A historic square with a prominent tower and statues.

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Our top choices for Pienza luxury hotels

Land view from property

Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (370 reviews)
  • cleanliness
    Rejuvenate in an upscale Tuscan retreat where 2 hot tubs await, just steps from Pienza Cathedral and historic attractions.
The price is £141
includes taxes & fees
5 Aug - 6 Aug
Hotel Corsignano
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (121 reviews)
  • cleanliness
    Elegant lakeside luxury awaits at this 5-star farm stay featuring Italian cuisine, seasonal outdoor pool, and stunning valley views.
The price is £191
includes taxes & fees
12 Aug - 13 Aug
Borgo Sant'Ambrogio Resort
Indoor pool, 2 outdoor pools, pool loungers

ADLER Thermae

ADLER Thermae
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (76 reviews)
  • cleanliness
    Thermal luxury awaits at this San Quirico d'Orcia hotel with 2 hot springs, full-service spa with 21 treatment rooms, and winery.
The price is £633
includes taxes & fees
23 Jul - 24 Jul
ADLER Thermae
Indoor pool, 2 outdoor pools

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.8 out of 10, Exceptional, (76 reviews)
  • cleanliness
    Rural luxury sanctuary with thermal spa, 3 pools, and full pampering in the Tuscan countryside.
The price is £309
includes taxes & fees
30 Jul - 31 Jul
La Posta Hotel & Thermal Spa
Villa (Agresto) | Living area | LCD TV, pay films

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Tuscan elegance meets vineyard vistas at this historic Montalcino hotel with spa, golf, and wine retreat pleasures.
The price is £1,464
includes taxes & fees
2 Aug - 3 Aug
Castiglion del Bosco, A Rosewood Hotel
Front of property

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.4 out of 10, Exceptional, (51 reviews)
The price is £242
includes taxes & fees
24 Jul - 25 Jul
Hotel Osteria Dell Orcia
Exterior

Albergo Le Terme

Albergo Le Terme
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (77 reviews)
The price is £187
includes taxes & fees
6 Aug - 7 Aug
Albergo Le Terme
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
The price is £175
includes taxes & fees
27 Jul - 28 Jul
Abbadia Sicille Relais
View from property

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (359 reviews)
  • cleanliness
    Tuscan thermal bliss awaits at this castle resort, where hot springs and spa treatments elevate luxury in Montalcino's countryside.
The price is £471
includes taxes & fees
21 Aug - 22 Aug
Castello di Velona Resort Thermal SPA & Winery
Exterior

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.6 out of 10, Exceptional, (154 reviews)
  • cleanliness
    Tuscan spa escape delivers rural tranquility and luxurious wellness at this Montepulciano retreat.
The price is £484
includes taxes & fees
21 Aug - 22 Aug
Precise Tale Poggio Alla Sala
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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Find out more about Pienza

Pienzaand its attractions for luxury travelers

Pienza, a charming town in the heart of Tuscany, offers an enchanting blend of history, culture, and exquisite cuisine, perfect for luxury travellers. Start your journey at the stunning Palazzo Piccolomini, where you can wander through its elegant gardens and gaze over the breathtaking Val d'Orcia landscape. For a taste of local flavours, indulge in a cheese tasting at an artisanal pecorino shop, where you can savour the rich, creamy delights of Tuscany’s famous sheep’s cheese. Art enthusiasts will appreciate the beautiful frescoes in the Cathedral of Pienza, whilst the quaint streets lined with boutique shops provide a perfect setting for a leisurely afternoon of shopping. After a day of exploration, unwind at a luxury hotel like the exquisite La Bandita Townhouse, known for its stylish décor and attentive service, allowing you to relax in tranquillity as you soak in the magnificent Tuscan views. In Pienza, each experience is steeped in authenticity, ensuring that your family vacation is not only memorable but also a true indulgence.

Find the best luxury hotels and resorts in Pienza

For those seeking a lavish escape in Pienza, Tuscany, these exquisite hotels offer unparalleled luxury and charm, ensuring a memorable stay in this beautiful region.

