Pienza Vacations from ￥187,224

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The Latest Pienza Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was ￥289,688, price is now ￥187,224 per person
￥187,224
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was ￥448,210, price is now ￥296,777 per person
￥296,777
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was ￥804,640, price is now ￥571,230 per person
￥571,230
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
A great property to stay at near the Vecchio area of Florence.

Reviewed on Aug 16, 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Price was ￥506,925, price is now ￥383,596 per person
￥383,596
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (967 reviews)
Great location. Room was small but clean. Hotel is a bit dated. Breakfast was excellent.

Reviewed on Aug 19, 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Price was ￥390,938, price is now ￥296,045 per person
￥296,045
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
10/10 Exceptional! (1 review)

Find the Best Pienza Vacation Packages

Pienza Hotel Deals

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (582 reviews)
"Great experience"

Reviewed on Aug 13, 2025

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Hotel Relais II Chiostro di Pienza
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (302 reviews)
"All 1st class. Food excellent"

Reviewed on Jul 20, 2025

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Hotel Corsignano
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29, Pienza, SI
The price is ￥33,643 per night from Aug 21 to Aug 22
￥33,643
￥37,696 total
Aug 21 - Aug 22
includes taxes & fees
9.6/10 Exceptional! (111 reviews)
Family trip
"Beautiful place to be with family!"

Reviewed on Jul 2, 2025

Tenuta Santo Pietro
See all 6,205 properties in Pienza
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 Pienza

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

￥11,190
per adult
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

￥5,165
per adult
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?
Pienza & Montepulciano Small Group Tour from Siena

Pienza & Montepulciano Small Group Tour from Siena

￥30,989
per adult
Pienza & Montepulciano Small Group Tour from Siena
See all activities in Pienza

Frequently asked questions

How much does a Pienza vacation package cost?
You can snap up a vacation package to this popular destination from ￥187,224 on Expedia. However, how much your vacation to Pienza costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Pienza?
You can usually find lower rates and better availability in December, January and February. Browse our cheap Pienza vacation packages and you could score some great off-season discounts.
How many days is enough for Pienza?
The ideal length for your Pienza vacation depends on what you'd like to see. Typically, a few days to a week will give you time to check out all the top attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Pienza?
Pienza has everything you need for an amazing break — walking trails, hiking and festivals are just the start. Whether you want to visit sights like Palazzo Piccolomini and Historic Centre of Pienza, or take the road less traveled, you'll have plenty to experience on your Pienza vacation.
How to find the best Pienza package deals?
Use Expedia's filter tool to find some great Pienza package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pienza package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Pienza vacation as a package?
You can enjoy significant savings on your Pienza retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pienza?
If you have your Pienza travel dates locked in, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Pienza?

  1. Pick your travel dates: The things you plan to do in Pienza and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the price of your stay, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may come up during your trip to Pienza.
  3. Decide how long to go away for: Now that you know more about Pienza, you can figure out the perfect length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, lock in the right Pienza vacation package for you.

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