A historic square with a prominent tower and statues.

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Check availability on Pienza Luxury Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Pienza luxury hotels

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.

1. L'Olmo

L'Olmo
Pienza
£372
includes taxes & fees
5 Nov - 6 Nov
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

2. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Tuscany farm stay offers rustic luxury with winery, seasonal pool, and bar in Val di Chiana.
£200
includes taxes & fees
25 Oct - 26 Oct
Tenuta Santo Pietro
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.
A compact kitchen with wooden cabinets, a microwave, and a sink.
A staircase with a handrail leading to a door with a blue handle.
A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
£68
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
Terrace/patio
A bedroom with a bed, a chair, a desk, and a window with curtains.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.
A serene outdoor pool area with a view of rolling hills and a sunset sky.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
£209
includes taxes & fees
27 Oct - 28 Oct
Relais Val d'Orcia
An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
A rural landscape with a stone house, a swimming pool, and rolling hills in the background.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
  • Tuscan elegance meets vineyard vistas at this historic Montalcino hotel with spa, golf, and wine retreat pleasures.
£1,034
includes taxes & fees
3 Nov - 4 Nov
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A dining area with a brick archway, tables set for dining, and a fireplace.
An open door leading to a patio with a view of a green landscape and distant hills.

6. Lupaia

Lupaia
Torrita di Siena
£593
includes taxes & fees
22 Nov - 23 Nov
Lupaia
A stone wall with a view of rolling hills and mountains.
A courtyard with stone buildings, potted plants, and outdoor seating.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.
A stone building with a swimming pool, lounge chairs, and umbrellas.

7. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
  • Immerse in Tuscan luxury at a mountainside wine estate hotel featuring exclusive spa services, a seasonal pool, and 2 restaurants.
£903
includes taxes & fees
1 Nov - 2 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
A stone building with a pool overlooking a mountainous landscape.
Vineyard
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

8. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
  • Tuscan thermal bliss awaits at this castle resort, where hot springs and spa treatments elevate luxury in Montalcino's countryside.
£473
includes taxes & fees
15 Nov - 16 Nov
Castello di Velona Resort Thermal SPA & Winery
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.

9. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Historic Tuscan luxury with a poolside bar, boutique elegance, and stunning garden views.
£567
includes taxes & fees
28 Oct - 29 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A swimming pool with lounge chairs and a person in a patterned dress.
A stone staircase with candles and a sign reading "CANTINA".
A courtyard with outdoor seating, stone buildings, and trees.
A stone building with a swimming pool and a tennis court.

10. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
  • Tuscan countryside retreat offers five-star luxury with full-service spa and two pools.
£431
includes taxes & fees
23 Nov - 24 Nov
Castel Monastero - The Leading Hotels of the World
View all properties

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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."
Charles 6-night trip
Posted 1 day ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 1 day ago
Castiglion del Bosco, A Rosewood Hotel
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Unbelievable view! And the rooms were very clean and large. I hope we get the opportunity to make it back to this hotel one day!"
Rebecca 2-night trip
Posted 4 days ago
Fonteverde Thermal Spa Resort Tuscany