Relais Val d'Orcia

  • Why it's great for a luxury retreat: Relais Val d'Orcia offers an unparalleled luxury experience, with an outstanding review rating of 10.0. This exquisite hotel features premium bedding, deep soaking bathtubs, and a concierge service dedicated to fulfilling every guest's desire. With its beautiful pool and onsite spa, guests can relax and rejuvenate in a tranquil setting surrounded by the idyllic Tuscan landscape.
  • Other amenities: Additional amenities include complimentary breakfast, self-parking, and the convenience of contactless check-in. Guests can also enjoy hot springs, a rooftop terrace, and various recreational activities such as biking and hiking in the nearby area, ensuring a luxurious and memorable stay.
  • Nearby attractions: Val di Chiana - 0 km, La Foce - 11.4 km, Sarteano Castle - 12.9 km

Tenuta Santo Pietro

  • Why it's great for a luxury retreat: Tenuta Santo Pietro is a luxurious retreat characterised by its stunning vineyard and impeccable service, earning a remarkable guest review rating of 9.6. This hotel features an onsite winery with private tours, a poolside bar, and indulgent bathrobes for that extra touch of comfort. Guests can unwind in elegant rooms with premium bedding and deep soaking bathtubs, creating an atmosphere of relaxation and sophistication.
  • Other amenities: Beyond its exquisite accommodations, guests can enjoy a buffet breakfast, 24-hour outdoor pool access, and beautiful terraces. The hotel also offers convenient airport transportation, free housekeeping, and a variety of nearby activities like hiking and mountain biking, ensuring an enriching stay in the heart of Tuscany.
  • Nearby attractions: Val di Chiana - 0.8 km, Historic Centre of Pienza - 5.4 km, Enoteca Di Ghino - 5.4 km

Hotel Corsignano

  • Why it's great for a luxury retreat: Hotel Corsignano stands out as a luxurious haven for travelers, an exceptional review rating of 9.4. This elegant hotel offers premium bedding, personalised concierge services, and exquisite champagne service, ideal for those wanting to elevate their stay. The hotel’s unique winery with private tours allows guests to indulge in the finest local wines, encapsulating the essence of Tuscany.
  • Other amenities: In addition to its luxurious offerings, Hotel Corsignano features a terrace with beautiful views, an inviting hot spring, and convenient airport transportation. Guests can also take advantage of the hot tub and self-parking facilities. Daily housekeeping ensures that every detail is taken care of, allowing visitors to fully immerse themselves in the luxurious experience.
  • Nearby attractions: Historic Centre of Pienza - 0.4 km, Palazzo Borgia - 0.8 km, Pienza Cathedral - 0.8 km

A440 in Tuscany

  • Why it's great for a luxury retreat: A440 in Tuscany provides an exceptional luxury experience, receiving an impressive guest review rating of 9.4. This elegant hotel features premium bedding, air conditioning, and a dedicated concierge service to cater to guests' every need. The winery’s tasting room adds a unique touch, allowing visitors to savour local wines in a sophisticated setting.
  • Other amenities: In addition to its luxurious amenities, A440 boasts a beautiful outdoor pool, complimentary breakfast, and stunning terraces. Guests can also benefit from self-parking options, complimentary daily housekeeping, and nearby hot springs, ensuring a lavish stay in the heart of Tuscany.
  • Nearby attractions: Pienza Cathedral - 1.3 km, Palazzo Piccolomini - 1.3 km, Pieve di Corsignano - 0.6 km

Hotel Relais II Chiostro di Pienza

  • Why it's great for a luxury retreat: Hotel Relais II Chiostro di Pienza is the perfect destination for luxury travelers looking to indulge in comfort and elegance. With an impressive guest review rating of 8.8, this hotel features a stunning winery, concierge services, and air-conditioned rooms that ensure a pleasant stay. Guests can enjoy breathtaking views from the rooftop terrace while soaking in the serene atmosphere of Tuscany.
  • Other amenities: Additional amenities include a refreshing pool, complimentary daily breakfast, and a beautiful garden area. The hotel also offers free housekeeping and toiletries, ensuring a straightforward experience. Guests can relax on the pool sun loungers or explore the historical district nearby, making this hotel a superb choice for luxury seekers.
  • Nearby attractions: Historic Centre of Pienza - 0 km, Palazzo Borgia - 0.6 km, Pienza Cathedral - 0.6 km

Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Very clean and very quiet"
Andrey 2-night trip
Posted 8 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

What are the top-rated luxury hotels in Pienza?
Among the top-rated luxury hotels in Pienza, Hotel Corsignano and Hotel Relais II Chiostro di Pienza are consistently celebrated for their exceptional quality.

The 4-star Hotel Corsignano, with a 9.4 rating, offers private winery tours and features designer toiletries and premium bedding. Customers frequently praise the friendly and amazing front desk staff.

The 4-star Hotel Relais II Chiostro di Pienza, rated 8.8, provides complimentary continental breakfast and boasts a convenient location. Reviewers often highlight the clean and quiet rooms.
Which area of Pienza is best to stay in for luxury hotels?
The best area to stay in Pienza for luxury hotels is within the historic centre itself, or just outside its walls for properties offering expansive views of the Val d'Orcia.

