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

Historic Centre of Florence
€352
per person
28 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
The hotel is in a great location in terms of the train station, however the neighbourhood and a street that the hotel is located on is very sketchy. There were no good authentic Italian restaurants or cafes near by. There was often a weird lingering smell in the room and the wifi never worked for us once during our entire stay. The hotel is still walking distance to all the main attractions in just a short 10 or 15 minutes. The room was modern and basic, and we really liked the extra security measures like the front door to the hotel locking and and the door to the elevator and stairs locking as well which can only be unlocked with the room key.

Reviewed on 8 Aug 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
€965
per person
25 Oct - 30 Oct
found 22 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Hotel was clean and modern and the staff and rooftop bar were great

Reviewed on 7 Aug 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
Save 100% on your flight
€836
per person
25 Oct - 30 Oct
found 22 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (577 reviews)
Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!

Reviewed on 1 Aug 2026

Columbus Urban Resort

Columbus Urban Resort

Campo di Marte
Save 100% on your flight
€709
per person
25 Oct - 30 Oct
found 22 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (29 reviews)
A beautiful hotel. Staff were very friendly and helpful

Reviewed on 25 Jul 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

Historic Centre of Florence
Save 100% on your flight
€1,060
per person
25 Oct - 30 Oct
found 22 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (584 reviews)
Organic foods, drinks and amazing roof top views and location. The courtyard and restaurant experience was exceptional and we can’t wait to book our trip back to Florence. Room 100 was fantastic and far exceeded our expectations. The staff were great from the kitchen to the restaurant. Well done

Reviewed on 3 Aug 2026

Things to do in and around Pienza

Pienza, a charming town in Tuscany, is ideal for outdoor and romantic getaways, offering a range of activities such as spa treatments and access to private country clubs. Visitors can indulge in wellness experiences and explore the picturesque surroundings, making it a perfect destination for a memorable tourist journey. With its blend of relaxation and entertainment, Pienza promises an enchanting holiday for all who venture there.

Shopping

Pienza offers a delightful shopping experience with local stores like RI Crea RE, perfect for unique souvenirs. If you're up for a drive, Valdichiana Outlet Village, located 19.3km away, features a variety of shops for fashion and lifestyle items.

Recreation

Relax at the Parco Piscine Capenti Outdoor Pool, a family-friendly aquatic centre 25.7km from Pienza, or indulge in luxury at the Chapel of Our Lady of Vitaleta, a private club just 3.2km away. Experience wellness and relaxation at the Terme di Chianciano spa, located 11.3km from Pienza.

Adventure

Experience the thrill of ziplining at Saltalbero Adventure Park, located 24.1km from Pienza, surrounded by stunning landscapes. Enjoy family fun at Tavernelle Aquatic Park, 37.0km away, with exciting water attractions. For winter sports, head to the Macinaie Ski Lift, 20.9km from Pienza, perfect for skiing adventures.

Nightlife

Pienza's nightlife offers a charming atmosphere with quaint wine bars and rustic trattorias. Visit the Enoteca di Pienza for exquisite local wines, and enjoy traditional Tuscan dishes at La Porta. For a more vibrant scene, head to Bar del Corso for cocktails and mingling with locals under the stars.

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

Find the best attractions in and around Pienza

Pienza, nestled in the heart of Tuscany, is an idyllic destination for outdoor enthusiasts and romantics alike. Visitors can explore charming piazzas, ancient monasteries, and soothing hot springs, while indulging in the rich culture and scenic beauty the area has to offer. Key attractions include the stunning Pienza Cathedral, making it a perfect spot for those seeking a blend of cultural experiences and natural delights.

  • Pienza Cathedral: Nestled in the heart of Pienza, this stunning cathedral showcases exquisite Renaissance architecture and offers a serene atmosphere. Its intricate interior and cultural significance make it a must-visit for art and history enthusiasts.
  • Palazzo Avignonesi: Located 9.7km from Pienza, this charming piazzaSquare is rich in culture and city vibes. It serves as a lively gathering place, surrounded by beautiful buildings and offering a taste of local life, perfect for people-watching and enjoying a leisurely stroll.
  • Palazzo Borgia: Situated within Pienza, this historicBuilding is a true gem, reflecting the city's rich past. Its elegant architecture and cultural aura make it an ideal spot for those interested in exploring the history of the region.

Best time to go to Pienza

The best time to visit Pienza can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pienza falls in July and August. August has slightly high visitor numbers and sunny weather. The coolest average temperature in Pienza falls in January, 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 to Pienza during the low season (December to February) for more affordable options.
  • 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.

Top hotels in Pienza

Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
€181
9 Aug - 10 Aug
includes taxes & fees
Hotel Corsignano
Hotel San Gregorio

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI
Fully refundableReserve now, pay when you stay
€226
25 Aug - 26 Aug
includes taxes & fees
Hotel San Gregorio
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
€472
4 Sept - 5 Sept
includes taxes & fees
9.6/10 Exceptional! (72 reviews)
"We had an amazing time staying at this property: the staff were super helpful, going beyond what was expected to accommodate our late arrival. The room was very clean and cozy looking, the views surrounding the property were breathtaking, we couldn’t believe our eyes. The view of the property were ..."

Reviewed on 17 Jun 2026

Agriturismo Il Macchione
See all 6,084 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.

Stay near popular Pienza attractions

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)
Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.
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Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.

Historic Centre of Pienza

9.6/10 (42 reviews)
Pienza's Historic Centre showcases Pope Pius II's Renaissance ideal city vision with harmonious architecture. Explore cobblestone streets, the Cathedral and Palazzo Piccolomini, and sample the town's famous pecorino cheese.
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Palazzo Piccolomini

9.4/10 (199 reviews)
This Renaissance masterpiece was Pope Pius II's summer residence, designed by Bernardo Rossellino. From its hanging gardens, savour breathtaking panoramic views across the Val d'Orcia's rolling Tuscan landscape.
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Pieve di Corsignano

9.0/10 (17 reviews)
This 10th-century Romanesque church features a circular bell tower and Pope Pius II's baptismal font. Inside, soft light illuminates ancient stone carvings across its three-naved interior.
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Monastery of Sant'Anna in Camprena

This former monastery in the Tuscan hills showcases remarkable Renaissance frescoes in a tranquil setting. Savour authentic regional cuisine while staying overnight in the historic stone buildings.
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Palazzo Borgia

8.8/10 (21 reviews)
This Renaissance palace houses the Museo Diocesano with masterpieces by Lorenzetti and Signorelli. Admire 12th-century crucifixes and medieval art while exploring the former residence of Cardinal Rodrigo Borgia.
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Piazza Pio II

9.2/10 (44 reviews)
This Renaissance masterpiece, designed by Bernardo Rossellino in 1459, showcases perfect architectural harmony at Pienza's heart. Explore the cathedral's artworks and enjoy sweeping Tuscan views from the elegant terrace.
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Enoteca Di Ghino

10.0/10 (1 review)
This intimate wine shop in Pienza's historic centre showcases 2,000 carefully curated Italian and international labels. Let the knowledgeable staff guide you through tastings that perfectly complement Tuscan cuisine.
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What to do in Pienza

Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

€119
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€94
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
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 €352 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.

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