Winery Hotels in Pienza
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Winery Hotels in Pienza

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your current months are July, 2025 and August, 2025.

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Winery Hotels in Pienza

Cozy retreat with a single bed, bedside lamps, and a wooden nightstand.

Sit and work at the traditional desk with a comfortable cushioned seat and two matching chairs.

Prepare meals in this kitchen with a microwave and sink.

Stylish room with a high ceiling, central staircase, and wooden dining table.

TuscanyLettings Studio&Room

Pienza

The price is $106

$106

$121 total

includes taxes & fees

Jul 20 - Jul 21

TuscanyLettings Studio&Room

Sant'Anna in Camprena Agriturismo

Pienza

10.0 out of 10, Exceptional, (3)

10.0/10

Exceptional

(3)

The price is $211

$211

$237 total

includes taxes & fees

Jul 17 - Jul 18

Sant'Anna in Camprena Agriturismo

Kitchen features a gas stove, microwave, and stainless steel sink, with a tiled backsplash and window with an outside view.

Enjoy cooking and dining in this well-appointed kitchen and dining area, featuring a gas stove, round table, and elegant table setting.

Enter a serene bedroom with a bed and nightstand, featuring a small window with an outside view.

Traditional stone building with a wooden door and metal grille, set within a stone wall.

Casa Gioia - Casa Olivieri

Pienza

The price is $112

$112

$128 total

includes taxes & fees

Jul 20 - Jul 21

Casa Gioia - Casa Olivieri

A table set for a meal, featuring a variety of bread, pastries, and condiments.

Step into the historic Il Chistro di Pienza Relais, a 15th-century convent with arched doorways and columns.

Explore a serene courtyard with a beautifully maintained garden and arched windows.

Stroll through a serene courtyard with a covered walkway, surrounded by lush greenery and historic architecture.

Hotel Relais II Chiostro di Pienza

4.0 star property

Pienza

8.8 out of 10, Excellent, (589)

8.8/10

Excellent

(589)

Hotel Relais II Chiostro di Pienza

Enjoy breathtaking views of the lush landscape from this balcony with a table and two chairs.

Welcome to our reception area, featuring a reception desk, a potted plant, and a glass entrance.

Relax in style with a round table and wicker chairs under a shaded patio area.

Stunning hotel building with a modern design, featuring a symmetrical facade and beautifully manicured grounds.

Hotel Corsignano

4.0 star property

Pienza

9.4 out of 10, Exceptional, (302)

9.4/10

Exceptional

(302)

Hotel Corsignano

Relax in a charming outdoor seating area with a pergola, wicker chairs, and a brick backdrop.

Cozy retreat with a large bed, flat-screen TV, and rustic charm.

Relax in a spacious room with a pool table, comfortable seating areas, and a vaulted ceiling.

Traditional kitchen with oven, sink, and stove, leading to a dining area with a wooden table and seating.

Tenuta Santo Pietro

Pienza

9.6 out of 10, Exceptional, (110)

9.6/10

Exceptional

(110)

The price is $214

$214

$240 total

includes taxes & fees

Aug 16 - Aug 17

Tenuta Santo Pietro

Enjoy breathtaking views of the historic town from our rooftop terrace.

Stunning historic complex with a central courtyard and bell tower, surrounded by beautifully maintained gardens.

Cozy retreat with a bed, kitchenette, and desk area.

Enjoy a formal dining experience with comfortable seating and entertainment options.

Rossellino

Pienza

8.6 out of 10, Excellent, (51)

8.6/10

Excellent

(51)

The price is $128

$128

$146 total

includes taxes & fees

Jul 17 - Jul 18

Rossellino

Relax by the pool surrounded by a brick patio and picturesque views of rolling hills.

Experience the serene charm of this historic building, surrounded by a beautifully maintained garden with a variety of plants.

Guests can dine al fresco amidst a serene hilly landscape.

Enjoy cooking in this kitchen with oven, dining area, and wine rack.

Agriturismo Il Macchione

Pienza

9.6 out of 10, Exceptional, (53)

9.6/10

Exceptional

(53)

Agriturismo Il Macchione

Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

Stately building with a central entrance, flanked by large windows and a decorative fountain.

