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Our top choices for Pienza hotels

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (631)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza

Vento Dorcia

Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (23)
"amazing place and people!"
United States
jorge
The price is NZ$322
includes taxes & fees
7 Jan - 8 Jan 2026
Vento Dorcia

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is NZ$183
includes taxes & fees
13 Jan - 14 Jan 2026
TuscanyLettings Studio&Room

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is NZ$170
includes taxes & fees
11 Jan - 12 Jan 2026
PienzaLettings Suites

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7)
"Its a little hotel with a great host!! "
United States
Valerie
Hotel Rutiliano Centro Benessere

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is NZ$359
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is NZ$182
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Gioia - Casa Olivieri

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is NZ$333
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Corsignano

Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (56)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is NZ$254
includes taxes & fees
10 Jan - 11 Jan 2026
Rossellino

La Bandita Townhouse

La Bandita Townhouse
Pienza
10.0 out of 10, Exceptional, (6)
"Fabulous hotel - comfortable, quiet and the staff is incredibly friendly. Looking forward to my next stay! "
United States
Elin
The price is NZ$920
includes taxes & fees
7 Jan - 8 Jan 2026
La Bandita Townhouse

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (8)
"“Oasi di pace in Umbria. Camera ampia, moderna e pulitissima; letto comodissimo e bagno con doccia top. Colazione ricca, con opzioni dolci e salate. Comodo il parcheggio interno e l’accesso semplice con codice. La piscina all’aperto è perfetta per rilassarsi dopo le visite nei borghi vicini. Staff gentilissimo (un grazie speciale ad Anna in reception) e massima cura dei dettagli. Siamo stati benissimo e torneremo sicuramente. Consigliatissimo!”"
Italy
matteo
The price is NZ$241
includes taxes & fees
4 Jan - 5 Jan 2026
The Monteleone

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (94)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is NZ$337
includes taxes & fees
6 Jan - 7 Jan 2026
Borgo Sant'Ambrogio Resort

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is NZ$166
includes taxes & fees
19 Jan - 20 Jan 2026
Grand Hotel Impero - Wellness & Exclusive SPA

Agriturismo Il Sentiero

Agriturismo Il Sentiero
Acquapendente
8.4 out of 10, Very good, (45)
"This was a charming and comfortable accommodation. Very friendly staff and beautiful views of countryside. "
United States
Kelsey
Agriturismo Il Sentiero

Casale Serena

Casale Serena
Fabro
9.4 out of 10, Exceptional, (32)
"excellent experience"
United States
wayne
Casale Serena

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very good, (51)
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti
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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Stay near popular Pienza attractions

Learn more about Pienza

The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II.

Pienza showing a square or plaza, a monument and heritage architecture

Top Pienza Hotel Reviews

More cheap accommodation in Pienza

Find out more about Pienza

Top reasons to visit Pienza

  • Stunning Tuscan Countryside: Pienza offers breathtaking views of rolling hills and picturesque landscapes, perfect for leisurely strolls.
  • Delicious Local Cuisine: Savor exquisite dishes and local delicacies, especially at the renowned Pienza cheese factory.
  • Historic Charm: Explore the charming streets and historic centre, rich in culture and heritage.
  • Relaxing Hot Springs: Unwind in nearby hot springs for a rejuvenating experience amidst nature.
  • Enchanting Nearby Villages: Discover the delightful villages of Montepulciano and Montalcino, known for their wines and friendly locals.

Find great hotels in and around Pienza

Discover the ideal accommodation options in Pienza, Tuscany, where charming agritourism properties and hotels await your arrival. Whether you're seeking pet-friendly stays, family-friendly environments, or a winery-themed vacation, Pienza offers an array of choices to suit your needs. Experience the best hotels and accommodations that this picturesque town has to offer, ensuring a memorable Italian getaway.

  • Hotel Relais II Chiostro di Pienza: Experience the charm of Tuscany at Hotel Relais II Chiostro di Pienza, a 4-star haven nestled in the heart of Pienza. This hotel beautifully merges a business-friendly atmosphere with a pet-friendly policy, making it ideal for both corporate and leisure travellers. Offering multiple meeting rooms and conference spaces, it caters to professionals seeking a productive retreat. Nature lovers will appreciate the serene surroundings, while furry friends are welcome with open arms, ensuring a comfortable stay for all. Enjoy the unique combination of business amenities and a warm, inviting ambiance during your visit.
  • Castello di Velona Resort Thermal SPA & Winery: Indulge in luxury at the 5-star Castello di Velona Resort Thermal SPA & Winery, located just 16.1km from Pienza. This exquisite property is perfect for families looking for a lavish getaway. With a focus on relaxation and wellness, guests can unwind at the thermal spa or explore the stunning winery. Families are well-catered for, with amenities like onsite babysitting and complimentary cribs for younger children. The elegant décor and breathtaking views create an unforgettable experience, making it a top choice for those seeking a luxurious family retreat.
  • SI Montalcino Hotel: Adventure awaits at the 3-star SI Montalcino Hotel, situated a mere 16.1km from Pienza. This pet-friendly accommodation is perfect for those seeking an active holiday, offering exciting onsite adventure sports such as mountain biking. With a welcoming policy for pets, travellers can enjoy their outdoor pursuits alongside their furry companions. The hotel also ensures a comfortable stay with thoughtful amenities like food and water bowls for pets. Whether you're exploring the stunning landscapes or participating in thrilling activities, SI Montalcino Hotel provides a memorable experience for adventure seekers.

