Top 10 Hotels in Pienza in 2026 (from $47)

A historic square with a prominent tower and statues.

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Where to stay in Pienza?

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A patio area with wicker furniture, a glass table, and a pool in the background.

1. Hotel Corsignano

Pienza

$197

$223 total

includes taxes & fees

Sep 13 - Sep 14

A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.

A person in a robe holding a glass of orange juice, looking out of a window at a stone building with a pond in front.

An outdoor dining area with tables and chairs, a stone wall, and a river in the background.

A person in a hot spring with water cascading from a stone structure.

2. Albergo Le Terme

San Quirico d'Orcia

$278

$311 total

includes taxes & fees

Sep 24 - Sep 25

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

A pool area with lounge chairs, a hot tub, and a view of mountains.

3. Monastero di Cortona Hotel & Spa

Cortona Old Town

$397

$446 total

includes taxes & fees

Oct 7 - Oct 8

A stone building with a pool overlooking a mountainous landscape.

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.

A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

4. Castello di Velona Resort Thermal SPA & Winery

Montalcino

$764

$853 total

includes taxes & fees

Sep 27 - Sep 28

A couple in a hot spring with a large rock formation in the background.

A person in a white robe standing in a bamboo garden.

A hotel with a large building, a pool, and a landscaped garden.

A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

5. ADLER Thermae

San Quirico d'Orcia

$821

$909 total

includes taxes & fees

Sep 15 - Sep 16

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.

A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.

A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.

6. Precise Tale Poggio Alla Sala

Montepulciano

$585

$651 total

includes taxes & fees

Sep 30 - Oct 1

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

A dining area with a brick archway, tables set for dining, and a fireplace.

A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.

7. Lupaia

Torrita di Siena

$1,544

$1,703 total

includes taxes & fees

Sep 27 - Sep 28

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

A woman in a green swimsuit standing in a pool with a stone wall and a glass ceiling.

A breakfast buffet with pastries, bread, and condiments.

A stone building with a view of a courtyard, a pool, and surrounding greenery.

8. L'Orto delle Terme

San Quirico d'Orcia

$168

$189 total

includes taxes & fees

Sep 24 - Sep 25

A large estate with multiple buildings, a swimming pool, and expansive green fields.

A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

A restaurant with brick arches, white tablecloths, and floral centerpieces.

9. Borgo Sant'Ambrogio Resort

Trequanda

$178

$199 total

includes taxes & fees

Oct 13 - Oct 14

A clear pool with a stone wall and a wooden bridge.

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.

A narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).

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

San Quirico d'Orcia

$352

$393 total

includes taxes & fees

Sep 15 - Sep 16

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A bar area with green walls, wooden stools, and a bar counter.

11. La Posta Hotel & Thermal Spa

San Quirico d'Orcia

$519

$576 total

includes taxes & fees

Oct 13 - Oct 14

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.

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

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

Cortona

$705

$785 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

A kitchen with white cabinetry, a central island with a sink, and a dining area with two wooden chairs.

A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.

A two-story building with a stone facade, arched windows, and a balcony.

13. Nuovo Etruria Resort

Montepulciano

$129

$146 total

includes taxes & fees

Oct 11 - Oct 12

An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

A hotel named 'HOTEL ATHENA' with a sign indicating a 4-star rating.

A hotel room with a bed, a painting of a landscape, a nightstand, and a window with curtains.

A breakfast bar with a rustic brick wall, a large cityscape painting, and a tiled floor.

14. Hotel Athena

Siena Historical Center

$281

$315 total

includes taxes & fees

Sep 30 - Oct 1

An indoor swimming pool with a central circular platform, large columns, and a stone wall.

A modern interior with a stone wall, a staircase, and a seating area.

A view from a window overlooking a landscape with a small building and hills.

A modern hotel lobby with a stone wall, a seating area, and a glass partition.

15. Albergo San Biagio

Montepulciano

$80

$92 total

includes taxes & fees

Sep 13 - Sep 14

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A stone building with a gravel pathway leading to the entrance.

16. Agriturismo Il Macchione

Pienza

$191

$214 total

includes taxes & fees

Oct 9 - Oct 10

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.

17. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

$611

$684 total

includes taxes & fees

Oct 4 - Oct 5

A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.

A modern hotel room with a large window, a bathtub, a seating area, and a view of the outdoors.

A spa setting with a stone wall, a fireplace, and a massage table.

A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.

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

San Quirico d'Orcia

$285

$318 total

includes taxes & fees

Sep 13 - Sep 14

A stone building with a courtyard and a canal.

A bedroom with a wooden ceiling, a bed with a decorative headboard, a bench, and a large wardrobe.

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

A spacious room with a large bed, two armchairs, a sofa, and a view of the outdoors through a large window.

19. Palazzo Brandano

Trequanda

$129

$145 total

includes taxes & fees

Oct 8 - Oct 9

A hotel room with a bed, a desk, a chair, and a television.

A room with a sofa, a bed, a table, and a view of the outdoors.

A buffet setup with various food items and utensils.

A room with a single bed, two framed pictures on the wall, and a thermostat.

20. Relais Cloister Pienza

Pienza

$133

$153 total

includes taxes & fees

Oct 7 - Oct 8

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Check out pet-friendly hotels in Pienza

Hotel Corsignano

Pienza

$197

$223 total

includes taxes & fees

Sep 13 - Sep 14

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

Hotel San Gregorio

Pienza

$203

$231 total

includes taxes & fees

Oct 10 - Oct 11

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A modern living room with a white sofa, a coffee table, and a bookshelf.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

A courtyard with a stone building, arched openings, and a covered seating area.

