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 Firenze

4 out of 5
Historic Centre of Florence
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
El hotel muy limpio, súper ubicado entre la estación del tren y el centro histórico. Muy cerca hay muchísimas opciones para comer. Aire acondicionado bueno, ventana hacia la calle. Lo único incómodo es el espacio de regadera que es pequeño, y cuesta bañarse.

Reviewed on 31 Jul 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
25 Sept - 1 Oct
found 14 hours ago
Return direct flight included
Dublin (DUB) 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

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
No reviews
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on 14 Jul 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
25 Sept - 1 Oct
found 14 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Gorgeous hotel with lovely rooms and staff. They were flexible with our check in and out times. Would love to return, highly recommend!

Reviewed on 1 Aug 2025

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
8.6/10 Excellent! (576 reviews)
"Loved this hotel - great location. Really quiet despite such a central location. Yes rooms are not super modern but they reflect the history of the building. Great pool and breakfast on the terrace."

Reviewed on 31 Jul 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! (301 reviews)
"All 1st class. Food excellent"

Reviewed on 20 Jul 2025

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Hotel Corsignano
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29, Pienza, SI
The price is €228 per night from 11 Aug to 12 Aug
€228
11 Aug - 12 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 6,179 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.

Popular places to visit

Cathedral of Pienza featuring a church or cathedral, religious aspects 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 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

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

€65
per adult
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting
Val D'Orcia Dreaming!!

Val D'Orcia Dreaming!!

€196
per adult
Val D'Orcia Dreaming!!
Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

€220
per adult
Brunello Wine Tour and Val D'Orcia Landscape
See all activities in Pienza

Frequently asked questions

How much does a Pienza holiday package cost?
You can snap up a holiday package to this popular destination from €822 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.

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