Where to stay near Pienza

Pienza, nestled in the heart of Southern Tuscany, is a delightful gem for romantic getaways and cultural exploration. Stroll through its charming streets, soaking up the historical ambiance and stunning scenery. Nearby, the rolling hills of Tuscany beckon with their picturesque views and tranquil atmosphere. Don't miss the enchanting villages of Montepulciano and Montalcino, where friendly locals and exquisite wines await, making your Italian holiday truly unforgettable.

  • Montepulciano: Nestled approximately 9.7km from Pienza, Montepulciano is a charming hilltop town renowned for its Renaissance architecture and stunning vistas of the surrounding vineyards. Visitors flock to this city throughout the year, with peak times in April and from July to August, drawn by its rich culture, outdoor activities, and romantic ambience. Montepulciano offers an array of experiences, including rejuvenating spa treatments and shopping in quaint boutiques. Notable landmarks such as historic monuments and a picturesque lake make it an ideal stop for travellers seeking both relaxation and exploration.
  • Montalcino: Located about 16.1km from Pienza, Montalcino is famous for its exquisite Brunello wine and medieval charm. This vibrant city sees a moderate influx of visitors, particularly during March to April and September. Montalcino is perfect for those looking for romantic getaways and entertainment, featuring delightful outdoor spaces and wellness venues. The city's rich history is reflected in its stunning historic sites and inviting tourist precincts, ensuring that every visitor finds something of interest. Sample the local wines and enjoy the breathtaking scenery that surrounds this picturesque locale.
  • San Quirico d'Orcia: Just 6.4km from Pienza, San Quirico d'Orcia is a delightful town that enchants visitors year-round, with peak periods in April and from July to August. Known for its outdoor experiences and romantic settings, San Quirico offers visitors a chance to unwind in spas or enjoy country private clubs. The town's unique attractions include natural hot springs, historic sites, and serene lakes, making it a perfect escape for those seeking both tranquility and adventure in the heart of Tuscany.

Things to do in and around Pienza

Pienza is a delightful destination for a romantic getaway, offering a blend of outdoor activities and rich cultural experiences. Visitors can indulge in rejuvenating spa treatments, explore charming local shops, and savour exquisite cuisine at various restaurants. Don't miss the chance to visit iconic attractions and wander through the picturesque streets of Pienza, soaking in the stunning Tuscan countryside and its unique heritage.

Shopping

Pienza offers charming shopping experiences with local stores like RI Crea RE for unique gifts. If you're up for a drive, visit Valdichiana Outlet Village, 19.3km away, for a wider selection of brands and entertainment options, or explore Pinzi Pinzuti, located 22.5km from Pienza.

Recreation

The Chapel of our Lady of Vitaleta offers a luxurious retreat just 3.2km from Pienza, surrounded by stunning countryside. Terme di Chianciano, 11.3km away, is perfect for wellness and relaxation with its soothing spa treatments. For sports enthusiasts, Golf Club Valdichiana, located 13.2km from Pienza, provides a fantastic outdoor golfing experience.

Adventure

The Macinaie Ski Lift, located 20.9km from Pienza, offers thrilling skiing experiences amidst stunning alpine scenery. For karting enthusiasts, the Siena Circuit, situated 30.6km away, provides an adrenaline-pumping adventure. Meanwhile, Saltalbero Adventure Park, 24.1km from Pienza, features exciting ziplines and rope courses in a beautiful outdoor setting.

Nightlife

Experience the charm of Pienza's nightlife by visiting the Signorelli Theatre and Vittorio Alfieri Theatre, both offering a blend of culture and romance. For a cinematic experience, head to Cesare Caporali Theatre. Enjoy family-friendly vibes and delightful entertainment just 33.8km away.

