Pienza Vacations from ￥277,510

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The Latest Pienza Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
San Lorenzo
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (999 reviews)
Loved the room. Weather nice but outdoor bar on 6th floor closed which was disappointing.

Reviewed on Nov 19, 2024

Villa Cora

Villa Cora

5 out of 5
Oltrarno
per person
Dec 28 - Jan 3
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.8/10 Exceptional! (430 reviews)
We had exceptional service at this stay! The building is jaw dropping and the staff will go above and beyond for you. Our room was so beautiful, I was very sad to go. Consider getting the imperial suite if you book. We loved the spa services and hung out every night by the pool to enjoy the amazing cocktails! Breakfast buffet has so many options, I would like to see more steak on the dinner menu, but I believe the menu was fixed for the duration of our stay. All in all I felt regal during my stay here, you won’t be disappointed!

Reviewed on Oct 4, 2024

Hotel Duomo

Hotel Duomo

3 out of 5
Duomo
per person
Dec 28 - Jan 3
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (893 reviews)
Small room @ convenient location. Unable to find the exact location. You need to keep asking people who works around this area.

Reviewed on Nov 15, 2024

Hotel Balestri

Hotel Balestri

4 out of 5
Santa Croce
per person
Dec 28 - Jan 3
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (895 reviews)
First time in Italy and the stay here was amazing. Cleaning service every day was great. Customer service was great. People were nice: I would book again

Reviewed on Nov 20, 2024

Hotel L'Orologio

Hotel L'Orologio

4 out of 5
Santa Maria Novella
per person
Dec 28 - Jan 3
found 8 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Beautiful hotel and central to many things. Restaurants within yards. Beautiful bath and shower that isn't seen in the pics with very hot water every time. Gorgeous breakfast comes with the room price. Really comfortable bed with fine linens. After a long day walking its a dream. They also have a turn down service and snacks for in room dining until 10:30 pm. I would love to go back!!

Reviewed on Nov 18, 2024

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
8.6/10 Excellent! (539 reviews)
Good stay
"Needed an extra night and got a room through Hotels.com. Was there for a wedding. The room was small but the location was where I wanted to be and the breakfast was very good."

Reviewed on Sep 29, 2024

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Hotel Relais II Chiostro di Pienza
Hotel Corsignano
Hotel Corsignano
4 out of 5
Via Della Madonnina 11, Pienza, SI
The price is ￥21,018 per night from Nov 22 to Nov 23
￥21,018
￥23,612 total
includes taxes & fees
Nov 22 - Nov 23
9.2/10 Wonderful! (272 reviews)
"Lovely property. They gave us a room with an amazing view. Probably the best hotel we stayed at in Italy. Pienza is lovely. We will most likely come here again."

Reviewed on Oct 24, 2024

Hotel Corsignano
Hotel San Gregorio
Hotel San Gregorio
3 out of 5
Via Della Madonnina 4, Pienza, Siena
Fully refundableReserve now, pay when you stay
The price is ￥22,888 per night from Nov 28 to Nov 29
￥22,888
￥25,504 total
includes taxes & fees
Nov 28 - Nov 29
9.2/10 Wonderful! (104 reviews)
"Very nice staff, great service, super clean. Will stay again."

Reviewed on Apr 11, 2024

Hotel San Gregorio
See all 6,255 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.

Frequently asked questions

How much does a Pienza vacation package cost?
Live it up in Pienza from as low as ￥277,510. We offer a wonderful selection of flights, hotels and rental cars to suit every budget. Pick up even more discounts when you add a couple of sightseeing activities to your vacation package.
How do I get a cheap travel package to Pienza?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all covered. Pick the combination that suits your style and watch your savings pile up. We know a travel package is never one-size-fits-all. That’s why we offer over 550 airlines and 1,000,000 properties around the globe, which lets you customize your Pienza adventure.
Where should I stay in Pienza?
A vacation in Pienza isn’t complete without stopping by Pienza Cathedral, Palazzo Piccolomini and Chapel of our Lady of Vitaleta. Spend your evenings close to these tourist attractions and make sightseeing a breeze.
What are the top hotels in Pienza?
Get your trip off to a great start by locking in a room at House / Villa - Pienza. It’s one of most popular hotels in Pienza. Another comfortable option is The House In The Village - Angelica Apartment.
How far in advance should I book my Pienza vacation?
It can be tricky to know exactly when is the ideal time to book your trip to Pienza. But usually the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels up to a year prior to your departure date. If you’re considering a last-minute getaway, no need to stress! There are incredible bargains posted on Expedia all the time.
What does an Expedia Pienza travel package include?
From hotels and flights to rental cars, Expedia can help you put together a Pienza package that works for you. Vacationing for a few weeks? Consider a hotel, rental car and flight bundle. If you can only manage a quick getaway, a flight and hotel deal could be what you’re after. Experiences can also be added once you’ve made your booking. Our vacation packages make it a breeze to save and plan.
What should I know before booking a Pienza travel package?
When you book your hotels, flights and car rentals together, you’ll pick up fantastic discounts. Whether you’re planning a beach break in a villa or want to stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Pienza Expedia vacation package?
Yes, you can. Expedia has access to more than 550 airline partners globally, so pick the carrier that’s a good fit for your budget and traveling style.
If I'm not able to travel, can I cancel my Pienza vacation package?
Don’t worry if you’re rethinking your Pienza vacation package — you can cancel or change your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We know life can sometimes throw you a curveball, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’re ready to help.

What to do in Pienza

Montalcino, Pienza & Montepulciano Wine Tour From Siena

Pienza and Montepulciano Wine Tour from Siena

￥15,749
Per adult
82% of travellers recommend
Pienza and Montepulciano Wine Tour from Siena
Pienza: Private Walking Tour in the Heart of Tuscany

Pienza: Private Walking Tour in the Heart of Tuscany

￥49,401
Per adult
Pienza: Private Walking Tour in the Heart of Tuscany
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

￥10,775
Per adult
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting
See all activities in Pienza
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.