Frequently asked questions

Which area of Pienza, Tuscany, Italy is best to stay in for luxury hotels?
For luxury hotels in Pienza, the historic centre around Piazza Pio II offers the most convenient upscale stay within the town itself. This area provides unparalleled access to Pienza's main sights, allowing you to walk to charming restaurants and the bustling main square with ease. It's the ideal choice for those who appreciate being amidst the town's vibrant setting and wish to explore on foot.Alternatively, for those seeking a more luxurious boutique-resort experience with breathtaking views and enhanced privacy, the countryside just outside Pienza in Val d'Orcia is an exceptional option. Here, you'll discover higher-end properties located amidst panoramic landscapes, offering a tranquil retreat away from the town's hustle and bustle.
How much does a luxury hotel in Pienza cost?
Luxury hotel prices in Pienza vary, but you can find a great deal from £99 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.
What are the top-rated luxury hotels in Pienza?
The Hotel Corsignano, a superb 4-star establishment with an outstanding guest rating of 9.4, promises an indulgent escape in the heart of Pienza. This hotel caters to discerning couples seeking a luxurious and memorable stay.Guests can look forward to sinking into premium bedding after a day of exploring, ensuring a truly restful night's sleep. To elevate your experience, the hotel offers a delightful champagne service, great for celebrating special moments. For those who appreciate the finer things, designer toiletries are provided, adding a touch of elegance to your daily routine.
What luxury activities and experiences are there in Pienza, Tuscany, Italy?
Pienza, located in the heart of Tuscany, offers an exquisite array of luxury experiences, particularly focusing on food, wine, and bespoke tours that cater to travellers. The town is a gateway to the stunning Val d'Orcia and nearby gems like Montalcino and Montepulciano, providing a superb blend of sophisticated indulgence and authentic Italian charm.For food and wine connoisseurs, Pienza is a true paradise. You can immerse yourselves in private wine tours and exclusive tastings at boutique wineries, savouring the renowned Brunello and Nobile wines, often accompanied by gourmet lunches or intimate cellar visits. A visit to a Pecorino cheese farm is a must, allowing you to sample the region's famous cheese, often paired with local honey and jams. Culinary enthusiasts can also partake in hands-on cooking classes, learning to craft traditional Tuscan dishes such as handmade pasta or delicious cantucci. Fine dining experiences await at elegant Tuscan farmhouses or even in private homes, where meals are expertly paired with regional wines, offering an unforgettable gastronomic journey.Couples seeking a romantic escape will find Pienza especially enchanting. Imagine soaring above the picturesque Val d'Orcia in a hot-air balloon at sunrise, a truly breathtaking experience. Private chauffeured tours in luxury vehicles offer door-to-door service, allowing you to explore Pienza, Montalcino, and Montepulciano at your own pace, with custom itineraries designed to your preferences. For a unique adventure, consider a truffle hunting excursion, followed by a meal featuring your freshly discovered treasures. Boutique accommodations and high-end country retreats in or near Pienza provide stunning views over the Val d'Orcia, creating a great backdrop for a romantic and luxurious stay.Adventure seekers can explore the rolling Tuscan landscape with a touch of elegance. E-bike tours, Vespa tours, or even quad/ATV excursions offer an exhilarating way to discover the scenic beauty of Val d'Orcia.
Which luxury hotels in Pienza are good for families?
The Hotel Corsignano, a distinguished 4-star establishment with an impressive review rating of 9.4, is an excellent choice for families seeking a luxurious stay in Pienza. This hotel ensures a truly indulgent experience with its premium bedding, promising a restful night's sleep for everyone, and offers designer toiletries for an added touch of elegance.For those who appreciate the finer things, the Hotel Corsignano also provides an exclusive champagne service, great for celebrating special family moments. Additionally, guests can immerse themselves in the rich local culture with private winery tours, offering a sophisticated and memorable experience for adults while younger family members can enjoy the beautiful surroundings.Located conveniently close to significant historical sites such as Palazzo Borgia, Palazzo Comunale, Palazzo Piccolomini, and Pienza Cathedral, the hotel offers both luxury and easy access to Pienza's captivating heritage.
Which luxury hotels in Pienza are good for couples?
The Hotel Corsignano, a distinguished 4-star establishment, is an exceptional choice for couples seeking a luxurious and romantic escape in Pienza, boasting an impressive guest rating of 9.4.Couples will adore the thoughtful touches like premium bedding and designer toiletries, ensuring a truly indulgent stay. For those who appreciate the finer things, the hotel offers an exclusive champagne service, great for celebrating special moments. Moreover, the opportunity to embark on private winery tours directly from the hotel adds an extra layer of romance and sophistication to your Tuscan adventure.
Are there any top luxury hotels near Historic Centre of Pienza?
Hotel Corsignano, a splendid 4-star establishment with an impressive review rating of 9.4, is an excellent choice for those seeking luxury near the Historic Centre of Pienza.Couples will particularly appreciate the refined touches, such as premium bedding for a restful night's sleep and designer toiletries that add a touch of indulgence to your stay. To elevate your experience further, the hotel offers a sophisticated champagne service, great for celebrating special moments.
Which luxury hotels in Pienza are near Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG)?
The Hotel Corsignano, a fabulous 4-star establishment with a superb guest rating of 9.4, is an excellent choice for those seeking luxury near Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG). This hotel ensures a truly pampering experience with its premium bedding, promising a restful night's sleep after a day of Tuscan adventures.For those who appreciate the finer things in life, the Hotel Corsignano goes above and beyond with its exclusive private winery tours, offering a taste of the region's renowned viticulture. You can also expect designer toiletries and a sophisticated champagne service, adding a touch of extravagance to your stay. The friendly and amazing front desk staff, along with super nice general staff, consistently receive high praise, ensuring a warm and welcoming atmosphere.
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.
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 instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. 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. 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. *Savings vary and are not available on all flight and hotel bookings.

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