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Hotels in Asciano

October 2026
10
November 2026

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Where to stay in Asciano?

A table set for dining with a scenic view of rolling hills and distant mountains.
A courtyard with brick buildings, a column, and potted plants.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

1. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
$147
$168 total
includes taxes & fees
Oct 11 - Oct 12
Castello di Leonina Relais
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spa room with a reception desk, a massage chair, and a window with blinds.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

2. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
$95
$111 total
includes taxes & fees
Nov 2 - Nov 3
Precise House Montaperti Siena
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.
A hallway with a staircase, a round patterned rug, a chair, a small table, and two wall-mounted air conditioning units.
A balcony with a table set for two, overlooking a green landscape.
A modern kitchen with white cabinets, a green accent wall, and a dining area with a wooden table set for breakfast.

3. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
$74
$87 total
includes taxes & fees
Nov 2 - Nov 3
RESIDENCE LECCIO
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A kitchen with a stove, coffee maker, and a green door.
A rustic dining area with round tables set for a meal, featuring exposed wooden beams and brick walls.
A stone building with a garden featuring lavender and other plants.

4. Hotel Borgo Casabianca

Hotel Borgo Casabianca
Asciano
$237
$268 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Borgo Casabianca
A person in a swimming pool with a view of trees and distant hills.
A spacious living area with a wooden dining table, two sofas, and a view of the countryside through large windows.
A stone staircase leading to a wooden door, with a brick wall and a window with green shutters.
A spacious dining area with a wooden table and chairs, a large wall clock, and a view through a window.

5. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
$222
$250 total
includes taxes & fees
Oct 20 - Oct 21
Albergo Diffuso Borgo Santo
A hot tub with two people, surrounded by trees and a wooden deck.
A rustic kitchen with wooden cabinets, a vintage toaster, and a fan.
A wooden interior with a wooden table, a mirror, a lantern, and various plants.
A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

6. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$238
$268 total
includes taxes & fees
Nov 9 - Nov 10
2 Cuori e 1 Yurta Glamping in Toscana
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.
A buffet setup with various food items and condiments.
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

7. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$128
$148 total
includes taxes & fees
Nov 1 - Nov 2
Relais Cloister Pienza
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
An interior corridor with arches, columns, and a brick wall.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

8. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
$90
$108 total
includes taxes & fees
Oct 25 - Oct 26
La Certosa di Pontignano - Place of Charme
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.
A kitchen with a buffet setup, including a variety of food items and glassware.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

9. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
$95
$130 total
includes taxes & fees
Nov 1 - Nov 2
SI Montalcino Hotel
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A terrace with outdoor seating, a view of the landscape, and a building with large windows.
A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

10. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
$130
$152 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Dei Capitani
An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."
An aerial view of a two-story stone building with a swimming pool in the foreground.
A room with a wooden bench, potted plants, framed artwork, and a view of the outside.
An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

11. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
$143
$166 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Vecchia Oliviera
A table set for breakfast with a scenic view of hills and a cloudy sky.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

12. Palazzo di Valli

Palazzo di Valli
Siena
$115
$130 total
includes taxes & fees
Nov 3 - Nov 4
Palazzo di Valli
A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.
A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.
A modern hotel room with a large window, a bathtub, a seating area, and a view of the outdoors.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.

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

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
$124
$141 total
includes taxes & fees
Nov 2 - Nov 3
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A stone building with a wooden deck and white lounge chairs.
A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.
A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

14. Podere Brizio

Podere Brizio
Montalcino
$200
$229 total
includes taxes & fees
Oct 31 - Nov 1
Podere Brizio
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A modern living room with a glass coffee table, white sofas, and decorative plants.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
A hotel entrance with a sign reading "HOTEL EXPO".

15. Hotel Executive

Hotel Executive
Scacciapensieri
$90
$103 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Executive
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.
A view through a window of a courtyard with a pool, trees, and a building in the background.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.

16. Palazzuolo

Palazzuolo
San Quirico d'Orcia
$99
$114 total
includes taxes & fees
Oct 26 - Oct 27
Palazzuolo
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.
A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
A bathroom with a sink, mirror, and shower.

17. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
$95
$108 total
includes taxes & fees
Nov 8 - Nov 9
Sangallo Park Hotel
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.
A dining table with cups, plates, and a croissant, set against a window with curtains.
A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.
A church interior with wooden pews, a wooden altar, and a large painting on the wall.

18. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
$74
$86 total
includes taxes & fees
Nov 3 - Nov 4
Il Chiostro del Carmine
A buffet counter with various food items including pastries, a pie, and a bowl of eggs.
A hotel room with a bed, bedside tables, a desk, and a chair.
Reception
A hotel entrance with a glass door, a metal frame, and a light fixture above.

19. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
$92
$105 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Hotel San Marco
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 bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.
A patio area with wicker furniture, a glass table, and a pool in the background.

