Rolling hills, a line of tall cypress trees, and a misty valley.

Hotels in Asciano

Q: What accommodations do travelers recommend in Asciano?

Guests like Castello di Leonina Relais .

Where to?

Dates

November 2026

December 2026

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Where to stay in Asciano?

A table set for dining with a scenic view of rolling hills and distant mountains.

1. Castello di Leonina Relais

Asciano

$94 total

includes taxes & fees

Nov 19 - Nov 20

A terrace with multiple sun loungers and a scenic view of green fields and hills.

2. Precise House Montaperti Siena

Asciano

$109 total

includes taxes & fees

Nov 16 - Nov 17

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

3. RESIDENCE LECCIO

Asciano

$87 total

includes taxes & fees

Nov 20 - Nov 21

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

4. B&B Le Logge Di Sopra

Asciano

$119 total

includes taxes & fees

Nov 24 - Nov 25

A person in a swimming pool with a view of trees and distant hills.

5. Albergo Diffuso Borgo Santo

Asciano

$224 total

includes taxes & fees

Nov 7 - Nov 8

A hot tub with two people, surrounded by trees and a wooden deck.

6. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$267 total

includes taxes & fees

Nov 2 - Nov 3

A stone building with a courtyard and a canal.

7. Palazzo Brandano

Trequanda

$62 total

includes taxes & fees

Nov 30 - Dec 1

A historic town with a prominent church, a square with a pool, and a well-lit street.

8. Relais Cloister Pienza

Pienza

$147 total

includes taxes & fees

Nov 14 - Nov 15

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.

9. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$104 total

includes taxes & fees

Nov 19 - Nov 20

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

10. SI Montalcino Hotel

Montalcino

$129 total

includes taxes & fees

Nov 9 - Nov 10

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

11. Hotel Corsignano

Pienza

$150 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with a large bed, a vanity with a mirror, and a green archway.

12. Hotel Certosa Di Maggiano

Siena

$257 total

includes taxes & fees

Nov 29 - Nov 30

A bathroom with a glass-enclosed shower, a pedestal sink, and a toilet.

13. Palazzo di Valli

Siena

$118 total

includes taxes & fees

Nov 3 - Nov 4

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

14. Hotel Executive

Scacciapensieri

$102 total

includes taxes & fees

Nov 22 - Nov 23

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

15. Hotel Italia

Camollia

$79 total

includes taxes & fees

Nov 22 - Nov 23

A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

16. LaChiusa Tuscany

Torrita di Siena

$258 total

includes taxes & fees

Nov 8 - Nov 9

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

17. Four Points by Sheraton Siena

Scacciapensieri

$151 total

includes taxes & fees

Nov 16 - Nov 17

18. Best Western Hotel San Marco

Siena

$104 total

includes taxes & fees

Nov 6 - Nov 7

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

19. Sangallo Park Hotel

Vico Alto

$120 total

includes taxes & fees

Nov 6 - Nov 7

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

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

San Quirico d'Orcia

$173 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Go beyond your typical stay in Asciano

Our prices for hotels in Asciano are cheapest in January

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.

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

Check out reviews of Asciano hotels guests love

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

mauricio

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Exceptional

John

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

Lupaia

Torrita di Siena

10/10 Exceptional

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A stone wall with a view of rolling hills and mountains.

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Exceptional

Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration. There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...

Greg

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

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Exceptional

Eric

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Exceptional

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

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

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

10/10 Exceptional

Frank

A garden with a pathway, trees, and a clear blue sky.

Villa Cicolina

Montepulciano

10/10 Exceptional

This was a very special place for my husband and me. We felt relaxed and pampered in a perfect Italian countryside environment. A friend recommended it to me and she was spot on! The grounds were beautiful, the rooms were special, and the separate dining room made you feel like you were in the heart of Tuscany....because you are! You are 2 miles from downtown Montelpulciano, 40 min from Montalcino, 40 from Sienna, and close to the most wonderful vineyards. We ate and drank our way through...

Nanette

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

Podere Brizio

Montalcino

10/10 Exceptional

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Exceptional

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

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.

Hotels in Asciano

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 Asciano?

1. Castello di Leonina Relais

2. Precise House Montaperti Siena

3. RESIDENCE LECCIO

4. B&B Le Logge Di Sopra

5. Albergo Diffuso Borgo Santo

6. 2 Cuori e 1 Yurta Glamping in Toscana

7. Palazzo Brandano

8. Relais Cloister Pienza

9. La Certosa di Pontignano - Place of Charme

10. SI Montalcino Hotel

11. Hotel Corsignano

12. Hotel Certosa Di Maggiano

13. Palazzo di Valli

14. Hotel Executive

15. Hotel Italia

16. LaChiusa Tuscany

17. Four Points by Sheraton Siena

18. Best Western Hotel San Marco

19. Sangallo Park Hotel

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

You may also like hotels with pools in Asciano

Castello di Leonina Relais

Go beyond your typical stay in Asciano

When is the best time to visit Asciano?

Price trends for hotels in Asciano

October

Top landmarks in Asciano

Monte Oliveto Maggiore Abbey

Learn more about Asciano

Check out reviews of Asciano hotels guests love

Hotel Certosa Di Maggiano

10/10 Exceptional

Frequently Asked Questions

What accommodations do travelers recommend in Asciano?

Can I book a refundable hotel in Asciano?

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

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

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