour and tasting
See all activities in Pietraia

Pietraia Hotel Deals

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
8.6/10 Excellent! (610 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 29, 2025

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Hotel Relais II Chiostro di Pienza
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
$277 nightly
The price is $309 total per night from Nov 20 to Nov 21
$309 total
Nov 20 - Nov 21
Total with taxes and fees
9.8/10 Exceptional! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.

Reviewed on Nov 4, 2025

Monastero di Cortona Hotel & Spa
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $142 total per night from Nov 30 to Dec 1
$142 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (323 reviews)
Perfect stay

Reviewed on Oct 17, 2025

Hotel Corsignano
See all 5,118 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 $696 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.