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Hotels in Asciano

October 2026
4
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Where to stay in Asciano?

A table set for dining with a scenic view of rolling hills and distant mountains.
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A courtyard with brick buildings, a column, and potted plants.
A brick building with a large arched entrance, a metal gate, and a wooden door.

1. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
$100
$116 total
includes taxes & fees
Oct 23 - Oct 24
Castello di Leonina Relais
A terrace with multiple sun loungers and a scenic view of green fields and hills.
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 spa room with a reception desk, a massage chair, and a window with blinds.
An indoor swimming pool with lounge chairs and a view of the countryside.

2. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
$83
$98 total
includes taxes & fees
Nov 1 - Nov 2
Precise House Montaperti Siena
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.
A modern kitchen with white cabinets, a green accent wall, and a dining area with a wooden table set for breakfast.
A hotel room with two beds, a green nightstand, a white lamp, a green cabinet, and a balcony with a table and chairs.
A balcony with a table set for two, overlooking a green landscape.

3. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
$83
$97 total
includes taxes & fees
Oct 12 - Oct 13
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 stone building with a garden featuring lavender and other plants.
An outdoor dining area with tables and chairs, surrounded by stone walls and trees.

4. Hotel Borgo Casabianca

Hotel Borgo Casabianca
Asciano
$238
$269 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Borgo Casabianca
A person in a swimming pool with a view of trees and distant hills.
A spacious living room with a high ceiling, a sofa set, a round coffee table, and a fireplace.
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
$223
$251 total
includes taxes & fees
Oct 13 - Oct 14
Albergo Diffuso Borgo Santo
A hot tub with two people, surrounded by trees and a wooden deck.
A yurt interior with a wooden dining area, a kitchen with a refrigerator, and a large window overlooking a garden.
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
$239
$269 total
includes taxes & fees
Nov 2 - Nov 3
2 Cuori e 1 Yurta Glamping in Toscana
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.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
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.

7. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
$97
$116 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.
A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
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.

8. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
$95
$131 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.

9. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
$131
$153 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Dei Capitani
A table set for breakfast with a scenic view of hills and a cloudy sky.
A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

10. Palazzo di Valli

Palazzo di Valli
Siena
$120
$135 total
includes taxes & fees
Nov 3 - Nov 4
Palazzo di Valli
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 stone building with a pool, lounge chairs, and a garden with flowers.

11. Podere Brizio

Podere Brizio
Montalcino
$201
$230 total
includes taxes & fees
Oct 31 - Nov 1
Podere Brizio
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.

12. 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
An outdoor patio with tables and chairs, surrounded by potted plants and a red building.
A brick building with three windows, a round blue window, and a sign on the wall.
A courtyard with brick buildings, a stone wall, and a view of the surrounding town.
A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

13. Borgo Grondaie

Borgo Grondaie
Siena
$87
$99 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Grondaie
A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.
A rustic room with a fireplace, wooden furniture, and a tiled floor.
A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.
A bicycle with potted plants attached to it, parked against a textured wall.

14. Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
Montepulciano
$113
$128 total
includes taxes & fees
Oct 5 - Oct 6
Hotel La Terrazza di Montepulciano
A modern waiting area with white chairs, glass tables, and a reception desk.
A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.
A modern hotel lobby with glass-top tables, a magazine, and a small plant.
Interior

15. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
$93
$105 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Hotel San Marco
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

16. Hotel Executive

Hotel Executive
Scacciapensieri
$91
$103 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Executive
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A historic stone building with a large arched window and a small balcony.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone archway leading to a window with a view of tall trees and a distant landscape.

17. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
$142
$165 total
includes taxes & fees
Oct 26 - Oct 27
Castello di Tornano Wine Resort
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.
A view through a window of a courtyard with a pool, trees, and a building in the background.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.

18. Palazzuolo

Palazzuolo
San Quirico d'Orcia
$115
$131 total
includes taxes & fees
Oct 12 - Oct 13
Palazzuolo
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 hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

19. Hotel Corsignano

Hotel Corsignano
Pienza
$145
$166 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Corsignano
The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.
A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.
A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

20. Hotel Italia

Hotel Italia
Camollia
$84
$96 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Italia
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Go beyond your typical stay in Asciano

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Spa
Spa
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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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Villa
Villa
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Farm
Farm
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Condo
Condo
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Cottage
Cottage
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Campsite
Campsite
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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11°
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14°
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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 modern kitchen with white cabinets, a green accent wall, and a dining area with a wooden table set for breakfast.
A hotel room with two beds, a green nightstand, a white lamp, a green cabinet, and a balcony with a table and chairs.
A balcony with a table set for two, overlooking a green landscape.

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano

10/10 Exceptional

United States
Corey
RESIDENCE LECCIO
A table set for dining with a scenic view of rolling hills and distant mountains.
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A courtyard with brick buildings, a column, and potted plants.
A brick building with a large arched entrance, a metal gate, and a wooden door.

Castello di Leonina Relais

Castello di Leonina Relais
Asciano

10/10 Exceptional

United States
Jennifer
Castello di Leonina Relais
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 stone building with a garden featuring lavender and other plants.
An outdoor dining area with tables and chairs, surrounded by stone walls and trees.

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 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 spa room with a reception desk, a massage chair, and a window with blinds.
An indoor swimming pool with lounge chairs and a view of the countryside.

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 room with a high ceiling, a sofa set, a round coffee table, and a fireplace.
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 open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

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.
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.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

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 picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.
A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.
A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

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

Lupaia

Lupaia
Torrita di Siena

10/10 Exceptional

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

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

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 dining area with tables set for a meal, featuring white tablecloths, clear glassware, and floral centerpieces.
A rustic stone building with a cozy interior, surrounded by lush greenery and flowering plants.
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 large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga

10/10 Exceptional

United States
Anonymous traveler
Hotel Le Fontanelle
A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.
A modern bedroom with a large bed, a built-in vanity with a mirror, and a bedside lamp.
A historic building with arched ceilings, brick walls, and a staircase leading to an upper level. Tables and chairs are arranged in the lower area, and there are decorative shields on the ceiling.
A narrow, brick-walled corridor with a red door at the end, a bench, a table with chairs, and a statue.

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
Siena City Centre

10/10 Exceptional

United States
Chad
Hotel Palazzetto Rosso
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.
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.
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
Gurnek
Mastrojanni Relais - Small Luxury Hotels of the World
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.
A table set for dining with a scenic view of hills in the background.
Reception

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia

10/10 Exceptional

United States
david
La Posta Hotel & Thermal Spa
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.
A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town

10/10 Exceptional

United States
Kim
Hotel Villa Marsili
A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.
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.
A hotel entrance with a view of historic buildings and a clear sky.

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.