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

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Check availability on Asciano 5 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Asciano 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
A grand entrance with a revolving door, potted plants, and a classic stone facade.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.

1. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
£291
includes taxes & fees
31 Aug - 1 Sept
Grand Hotel Continental Siena – Starhotels Collezione
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 large estate with multiple buildings, a swimming pool, and expansive green fields.

2. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Wilbert
£482
includes taxes & fees
30 Sept - 1 Oct
Precise Tale Poggio Alla Sala
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An arched brick corridor leading to a dining area with tables set for a meal.

3. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Qingwen
£462
includes taxes & fees
31 Aug - 1 Sept
Borgo Scopeto Wine & Country Relais
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.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A hallway with a checkered floor, arched windows, and a chandelier.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
Niyome
£579
includes taxes & fees
3 Sept - 4 Sept
Villa di Piazzano - Small Luxury Hotel of the World
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
A stone building with a garden, tall trees, and a clear blue sky.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

5. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
£332
includes taxes & fees
2 Sept - 3 Sept
Castello di Spaltenna- Small Luxury Hotels of the World
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 room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.
A pool area with lounge chairs and a service person attending to a guest.

6. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
£576
includes taxes & fees
31 Aug - 1 Sept
Borgo San Felice Resort
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

7. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Marie
£461
includes taxes & fees
29 Sept - 30 Sept
Il Falconiere - Relais e Chateaux
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

8. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
£2,281
includes taxes & fees
27 Sept - 28 Sept
Castiglion del Bosco, A Rosewood Hotel
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
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.

9. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
£450
includes taxes & fees
19 Sept - 20 Sept
Hotel Le Fontanelle
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 terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

10. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
£628
includes taxes & fees
27 Sept - 28 Sept
Castello di Velona Resort Thermal SPA & Winery
A terrace with sun loungers, stone walls, and potted plants.
A narrow hallway with a stone wall and a clock.
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.

11. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
Gennadiy
£293
includes taxes & fees
13 Sept - 14 Sept
Monastero di Cortona Hotel & Spa
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
An aerial view of a rural village with traditional buildings, a swimming pool, and terraced fields.

12. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
£325
includes taxes & fees
31 Aug - 1 Sept
Chapter Chianti, a Member of Design Hotels
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

13. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
£628
includes taxes & fees
31 Aug - 1 Sept
Borgo Vescine
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.

14. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
£342
includes taxes & fees
31 Aug - 1 Sept
La Posta Hotel & Thermal Spa
A hotel with a pool, outdoor seating, and a mountainous backdrop.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

15. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
£1,602
includes taxes & fees
25 Sept - 26 Sept
Castello di Casole, A Belmond Hotel, Tuscany
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

16. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
Italy
Matteo
£309
includes taxes & fees
30 Sept - 1 Oct
Pieve Aldina - Relais & Châteaux
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

17. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
£669
includes taxes & fees
6 Sept - 7 Sept
The Club House
A pool with a modern water feature and a stone structure.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

18. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
£71
includes taxes & fees
31 Aug - 1 Sept
Mercure Petriolo Siena Terme Spa Hotel
A stone wall with a view of rolling hills and mountains.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.
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.

19. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
£1,224
includes taxes & fees
1 Sept - 2 Sept
Castello Banfi - Il Borgo - Relais et Chateaux
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 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.

20. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United States
Nataliya
£670
includes taxes & fees
31 Aug - 1 Sept
ADLER Thermae
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Asciano.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
£158
31 Aug - 1 Sept
includes taxes & fees
Hotel Athena
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
£56
6 Sept - 7 Sept
includes taxes & fees
8/10 Very good! (362 reviews)
Hotel Toscana Ambassador
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
£165
23 Sept - 24 Sept
includes taxes & fees
Hotel Corsignano
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Asciano

Terracotta-hued buildings line the medieval streets where you'll find the impressive Basilica of Sant'Agata and Museo Palazzo Corboli. Rent bikes to explore the surrounding Val d'Orcia's cypress-dotted hills, or join cooking classes to master traditional Tuscan pasta recipes.

See all hotels in Asciano
A dirt path leading through rolling green hills with distant trees and a clear blue sky.
Photo by Galyna V

Top Asciano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 13 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 1 month ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Asciano

Frequently asked questions

What are the best 5-star hotels in Asciano?
Treat yourself to a stay at Castel Monastero. This is one of the best 5-star hotels in Asciano based on reviews by Expedia guests. From its plush guest rooms to its premium amenities and services, you can look forward to an exceptional guest experience.
How much does it cost to stay in a 5-star hotel in Asciano?
The amount you pay for a 5-star hotel in Asciano can vary based on when you want to travel and how long you plan to be away, among a range of factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay.
  • Search for the lowest price per night from £56
What makes a hotel 5 stars in Asciano?
From gourmet dining venues and 24-hour gyms to pools and deluxe bedding, the 5-star experience in Asciano is all about luxury and relaxation. But it calls for more than just top-notch conveniences to get a 5-star rating. Accommodation also have to offer exceptional guest-centric services like massage treatments, dry cleaning and laundry and room service any time night or day.

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