La Bandita Townhouse

Pienza

$493

$547 total

includes taxes & fees

Sep 24 - Sep 25

A modern interior with a stone wall, wooden paneling, and a television.

A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

A villa with a tower, a swimming pool, and a well-maintained garden.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

Hotel Rutiliano Centro Benessere

Pienza

$202

$227 total

includes taxes & fees

Sep 13 - Sep 14

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

Podere Spedalone

Pienza

$171

$193 total

includes taxes & fees

Oct 13 - Oct 14

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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

L'Olmo

Pienza

$731

$808 total

includes taxes & fees

Oct 12 - Oct 13

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

A staircase with a handrail leading to a door with a blue handle.

A wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.

A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.

TuscanyLettings Studio&Room

Pienza

$115

$131 total

includes taxes & fees

Sep 15 - Sep 16

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

A bedroom with a four-poster bed, a wooden chest, a desk with a chair, and a window with blue curtains.

A cozy dining area with a table, chairs, a flower centerpiece, and a window with curtains.

A room with a view of a historic town, featuring stone buildings and a clear sky.

PienzaLettings Suites

Pienza

$136

$155 total

includes taxes & fees

Sep 18 - Sep 19

A stone building with a wooden door, a staircase, and a small window with a metal grill.

A narrow street with buildings on either side, featuring balconies and potted plants.

A bedroom with a large bed, two bedside tables, a wooden wardrobe, and two wall-mounted lights.

A kitchen with a dining table set for two, a gas stove, and a potted plant on the wall.

Casa Gioia - Casa Olivieri

Pienza

$117

$134 total

includes taxes & fees

Oct 12 - Oct 13

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Go beyond your typical stay in Pienza

Our prices for hotels in Pienza are cheapest in January

Top landmarks in Pienza

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

Pienza Cathedral

9.4/10 (460 reviews)

If you're planning a bit of sightseeing during your trip, head to Pienza Cathedral— just one of the monuments in central Pienza.

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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)

Commune with nature and explore Historic Centre of Pienza, one of the green spaces in the heart of Pienza. Want to stretch your legs some more? Head to Horti Leonini, located nearby.

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Palazzo Piccolomini

9.4/10 (199 reviews)

If museums are on your list of things to see, then you might want to head to Palazzo Piccolomini, located in the heart of Pienza.If you want to see more of the museums in Pienza, you can easily walk to Palazzo Borgia.

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Monastery of Sant'Anna in Camprena

Monastery of Sant'Anna in Camprena is 3.8 mi (6.2 km) from central Pienza, why not stop by during your stay.

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Piazza Pio II

9.2/10 (44 reviews)

Piazza Pio II is worth a visit when in central Pienza.

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Palazzo Vescovile

9.0/10 (12 reviews)

If you're planning a bit of sightseeing during your trip, head to Palazzo Vescovile— just one of the monuments in central Pienza.

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Artemisia Gallery

8.8/10 (9 reviews)

If you like art, you might want to check out the upcoming exhibitions at Artemisia Gallery in the heart of Pienza. If you want to see more of the art galleries in Pienza, Art Studio di Adelina Quadri isn't far either.

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Pieve di Corsignano

9.0/10 (17 reviews)

If you're interested in local churches, head to Pieve di Corsignano located 0.4 mi (0.6 km) from central Pienza.

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Learn more about Pienza

Pienza is applauded for its cultural attractions such as Palazzo Borgia and Artemisia Gallery. The city has something for everyone including sights like Historic Centre of Pienza and Pienza Cathedral within a rural setting.

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Check out reviews of Pienza hotels guests love

A large, historic stone building with multiple wings and a central tower, surrounded by lush green fields and trees.

A church interior with a long wooden pews, a central aisle, and a fresco mural on the wall depicting a religious scene.

A corridor with a potted plant, a sofa, and a window with a metal grille.

A modern bedroom with a bed, a small table, and a chair. There is a kitchen area with a refrigerator and a sink. The room has exposed wooden beams on the ceiling and brick walls.

Sant'Anna in Camprena Agriturismo

Pienza

10/10 Exceptional

John

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

Cortona Resort - Le Terre Dei Cavalieri

Cortona

10/10 Exceptional

Words cannot describe the amazing experience at 'Le Terre dei Cavalieri'. The place is so unique and full of character and history, the surroundings are amazing, with an excellent Restaurant in house. The resort is a few minutes away from two beautiful towns like Cortona & Montepulciano. For the shopaholics it is just a 15 minutes dive from a very good Outlet Village. Our stay was made even more special with the help of the personnel, everyone was so helpful and accommodating, especially...

Mario

L'Olmo

Pienza

10/10 Exceptional

Jennifer

PienzaLettings Suites

Pienza

10/10 Exceptional

Pearlyn

Casa Gioia - Casa Olivieri

Pienza

10/10 Exceptional

Location was in the middle of the ZTL in Pienza which means you get to walk out of your room into the middle of the touristy part of the city with no cars to really worry about most of the time. Parking was about a 10 min walk away so it wasn't too bag to walk with bags. Cute suite we had with a kitchen and dining room. Had A/C in all rooms but we only used the one in the bedroom. Cute and convenient accommodation in a great location.

Thomas

Agriturismo Il Macchione

Pienza

10/10 Exceptional

kristine

A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.

A building with a window, a gravel path, and a flower bed with red and pink flowers.

A breakfast buffet with various dishes and a person serving.

A bedroom with a four-poster bed, a wooden cabinet, and a window with lace curtains.

Agriturismo Poggio Tobruk

Pienza

10/10 Exceptional

Mechelle

A cozy room with a fireplace, two armchairs, and a table.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

Tenuta Santo Pietro

Pienza

10/10 Exceptional

C N

Hotel San Gregorio

Pienza