Enjoy a sumptuous spread of desserts and pastries in this elegant dining area, complete with a large mirror and classic decor.

Relax by the serene pool surrounded by lush greenery and a soothing waterfall.

Hotel San Gregorio

3.0 star property

Pienza

9.2 out of 10, Wonderful, (118)

9.2/10

Wonderful

(118)

Hotel San Gregorio

Enjoy a serene view of the outdoor pool from the comfort of your room.

Experience the tranquil atmosphere of this historic hotel, surrounded by lush greenery and beautifully maintained gardens.

Two classic chairs sit beside a beautiful floral arrangement against a tiled backdrop.

Surrounded by lush greenery, a serene sculpture sits on a grassy area, inviting relaxation and contemplation.

Hotel Rutiliano Centro Benessere

3.0 star property

Pienza

8.4 out of 10, Very Good, (6)

8.4/10

Very Good

(6)

Hotel Rutiliano Centro Benessere

Relax in this stylish living room with a large sofa, coffee table, and bookshelf, offering ample space for reading and relaxation.

Dine al fresco amidst lush greenery and a stone wall backdrop.

Enjoy dining in a stylish space with tables set for meals, a bar area, and a view of lush greenery.

Relax in this stylish room with a flat-screen TV, comfortable bed, and seating area.

La Bandita Townhouse

Pienza

10.0 out of 10, Exceptional, (4)

10.0/10

Exceptional

(4)

The price is $522

$522

$579 total

includes taxes & fees

Jul 18 - Jul 19

La Bandita Townhouse

Relax in a serene garden setting with comfortable seating and lush surroundings.

Experience a tranquil atmosphere in our spa, featuring a fireplace and a soothing ambiance.

Relax in a serene bedroom with a bathtub, cozy fireplace, and comfortable bed.

Relax in this spacious living area with a sofa, armchairs, and dining table.

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

9.4 out of 10, Exceptional, (143)

9.4/10

Exceptional

(143)

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Relax in a serene outdoor space surrounded by lush greenery and trees, perfect for reading or unwinding.

Relax in a serene hot tub surrounded by a stone backdrop and candles.

Experience a tranquil retreat with a soothing massage, fireplace, and warm beverage service.

Relax in a warm atmosphere with a fireplace and a hot tub, surrounded by candles and a champagne amenity.

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

9.0 out of 10, Wonderful, (36)

9.0/10

Wonderful

(36)

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Relax by the serene pool surrounded by lush greenery and historic architecture.

Relax in a serene outdoor setting with a hot tub surrounded by lush greenery and comfortable lounge chairs.

Relax in the inviting hot tub surrounded by a rustic stone wall and a warm fireplace.

Relax in a classic bedroom with a large bed, bedside table, and mounted TV.

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

4.0 star property

San Quirico d'Orcia

9.2 out of 10, Wonderful, (221)

9.2/10

Wonderful

(221)

The price is $240

$240

$269 total

includes taxes & fees

Aug 2 - Aug 3

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Relax by the serene pool surrounded by natural rock formations and a Mediterranean-style building.

Relax in a serene space with a tranquil view of the well-maintained garden and lush greenery.

Experience the tranquil atmosphere of this traditional hotel, surrounded by lush gardens and a serene body of water.

Enjoy a peaceful retreat with a view of the surrounding landscape and distant mountains from this room's large window.

ADLER Spa Resort Thermae

5.0 star property

San Quirico d'Orcia

9.4 out of 10, Exceptional, (63)

9.4/10

Exceptional

(63)

The price is $676

$676

$749 total

includes taxes & fees

Jul 17 - Jul 18

ADLER Spa Resort Thermae

Traditional building with a pitched roof and symmetrical facade, featuring a central entrance and windows on either side.

Classic four-poster bed with a canopy, flanked by nightstands and a chest of drawers.

Enjoy a glass of wine on the patio surrounded by the serene countryside views.

Classic design features a large mirror, console table, and metal bed frame.

