Pienza Holidays

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Top Flight + Hotel Deals in Pienza

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Aurum Uffizi
The Social Hub Florence Lavagnini
Palazzo Firenze by Baglioni Hotels & Resorts
Hotel La Scaletta Al Ponte Vecchio

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
The price is €83 per night from 6 Jan to 7 Jan
€83
includes taxes & fees
6 Jan - 7 Jan 2025
8.6/10 Excellent! (540 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 €136 per night from 7 Jan to 8 Jan
€136
includes taxes & fees
7 Jan - 8 Jan 2025
9.2/10 Wonderful! (103 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
The price is €158 per night from 2 Jan to 3 Jan
€158
includes taxes & fees
2 Jan - 3 Jan 2025
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
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 from €330 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.
Is it worth booking a holiday 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 holiday.
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

What to do in Pienza

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