Pienza Holidays from £214

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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.
Rocca Palazzaccio
Aurum Firenze
Palazzo Firenze by Baglioni Hotels & Resorts
The Moon Boutique Hotel & Spa
LHP River Club

Things to do in and around Pienza

Pienza, a charming destination in Tuscany, offers a delightful blend of outdoor activities and cultural experiences, making it perfect for a romantic getaway. Visitors can indulge in rejuvenating spa treatments, explore local shopping areas, and immerse themselves in the town's rich heritage. Don't miss the opportunity to savour the local cuisine and enjoy leisurely strolls through its picturesque streets, creating unforgettable memories during your visit.

Shopping

Pienza offers charming local shops for unique souvenirs like RI Crea RE. If you're up for a drive, head to Valdichiana Outlet Village, 19.3km away, for a wider selection of brands and family-friendly entertainment. Don't miss Pinzi Pinzuti, located 22.5km away for more delightful finds.

Recreation

At Terme di Chianciano, indulge in rejuvenating spa treatments amidst serene surroundings, just 11.3km from Pienza. Experience luxury at the Chapel of our Lady of Vitaleta, a countryPrivateClub 3.2km away, or visit San Giovanni Terme Rapolano for blissful body treatments, located 24.1km away.

Adventure

Experience the thrill of skiing at Macinaie Ski Lift, located 20.9km from Pienza, where you can enjoy exhilarating slopes. For karting enthusiasts, the Siena Circuit, 30.6km away, offers adrenaline-pumping races. Alternatively, the Saltalbero Adventure Park, 24.1km from Pienza, features exciting zip lines and ropes courses amidst nature.

Nightlife

Pienza offers a charming nightlife with quaint bars and eateries. Experience local wines at Enoteca Di Ghino or enjoy a relaxed evening at La Buca delle Fate, known for its warm ambience and delicious Tuscan fare. The town's picturesque streets come alive with laughter and conversation under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Pienza

Pienza, a charming town in Tuscany, is perfect for a romantic getaway, offering a blend of outdoor adventure and cultural experiences. Explore the stunning piazza, visit the historic monastery, and unwind in the nearby hot springs. Don't miss the impressive Pienza Cathedral, which showcases the area's rich heritage. With its captivating sights, Pienza promises an unforgettable vacation for those seeking both relaxation and exploration.

  • Palazzo Avignonesi: Located 9.7km from Pienza, this charming piazza offers a vibrant cultural atmosphere. It's a perfect spot to enjoy local cafés, art, and the dynamic spirit of the city, making it a delightful place to relax and immerse yourself in Tuscan life.
  • Monte Oliveto Maggiore Abbey: About 16.1km from Pienza, this serene monastery is a cultural gem. Visitors can explore its stunning frescoes and tranquil gardens, providing a peaceful retreat and insight into monastic life, set against breathtaking Tuscan landscapes.
  • Sarteano Castle: Situated 17.7km from Pienza, this romantic castle boasts impressive architecture and rich history. Wander through its ancient walls and enjoy panoramic views of the surrounding countryside, making it a perfect spot for a picturesque day out.

Best time to go to Pienza

The best time to visit Pienza is dependant on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are slightly high and weather is sunny. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly SunnySlightly LowSlightly Low
February40.6°F (4.8°C)Light RainMostly SunnyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
April50.9°F (10.5°C)Light RainMostly SunnySlightly HighAverage
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainSunnyAverageSlightly High
July73.0°F (22.8°C)No RainSunnyAverageSlightly High
August73.0°F (22.8°C)No RainSunnySlightly HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnySlightly HighAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly LowAverage
December42.1°F (5.6°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Pienza

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Pienza.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Pienza.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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
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
The price is £127 per night from 3 Aug to 4 Aug
£127
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (301 reviews)
"All 1st class. Food excellent"

Reviewed on 20 Jul 2025

Hotel Corsignano
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29, Pienza, SI
The price is £184 per night from 26 Aug to 27 Aug
£184
26 Aug - 27 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
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

What to do 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.