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino

8.6 out of 10, Excellent, (7)

8.6/10

Excellent

(7)

The price is $47

$47

$57 total

includes taxes & fees

Jul 24 - Jul 25

Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Cozy living space with a sofa, dining table, and kitchen area.

Relax in this serene bedroom with a large bed, desk, and wardrobe.

Features a toilet, bidet, and large sink with mirror.

Guests can enjoy a tranquil courtyard view with a stone building and tiled roof, surrounded by trees and a distant mountain range.

Charming 1-bed Apartment in Montepulciano

Montepulciano

The price is $197

$197

$221 total

includes taxes & fees

Jul 25 - Jul 26

Charming 1-bed Apartment in Montepulciano

Relax in our outdoor patio area, surrounded by lush greenery and comfortable seating.

Cozy living room with a central fireplace, dark sofas, and a wooden coffee table.

Cozy retreat with a large bed, rustic charm, and natural decor.

Enjoy a delicious breakfast at this dining area, complete with a table set for a meal and a vase with fresh flowers.

Albergo Duomo

3.0 star property

Montepulciano

8.8 out of 10, Excellent, (248)

8.8/10

Excellent

(248)

The price is $80

$80

$93 total

includes taxes & fees

Jul 21 - Jul 22

Albergo Duomo

Wander through historic streets lined with traditional stone buildings and arched doorways.

Stunning hallway with artwork, a floral painting, and a vintage sewing machine.

Cozy retreat with a central bed, bench, and sloped ceiling with exposed beams.

Enjoy breathtaking views of rolling hills, trees, and a distant mountain range from this room's window.

Il Tosco

Montepulciano

10.0 out of 10, Exceptional, (111)

10.0/10

Exceptional

(111)

The price is $291

$291

$325 total

includes taxes & fees

Jul 30 - Jul 31

Il Tosco

Enjoy wine tastings and dining in this intimate wine cellar with a long table and comfortable seating for six.

Experience a classic and inviting atmosphere in this well-appointed room, featuring a large bed, wooden desk, and exposed wooden beams.

Experience the classic elegance of this beautifully designed room, featuring a grand chandelier, ornate mirrors, and a plush sofa.

Stately building with arched windows and central entrance, surrounded by lush greenery and flowering plants.

Palazzo Nobile di San Donato

Montepulciano

9.4 out of 10, Exceptional, (58)

9.4/10

Exceptional

(58)

The price is $282

$282

$315 total

includes taxes & fees

Jul 20 - Jul 21

Palazzo Nobile di San Donato

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.

Top landmarks in Pienza

Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements

Pienza Cathedral

You can learn about the history of Pienza with a trip to Pienza Cathedral. While you're here, you can savor the wineries.

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Pienza Cathedral

Historic Centre of Pienza

Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.

See propertiesSee properties in Historic Centre of Pienza

Historic Centre of Pienza

Palazzo Piccolomini

You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your trip to Pienza. While you're here, you can savor the wineries.

See propertiesSee properties in Palazzo Piccolomini

Palazzo Piccolomini

Piazza Pio II

After visiting Piazza Pio II, make a plan to see the other sights and activities in Pienza. While you're here, you can savor the wineries.

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Piazza Pio II

Monastery of Sant'Anna in Camprena

You can find out about the history of Pienza with a visit to Monastery of Sant'Anna in Camprena. Discover the countryside and churches in this quaint area.

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Monastery of Sant'Anna in Camprena

Pieve di Corsignano

You can find out about the history of Pienza with a trip to Pieve di Corsignano. While you're here, you can savor the wineries.

See propertiesSee properties in Pieve di Corsignano

Pieve di Corsignano

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Hotels near Pienza Cathedral
Hotels near Historic Centre of Pienza
Hotels near Palazzo Piccolomini
Hotels near Piazza Pio II
Hotels near Monastery of Sant'Anna in Camprena
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3 Star Hotels in Pienza

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La Posta Hotel & Thermal Spa
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Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Cordella in Montalcino Wine Resort
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Palazzo Brandano
Palazzo Nobile di San Donato
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Winery Hotels in Pienza

Check prices for these dates

Winery Hotels in Pienza

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

Top landmarks in Pienza

Pienza Cathedral

Keep exploring

Keep exploring