Pienza Holidays from £474

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Your Pienza Holiday

Get ready to experience Pienza in your own style with a custom Pienza holiday package! Uncovering the charms of this captivating city is made simpler with a base in a neighbourhood such as Macciano, which is great for walking, among other things. If sightseeing is on the to-do list during your trip to Pienza, visit big attractions like Pienza Cathedral, Palazzo Piccolomini and Chapel of our Lady of Vitaleta. Check out Expedia's wide range of travel options and start organising your ultimate holiday to Pienza now.

Top Pienza Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
11 Oct - 16 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
No reviews
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
5 Sept - 12 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The property is very centrally located—just a short walk from the Duomo and the central train station, with easy access to the tram as well. I was pleasantly surprised by how convenient the location was. The staff were friendly, and the included breakfast was a nice way to start the day with a quick bite. The only suggestion I’d make is to provide a thicker blanket for added comfort.

Reviewed on 29 Jul 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
11 Oct - 17 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
per person
13 Sept - 18 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (98 reviews)
The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet

Reviewed on 19 Jul 2025

Pienza Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,250
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Pienza Cathedral, Piscine Termali Theia and Terme di Montepulciano Spa

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 £86 per night from 1 Aug to 2 Aug
£86
1 Aug - 2 Aug
includes taxes & fees
8.6/10 Excellent! (575 reviews)
"This property was a 15 century convent which has been converted into a hotel in the midst of a UNESCO world heritage site. The views at the rear of the hotel are breathtaking. A magical place."

Reviewed on 26 Jul 2025

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! (301 reviews)
"All 1st class. Food excellent"

Reviewed on 20 Jul 2025

Get rates
Hotel Corsignano
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29, Pienza, SI
The price is £168 per night from 29 Aug to 30 Aug
£168
29 Aug - 30 Aug
includes taxes & fees
9.6/10 Exceptional! (111 reviews)
Family trip
"Beautiful place to be with family!"

Reviewed on 2 Jul 2025

Tenuta Santo Pietro
See all 6,196 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.
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Popular places to visit

Cathedral of Pienza which includes religious elements, a church or cathedral and heritage elements

Pienza Cathedral

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Palazzo Piccolomini

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

Palazzo Piccolomini

Enoteca Di Ghino

You can enjoy a tasting or tour at Enoteca Di Ghino during your travels to Pienza. While you're here, you can savour the wineries.

Enoteca Di Ghino

What to do in Pienza

Val D'Orcia Dreaming!!

Val D'Orcia Dreaming!!

£170
per adult
Val D'Orcia Dreaming!!
Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

£190
per adult
Brunello Wine Tour and Val D'Orcia Landscape
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

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

£26
per adult
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?
See all activities in Pienza

Frequently asked questions

Why should I book my Pienza holiday with Expedia?
With great-value airfares, car hire and accommodation choices all in one convenient place, Expedia makes planning your Pienza adventure a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from fantastic escapes, add flights and/or a car hire (and maybe even some fun tours!) and score incredible prices. Want to change your plans? Expedia has a flexible cancellation policy for many reservations. To find out more, visit our Customer Service Portal link.
When is the best time of year to holiday in Pienza?
Pienza draws the crowds in February, May and July. If you want a more relaxed escape, visit in March, November and December. To give you an idea of what type of weather to expect, the daytime average temperature in January, the coolest month in Pienza, is 4ºC. The warmest time here is July, when temperatures reach an average of 22ºC.
What is the top hotel for my holiday in Pienza?
Relax in comfort in Pienza by choosing Hotel Athena as your gateway to exploration.
How do I get a cheap holiday to Pienza?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hire cars, hotels and activities — we've got them all. Pick the combination that best fits you and see your savings grow. We know holidays are never a one-size-fits-all. That's why Expedia offers over 400 air carriers and 321,000 properties across the globe, so you can customise your Pienza holiday your way. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Pienza holiday?
With must-see tourist attractions such as Pienza Cathedral and Palazzo Piccolomini, a holiday in Pienza promises lots of exciting places to visit. Tenuta Greppo Franco Biondi Santi and Chapel of our Lady of Vitaleta are a couple of other sights worth exploring.
What is the best area to stay in when on holiday in Pienza?
There's so much to do in Pienza, so stay close to its best sights and allow yourself more time sightseeing. Pienza Cathedral is one place to put on your to-do list.
Do I need a visa for my Pienza holiday?
Visa requirements for Pienza vary depending on your nationality and reason for your visit. Check official government websites to determine if you need a visa for your holiday. This is also a good place to find the most up-to-date information, including details about application procedures or any supporting documentation you might need. Research your visa requirements well in advance to ensure a travel experience that's hassle free. Finally, check to see that your passport is valid for a further six months from the date of your return.
What should I wear on my Pienza holiday?
Although everyone's style is different, it can be helpful to have some guidelines for what type of clothes to wear on your holiday in Pienza. Consider searching style blogs before you leave to get inspiration for local fashion trends. Be sure to look at the local weather forecast so you can pack your bags accordingly. The warmest time of year in Pienza is July, with average daily temperatures of 22ºC. If you're on holiday during the coolest month of January, the mercury averages 4ºC during the day.
What does an Expedia Pienza holiday include?
Flights, hotels and hire cars — we have them covered. With Expedia, you can create your Pienza travel package the way you like it. All you have to do is determine exactly what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the bigger the savings! Villas and apartments are a few popular property types in Pienza. No matter your preference or size of your group, you can count on Expedia for the freedom and flexibility to customise your next dream escape.
Does Expedia offer Book Now, Pay Later Pienza holidays?
Expedia has partnered with online lender Klarna to make your next break easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy payment plans. If paying bite-sized amounts each month sounds right for you, choose this option at checkout.
  • No-deposit holidays: If not paying ahead of time for your trip makes clicking that "book now" button more stress-free, consider a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Pienza Expedia holiday?
With a holiday package, you're the one in charge. Whether you're hoping to fly to Pienza in coach or business class, simply select from the available airline options. Expedia has access to over 400 airline partners across the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.