The historic centre of Pienza is compact and pedestrian-friendly, a UNESCO World Heritage site known for its Renaissance architecture. The main street, Corso Rossellino, runs through the heart of the town, connecting the Duomo and Palazzo Piccolomini at one end to the city gates at the other. Within these ancient walls, you'll find beautifully restored buildings, many of which now house boutique hotels and guesthouses.

Couples often find staying within the historic centre to be an ideal choice. It's wonderfully romantic, with narrow streets great for evening strolls and easy access to excellent restaurants and wine bars. You're never far from a stunning viewpoint overlooking the rolling Tuscan hills, and the convenience of stepping out directly into this historic setting is a real plus.

Alternatively, for those seeking more space and panoramic vistas, several luxury hotels are situated just a short walk or drive from the town's perimeter. These properties often boast larger grounds, swimming pools, and extensive gardens, all while offering breathtaking views of the iconic Tuscan landscape. This option is particularly appealing for couples who appreciate privacy and a tranquil setting, along with the convenience of Pienza's amenities nearby.
How much does a luxury hotel in Pienza cost?
Luxury hotel prices in Pienza vary, but you can find a great deal from £110 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Pienza are good for families?
In Pienza, Hotel Corsignano and Hotel Relais II Chiostro di Pienza are well-suited for families seeking luxury hotels.

The 4-star Hotel Corsignano, with a 9.4 rating, offers great experiences such as private winery tours, which can be an engaging activity for families. Guests consistently praise the staff for being super nice, and the breakfast as great, indicating a pleasant and accommodating environment.

The 4-star Hotel Relais II Chiostro di Pienza, rated 8.8, provides complimentary continental breakfast, which is convenient for families. Its location is frequently described as convenient and amazing, making it an excellent base for exploring Pienza.
What are the best luxury hotels in Pienza with a pool?
For luxury accommodation in Pienza with a pool, Hotel Relais Il Chiostro di Pienza is an excellent choice.

The 4-star Hotel Relais Il Chiostro di Pienza, with an 8.8 rating, offers a seasonal outdoor pool with sun loungers. Customers consistently praise its convenient and amazing location, as well as its clean and quiet rooms. Complimentary continental breakfast is also provided.
Which luxury hotels in Pienza are good for couples?
For couples seeking luxury accommodation in Pienza, Hotel Corsignano is an excellent choice.

The 4-star Hotel Corsignano, with a 9.4 rating, offers a refined experience with amenities such as private winery tours and champagne service, ideal for a romantic escape. Customers frequently praise the friendly and amazing front desk staff, as well as the good location.
Are there any top luxury hotels near Piazza Pio II?
For those seeking premium accommodation near Piazza Pio II, Hotel Corsignano and Hotel Relais Il Chiostro di Pienza are two distinguished options.

The 4-star Hotel Corsignano, with a 9.4 rating, offers a refined experience with amenities such as private winery tours, designer toiletries, and champagne service. Customers frequently praise its breakfast and the exceptionally friendly front desk staff.

The 4-star Hotel Relais Il Chiostro di Pienza, rated 8.8, provides a convenient location and features complimentary continental breakfast and a swimming pool with sun loungers. Guests often highlight the cleanliness and quietude of its rooms.
What luxury activities and experiences are there in Pienza?
The best area to stay in Pienza for luxury activities and experiences is within the historic centre, or just outside its walls, offering stunning views of the Val d'Orcia.

The historic centre of Pienza is a UNESCO World Heritage site, renowned for its Renaissance architecture and its position atop a hill. The main street, Corso Rossellino, is lined with shops selling local specialities, particularly Pecorino cheese. It's a compact and walkable town, making it easy to explore its beautiful squares and enjoy its elevated position.

Couples looking for a refined experience will find staying within Pienza's walls or in a nearby villa ideal. You can enjoy private guided tours of the town's architectural highlights, such as the Duomo and Palazzo Piccolomini, followed by exclusive Pecorino cheese tastings paired with local wines. Many fine dining restaurants in the historic centre offer tasting menus featuring regional ingredients, often with tables boasting panoramic views of the Tuscan landscape.

For those seeking a more expansive luxury experience, consider a stay at a boutique hotel or a restored farmhouse just outside Pienza. These properties often feature private pools, high-end spa facilities, and offer activities like hot air balloon rides over the Val d'Orcia or private cooking classes focusing on Tuscan cuisine.
How can I save on a luxury hotel in Pienza with Expedia?
There are plenty of ways to save on a luxury hotel in Pienza. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Pienza hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Pienza for you.

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