20. Hotel Corsignano

Hotel Corsignano
Pienza
$130
$150 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Corsignano
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Go beyond your typical stay in Asciano

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Pet friendly
Pet friendly
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Pool
Pool
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Hot tub
Hot tub
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Spa
Spa
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Farm
Farm
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Villa
Villa
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Family friendly
Family friendly
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Apart hotel
Apart hotel
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Apart­ment
Apart­ment
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Resort
Resort
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Campsite
Campsite
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Condo
Condo
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Cottage
Cottage
Our prices for hotels in Asciano are cheapest in January

Price trends for hotels in Asciano

Pricing is based on two traveler single night rates
View properties in October

October

High 20°C / low 11°C. Sunny most days.
20°
11°
14°
7°
10°
3°
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2°
11°
2°
14°
4°
18°
7°
21°
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27°
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31°
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Monthly weather averages (˚C)

Top landmarks in Asciano

Monte Oliveto Maggiore Abbey

9.2/10 (12 reviews)
If you're planning a bit of sightseeing during your trip, head to Monte Oliveto Maggiore Abbey— just one of the landmarks located 4.1 mi (6.6 km) from central Asciano.
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Crete Senesi

9.8/10 (12 reviews)
Crete Senesi is worth a visit when in central Asciano.
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Museo Cassioli

The center of Asciano is home to cultural attractions like Museo Cassioli, so you might want to stop by during your stay. If you want to experience more of the culture Asciano has to offer, head to Crete Senesi, San Giovanni Terme Rapolano, and Monte Oliveto Maggiore Abbey.
See properties

Learn more about Asciano

Asciano is well-known for its attractions such as Monte Oliveto Maggiore Abbey and Val di Chiana. This relaxing city has something for everyone including sights like Museo Cassioli within a secluded setting.

See all hotels in Asciano
Rolling hills, a line of tall cypress trees, and a misty valley.

Check out reviews of Asciano hotels guests love

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.
A hallway with a staircase, a round patterned rug, a chair, a small table, and two wall-mounted air conditioning units.
A balcony with a table set for two, overlooking a green landscape.
A modern kitchen with white cabinets, a green accent wall, and a dining area with a wooden table set for breakfast.

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano

10/10 Exceptional

United States
Corey
RESIDENCE LECCIO
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A kitchen with a stove, coffee maker, and a green door.
A rustic dining area with round tables set for a meal, featuring exposed wooden beams and brick walls.
A stone building with a garden featuring lavender and other plants.

Hotel Borgo Casabianca

Hotel Borgo Casabianca
Asciano

10/10 Exceptional

United States
Jesse
Hotel Borgo Casabianca
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spa room with a reception desk, a massage chair, and a window with blinds.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano

10/10 Exceptional

United States
Anonymous traveler
Precise House Montaperti Siena
A person in a swimming pool with a view of trees and distant hills.
A spacious living area with a wooden dining table, two sofas, and a view of the countryside through large windows.
A stone staircase leading to a wooden door, with a brick wall and a window with green shutters.
A spacious dining area with a wooden table and chairs, a large wall clock, and a view through a window.

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano

10/10 Exceptional

United States
David
Albergo Diffuso Borgo Santo
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino

10/10 Exceptional

United States
Ray
Castiglion del Bosco, A Rosewood Hotel
A hotel room with a large bed, a vanity with a mirror, and a green archway.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.
A dining area with round tables, chairs, chandeliers, and large windows with curtains.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena

10/10 Exceptional

United States
Anonymous traveler
Hotel Certosa Di Maggiano
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.
A stone building with a garden and a gazebo.
A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.
A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino

10/10 Exceptional

United States
Michelle
Villa Le Prata - Residenza del Vescovo
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.
A pool with a view of a hillside.

Lupaia

Lupaia
Torrita di Siena

10/10 Exceptional

United States
KC Traveler
Lupaia
A stone wall with a view of rolling hills and mountains.
A stone building with a swimming pool, lounge chairs, and umbrellas.
A courtyard with stone buildings, potted plants, and outdoor seating.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino

10/10 Exceptional

United States
Greg
Castello Banfi - Il Borgo - Relais et Chateaux
A terrace with sun loungers, stone walls, and potted plants.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town

10/10 Exceptional

United States
Eric
Monastero di Cortona Hotel & Spa
A pool with a view of a green landscape and trees.
A rustic stone building with a cozy interior, surrounded by lush greenery and flowering plants.
A dining area with tables set for a meal, featuring white tablecloths, clear glassware, and floral centerpieces.
A building with a gravel path leading to a wooden door, surrounded by dense greenery.

Villa Cicolina

Villa Cicolina
Montepulciano

10/10 Exceptional

United States
Nanette
Villa Cicolina
A historic stone building with multiple windows and a courtyard.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A pool area with lounge chairs and a service person attending to a guest.
A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga

10/10 Exceptional

United States
Tracy
Borgo San Felice Resort
A table set for breakfast with a scenic view of hills and a cloudy sky.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

Palazzo di Valli

Palazzo di Valli
Siena

10/10 Exceptional

United States
Joan
Palazzo di Valli
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.

Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino

10/10 Exceptional

United States
Frank
Mastrojanni Relais - Small Luxury Hotels of the World
A table set for two with a wine glass, a bowl of nuts, and a glass of water.
A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.
A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.
A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

Relais degli Angeli

Relais degli Angeli
Siena City Centre

10/10 Exceptional

United States
Susie
Relais degli Angeli
A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.
A hotel entrance with a view of historic buildings and a clear sky.
A bedroom with a large window, a bed, a nightstand, and a mirror.
A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

Villa del Sole Siena

Villa del Sole Siena
Siena City Centre

10/10 Exceptional

United States
Linna
Villa del Sole Siena

Frequently Asked Questions

What accommodations do travelers recommend in Asciano?

Guests like Castello di Leonina Relais.

Can I book a refundable hotel in Asciano?

If you need the flexibility to change your travel plans to Asciano, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

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

If you want a good alternative to a hotel, review our selection of 28 vacation homes. You can also book one of 31 apartments or 15 villas.

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

August and July are typically the warmest months in Asciano when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Asciano accommodation with Hotels.com?

There are lots of reasons to book your Asciano trip with us: our free cancellations on selected hotels* gives you flexibility, 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.