Top 10 Hotels in Pienza in 2026 (from $87)

A historic town perched on a hillside with a prominent church tower, surrounded by lush greenery and rolling hills in the background.

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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 breakfast buffet with various food items and beverages.

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

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

1. Hotel Corsignano

Pienza

$130

$150 total

includes taxes & fees

Nov 12 - Nov 13

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

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.

A spa area with a hot tub, glass walls, and a stone wall with a clock.

2. Albergo Le Terme

San Quirico d'Orcia

$187

$211 total

includes taxes & fees

Nov 4 - Nov 5

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

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

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.

3. Monastero di Cortona Hotel & Spa

Cortona Old Town

$246

$275 total

includes taxes & fees

Nov 8 - Nov 9

A stone building with a pool overlooking a mountainous landscape.

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

A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

4. Castello di Velona Resort Thermal SPA & Winery

Montalcino

$565

$633 total

includes taxes & fees

Nov 15 - Nov 16

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

A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

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

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

5. ADLER Thermae

San Quirico d'Orcia

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

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

6. Precise Tale Poggio Alla Sala

Montepulciano

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.

An open door leading to a patio with a view of a green landscape and distant hills.

An outdoor patio with brick arches, wicker furniture, and hanging lanterns.

7. Lupaia

Torrita di Siena

$717

$793 total

includes taxes & fees

Nov 22 - Nov 23

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

A couple in a hot tub with water jets, surrounded by a wooden wall and a blurred background.

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

A breakfast buffet with pastries, bread, and condiments.

8. L'Orto delle Terme

San Quirico d'Orcia

$123

$140 total

includes taxes & fees

Nov 24 - Nov 25

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

A balcony with a view of a green landscape and a body of water.

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.

9. Borgo Sant'Ambrogio Resort

Trequanda

$117

$132 total

includes taxes & fees

Oct 26 - Oct 27

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

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).

A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.

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

San Quirico d'Orcia

$158

$180 total

includes taxes & fees

Oct 25 - Oct 26

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

$397

$443 total

includes taxes & fees

Nov 11 - Nov 12

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

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

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

A large estate with a swimming pool, surrounded by lush greenery and hills.

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

Cortona

$681

$758 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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.

13. Nuovo Etruria Resort

Montepulciano

$117

$134 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

14. Hotel Athena

Siena Historical Center

$108

$122 total

includes taxes & fees

Nov 24 - Nov 25

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

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

A balcony with a view of a lush landscape, including trees and distant hills.

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

15. Albergo San Biagio

Montepulciano

$51

$61 total

includes taxes & fees

Oct 26 - Oct 27

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 stone building with a gravel pathway leading to the entrance.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

16. Agriturismo Il Macchione

Pienza

$152

$172 total

includes taxes & fees

Nov 5 - Nov 6

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 pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

17. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

$402

$454 total

includes taxes & fees

Oct 25 - Oct 26

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 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

$124

$141 total

includes taxes & fees

Nov 2 - Nov 3

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

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

19. Palazzo Brandano

Trequanda

$53

$62 total

includes taxes & fees

Nov 23 - Nov 24

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

A terrace with a table set for breakfast, overlooking a scenic landscape.

A buffet with various food items, including fruits and pastries, and a coffee station with dispensers.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

20. Relais Cloister Pienza

Pienza

$128

$148 total

includes taxes & fees

Oct 29 - Oct 30

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Check out pet-friendly hotels in Pienza

Hotel Corsignano

Pienza

$130

$150 total

includes taxes & fees

Nov 12 - Nov 13

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

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

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

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

Hotel San Gregorio

Pienza

$144

$166 total

includes taxes & fees

Nov 8 - Nov 9

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

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

A rectangular swimming pool with clear water, surrounded by a brick patio.

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

Hotel Rutiliano Centro Benessere

Pienza

$195

$219 total

includes taxes & fees

Oct 31 - Nov 1

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

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

PienzaLettings Suites

Pienza

$91

$104 total

includes taxes & fees

Nov 2 - Nov 3

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 modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

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

La Bandita Townhouse

Pienza

$458

$509 total

includes taxes & fees

Nov 3 - Nov 4

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 compact kitchen with wooden cabinets, a microwave, and a sink.

TuscanyLettings Studio&Room

Pienza

$88

$101 total

includes taxes & fees

Nov 2 - Nov 3

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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

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.

L'Olmo

Pienza

$448

$497 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

Casa Gioia - Casa Olivieri

Pienza

$113

$129 total

includes taxes & fees

Oct 28 - Oct 29

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 large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

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

Podere Spedalone

Pienza

$154

$174 total

includes taxes & fees

Oct 30 - Oct 31

A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

A serene outdoor pool area with a view of rolling hills and a sunset sky.

A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

Relais Val d'Orcia

Pienza

$249

$279 total

includes taxes & fees

Oct 27 - Oct 28

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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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Palazzo Borgia

8.8/10 (21 reviews)

If visiting museums in Pienza are on your list, you might want to check out the upcoming exhibitions at Palazzo Borgia, located in the heart of town. If you want to experience more of the culture Pienza has to offer, head to Pienza Cathedral, Palazzo Piccolomini, and Historic Centre of Pienza.

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Palazzo Comunale

9.0/10 (24 reviews)

Palazzo Comunale is worth a visit when in 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 Palazzo Piccolomini and Historic Centre of Pienza within a rural setting.

See all hotels in Pienza

Check out reviews of Pienza hotels guests love

PienzaLettings Suites

Pienza

10/10 Exceptional

Pearlyn

L'Olmo

Pienza

10/10 Exceptional

Jennifer

A rustic stone building with a stone wall and a wooden fence.