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

Booking tips and Expedia advantages for Pienza

To save money on your visit to Pienza, consider travelling during the off-peak months of December to February when prices are lower. Book your accommodation about a month in advance for the best rates, and check Expedia for last-minute deals. Saturdays offer the cheapest stays, while Tuesdays are pricier. Use Expedia’s filters to refine your search by budget and location, and look for package deals that combine flights and activities. Don’t forget to check for free cancellation options and the best price guarantee to help you save even more.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pienza are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Pienza about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pienza is Saturday. The most expensive day to stay in Pienza is Tuesday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your options based on your budget, preferred location, and desired hotel type. To discover the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save some money by combining your Pienza hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions in and around Pienza

Pienza, a charming Tuscan town, offers a delightful blend of outdoor adventures and cultural experiences, making it perfect for a romantic getaway. Visitors can explore the historic centre, savour local delicacies at the Pienza cheese factory, and unwind in the nearby hot springs. Don't miss the picturesque piazza, and take time to visit the stunning monasteries that dot the landscape, ensuring a memorable trip filled with culture and beauty.

  • Pienza Cathedral: Experience the serene beauty of Pienza Cathedral, a stunning example of Renaissance architecture. The intricate details and cultural significance make it a peaceful spot for reflection in the heart of Pienza.
  • Historic Centre of Pienza: Wander through the Historic Centre of Pienza, a UNESCO World Heritage site celebrated for its charming streets, historic buildings, and vibrant local culture. The atmosphere is rich in history, making it a delightful place to explore.
  • Piazza Grande: Just 8.0km from Pienza, Piazza Grande is a lively square that offers a perfect blend of culture and city vibes. Enjoy local cafes, artisan shops, and soak in the vibrant community life as you relax and people-watch.

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

The nearest major airports for your trip to Pienza

To reach Pienza, you can fly into two major airports. Florence Airport (FLR-Peretola) is situated 90.1km away, with excellent hotels nearby, such as the Bernini Palace, a 5-star hotel offering a variety of transportation services including 24-hour airport shuttle and transfers. Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) is 67.6km from Pienza, with notable options like Sina Brufani, which provides an on-request airport shuttle and other transport services. Both airports offer convenient access to Pienza, ensuring a pleasant start to your Tuscan holiday.

Frequently asked questions

Where is the best place for a stay in Pienza?
Affitacamere Maria Gabriella is a favourite with Expedia customers. This affittacamere offers free breakfast and free parking. Other top choices based on traveller reviews include Vento Dorcia and A440 in Tuscany. See all available top hotels, or vacation rentals in Pienza.
What are some of the best holiday rentals that Pienza has to offer?
The House of Alice, charm and relaxation: This holiday home rental outside of Pienza is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books. See all vacation rentals in Pienza.
If I need to cancel my hotel reservation in Pienza, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pienza.
What's the best family accommodation in Pienza?
Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other choices for your family trip include Podere Spedalone and Agriturismo Il Macchione. Also, children of all ages will enjoy a visit to RI Crea RE. Find more child-friendly accommodations in Pienza.
What is the favourite LGBTQ-friendly place to stay in Pienza?
Relais Val d'Orcia is a top LGBTQ-friendly B&B that features free breakfast and free Wi-Fi. A440 in Tuscany and Vento Dorcia are two other good options for your trip. See all available hotels listed as LGBTQ-friendly in Pienza.
What's the best dog-friendly hotel in Pienza?
Hotel Corsignano is a top hotel for people travelling with their pets, and offers 2 hot tubs - and free WiFi for its human guests. Two other good options to stay with your pet include Podere Spedalone and Hotel Relais II Chiostro di Pienza. See more pet-friendly hotel accommodations in Pienza.
What are some hotels with pools in Pienza?
Hotel Relais II Chiostro di Pienza: Features a rooftop terrace, a seasonal outdoor pool and daily. Hotel San Gregorio and Agriturismo Il Macchione are two additional hotels that offer an on-site pool. View all hotels with pools in Pienza.
What is the best spa hotel in Pienza?
Sant'Anna in Camprena Agriturismo is a top spa hotel featuring a vineyard, a rooftop terrace and a hair salon. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages and hot stone massages. Other popular spa hotels in Pienza include La Bandita Townhouse and Relais Val d'Orcia. See all spa hotels in Pienza.
What is staying in Pienza like?
Visitors can enjoy all that Pienza has to offer, including the churches, wineries and temples. The rural and quaint setting also entices those visiting the city. In Pienza, there are 184 hotels and other accommodation options to choose from. Find out more about Pienza.
What is there to see in Pienza?
Cultural venues include Palazzo Borgia, Artemisia Gallery and Art Studio di Adelina Quadri. Landmarks like Palazzo Piccolomini, Historic Centre of Pienza and Pienza Cathedral might be worth a visit. A couple of additional sights to add to your itinerary are Val di Chiana and Piazza Pio II. Take a look at what more there is to see and do in Expedia's Pienza guide.
What's the weather like in Pienza?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.

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