Pienza Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Pienza

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
The price is S$129 per night from 27 Dec to 28 Dec
S$129
includes taxes & fees
27 Dec - 28 Dec
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 29 Sep,2024

Hotel Relais II Chiostro di Pienza
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 S$211 per night from 23 Dec to 24 Dec
S$211
includes taxes & fees
23 Dec - 24 Dec
9.2/10 Wonderful! (106 reviews)
"Very nice staff, great service, super clean. Will stay again."

Reviewed on 11 Apr,2024

Hotel San Gregorio
Hotel Corsignano
Hotel Corsignano
4 out of 5
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is S$282 per night from 28 Dec to 29 Dec
S$282
includes taxes & fees
28 Dec - 29 Dec
9.2/10 Wonderful! (273 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 24 Oct,2024

Hotel Corsignano
See all 6,141 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 holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages and you could score some great off-season discounts.
How many days is enough for Pienza?
The ideal length for your Pienza holiday 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.
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 holiday package as soon as possible.
Is it cheaper to book a Pienza holiday as a package?
You can enjoy significant savings on your Pienza retreat by booking a personalised holiday package. Click on the “Package” heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday 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 accommodation: After you’ve settled on your trip dates and duration, lock in the right Pienza holiday package for you.

Popular places to visit

Palazzo Borgia

You can study the exhibits at Palazzo Borgia, a museum with a storied past, during your trip to Pienza. While you're here, you can savour the wineries.

Palazzo Borgia

What to do in Pienza

Montalcino, Pienza & Montepulciano Wine Tour From Siena

Pienza and Montepulciano Wine Tour from Siena

S$135
per adult
82% of travellers recommend
Pienza and Montepulciano Wine Tour from Siena
Pienza: Private Walking Tour with Tuscan Tasting Experience

Pienza: Private Walking Tour with Tuscan Tasting Experience

S$461
per traveller
Pienza: Private Walking Tour with Tuscan Tasting Experience
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

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

S$42
per adult
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.