A dining area with a wooden table, white pitcher, and bowl of fruit. There is a sofa and a window with curtains.

A bell with birds on a metal structure, a sunset in the background, and a grassy yard with chairs.

A stone building with a patio, outdoor seating, and potted plants.

Vento Dorcia

Pienza

10/10 Exceptional

Katie

A view from a window overlooking a green landscape with trees and distant hills.

A bar area with three stools, a counter with bottles, and a decorative wall with a 'BAR' sign.

A buffet table with various food items and a wall-mounted rack with kitchen utensils.

A modern living room with a white sofa, orange cushions, a wooden coffee table, and a bookshelf with decorative items and books.

Albergo Villa Gaia

Chianciano Terme

10/10 Exceptional

weixing

Relais Val d'Orcia

Pienza

10/10 Exceptional

Justine

A patio area with outdoor seating, potted plants, and a view of the landscape.

A cozy living room with a fireplace, a dining area, and a black leather chair.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

A well-maintained garden with a brick pathway, various potted plants, and trees.

Affitacamere Maria Gabriella

Pienza

10/10 Exceptional

Kapila

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

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

A two-story building with a flat roof and a small balcony on the second floor.

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

Agriturismo Poggio Tobruk

Pienza

10/10 Exceptional

Mechelle

Agriturismo Il Macchione

Pienza

10/10 Exceptional

MYUNGBOK

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 Corsignano

Pienza

10/10 Exceptional

lydia

Hotel San Gregorio

Pienza

10/10 Exceptional

Jonathan

La Bandita Townhouse

Pienza

10/10 Exceptional

Robert

Podere Spedalone

Pienza

10/10 Exceptional

Kevin

A narrow alleyway with stone walls and a brick floor, leading to a building with windows and balconies.

A reception desk with a 'RECEPTION' sign, a computer monitor, a plant, and a cash register.

An aerial view of a historic building with a central tower, symmetrical roof design, and a decorative courtyard.

A couple on a balcony overlooking a historic town with terracotta roofs and a prominent clock tower.

Rossellino

Pienza

10/10 Exceptional

Sapphire

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

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

Palazzo Saloni

Montalcino

10/10 Exceptional

Ashley

Frequently Asked Questions

What hotels do travelers like in Pienza?

Guests like Hotel San Gregorio, Hotel Corsignano and Agriturismo Il Macchione.

Where can I get free parking with my stay in Pienza?

These hotels offer the perk of free parking: Vento Dorcia, Il Giardino Segreto and Hotel Arca di Pienza. There are 6 choices you may want to check out on our site.

Can I book a refundable hotel in Pienza?

If you're looking for the flexibility to change your plans to Pienza, most hotels provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Pienza if I want an affordable accommodation?

An inexpensive option worth considering is Agriturismo Il Macchione.

Where can I stay in Pienza if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 30 vacation homes. You can also book one of 41 apartments or 39 villas.

What will the weather in Pienza be like during my vacation?

The warmest months in Pienza are usually August and July with an average temp of 69°F. January and February are the chilliest months when the average temp is 42°F. The rainiest months are November and May.

Why should I book my Pienza hotel with Hotels.com?

There are plenty of reasons to book your Pienza travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Hotels in Pienza

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Pienza?

1. Hotel Corsignano

2. Albergo Le Terme

3. Monastero di Cortona Hotel & Spa

4. Castello di Velona Resort Thermal SPA & Winery

5. ADLER Thermae

6. Precise Tale Poggio Alla Sala

7. Lupaia

8. L'Orto delle Terme

9. Borgo Sant'Ambrogio Resort

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

11. La Posta Hotel & Thermal Spa

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

13. Nuovo Etruria Resort

14. Hotel Athena

15. Albergo San Biagio

16. Agriturismo Il Macchione

17. Mastrojanni Relais - Small Luxury Hotels of the World

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

19. Palazzo Brandano

20. Relais Cloister Pienza

Check out pet-friendly hotels in Pienza

Hotel Corsignano

Hotel San Gregorio

Hotel Rutiliano Centro Benessere

PienzaLettings Suites

La Bandita Townhouse

TuscanyLettings Studio&Room

L'Olmo

Casa Gioia - Casa Olivieri

Podere Spedalone

Relais Val d'Orcia

You may also like hotels with pools in Pienza

Relais Cloister Pienza

Hotel San Gregorio

Agriturismo Il Macchione

Hotel Rutiliano Centro Benessere

Agriturismo Poggio Tobruk

Podere Spedalone

Tenuta Santo Pietro

L'Olmo

Relais Val d'Orcia

Go beyond your typical stay in Pienza

Price trends for hotels in Pienza

October

Top landmarks in Pienza

Pienza Cathedral

Historic Centre of Pienza

Palazzo Piccolomini

Monastery of Sant'Anna in Camprena

Piazza Pio II

Palazzo Vescovile

Palazzo Borgia

Palazzo Comunale

Learn more about Pienza

Check out reviews of Pienza hotels guests love

PienzaLettings Suites

10/10 Exceptional

L'Olmo

10/10 Exceptional

Vento Dorcia

10/10 Exceptional

Albergo Villa Gaia

10/10 Exceptional

Relais Val d'Orcia

10/10 Exceptional

Affitacamere Maria Gabriella

10/10 Exceptional

Agriturismo Poggio Tobruk

10/10 Exceptional

Agriturismo Il Macchione

10/10 Exceptional

Tenuta Santo Pietro

10/10 Exceptional

Hotel Corsignano