A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Five Star Hotels in Montalcino

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Check availability on Montalcino 5 Star Hotels

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Montalcino 5-star hotels

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
An outdoor dining setup with a table set for two, surrounded by candles and greenery, with a historic building in the background.
A grand hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
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
Suresh
S$489
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 large estate with multiple buildings, a swimming pool, and expansive green fields.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.
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.

2. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Julian
S$690
includes taxes & fees
29 Aug - 30 Aug
Precise Tale Poggio Alla Sala
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

3. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Qingwen
S$796
includes taxes & fees
30 Aug - 31 Aug
Borgo Scopeto Wine & Country Relais
A historic stone building with multiple windows and a courtyard.
A pool area with lounge chairs and a service person attending to a guest.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.
A stone building with outdoor seating and a garden with roses.

4. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
S$1,073
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 person in a swimming pool with a view of trees and mountains through a window.

5. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Marie
S$888
includes taxes & fees
15 Sept - 16 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.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

6. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United States
Talib
S$3,947
includes taxes & fees
27 Sept - 28 Sept
Castiglion del Bosco, A Rosewood Hotel
A woman relaxing by a pool with a historic building in the background.
A bar area with a bartender preparing a drink, a well-stocked bar with various bottles, and a television in the background.
A building with multiple balconies, outdoor seating with umbrellas, and a paved walkway.
A modern bedroom with a large bed, a sofa, and two nightstands.

7. Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
San Casciano dei Bagni
United States
Hani
S$590
includes taxes & fees
13 Sept - 14 Sept
Fonteverde Thermal Spa Resort Tuscany
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A table set for breakfast with various dishes, drinks, and a newspaper.
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.

8. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
S$796
includes taxes & fees
24 Sept - 25 Sept
Hotel Le Fontanelle
A stone building with a pool overlooking a mountainous landscape.
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.

9. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
S$1,088
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 pool area with lounge chairs, a hot tub, and a view of mountains.
A narrow hallway with a stone wall and a clock.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

10. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
Gennadiy
S$508
includes taxes & fees
13 Sept - 14 Sept
Monastero di Cortona Hotel & Spa
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
A table set for dining with a scenic view of hills in the background.
A bar area with green walls, wooden stools, and a bar counter.

11. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
S$605
includes taxes & fees
31 Aug - 1 Sept
La Posta Hotel & Thermal Spa
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.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

12. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
S$1,158
includes taxes & fees
3 Sept - 4 Sept
The Club House
A pool with a modern water feature and a stone structure.
A large, multi-story building with a swimming pool, surrounded by lush greenery.
A buffet table with various desserts and a long dining area with tables and chairs.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

13. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
S$122
includes taxes & fees
29 Aug - 30 Aug
Mercure Petriolo Siena Terme Spa Hotel
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 large stone castle with multiple towers, surrounded by vineyards and cypress trees.
A courtyard with stone buildings, potted plants, and outdoor seating.

14. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
S$2,141
includes taxes & fees
10 Sept - 11 Sept
Castello Banfi - Il Borgo - Relais et Chateaux
A couple in a hot spring with a large rock formation in the background.
A hotel with a large building, a pool, and a landscaped garden.
A person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

15. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United States
Nataliya
S$1,160
includes taxes & fees
1 Sept - 2 Sept
ADLER Thermae
A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.
A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.
A rustic dining area with brick walls, hanging plants, and candle-lit tables.
A bathroom with a bathtub, a chandelier, and a view of the outdoors.

16. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
S$1,489
includes taxes & fees
30 Aug - 31 Aug
Borgo Santo Pietro
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

17. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
United States
María
S$257
includes taxes & fees
22 Sept - 23 Sept
Borgo Sant'Ambrogio Resort
A bed with white bedding and a decorative headboard with a floral pattern.
A dining area with a wooden table set for four, surrounded by bamboo chairs.
A covered outdoor seating area with benches and tables, a pathway, and a view of a garden and pool.
An aerial view of a historic building with a central tower, surrounded by lush greenery and a swimming pool.

18. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tomas
S$764
includes taxes & fees
7 Sept - 8 Sept
Hotel Certosa Di Maggiano
A swimming pool with lounge chairs and a person in a patterned dress.
A stone staircase with candles and a sign reading "CANTINA".
A courtyard with a swimming pool, stone buildings, and a lush green garden.
A person performing a yoga pose in a grassy area with a historic building in the background.

19. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
S$871
includes taxes & fees
28 Sept - 29 Sept
Castel Monastero - The Leading Hotels of the World
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A historic stone building with arched doorways and a courtyard at twilight.

20. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
S$556
includes taxes & fees
21 Sept - 22 Sept
Relais La Corte dei Papi
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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 Montalcino.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
S$292
30 Aug - 31 Aug
includes taxes & fees
Hotel Athena
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
S$282
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (376 reviews)
Hotel Corsignano
Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
S$251
29 Aug - 30 Aug
includes taxes & fees
9.4/10 Exceptional! (847 reviews)
Palazzo Ravizza
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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 Montalcino

Medieval stone walls surround this hilltop town where Brunello wine tastings await in historic cellars beneath the fortress. Climb the Torre del Palazzo Comunale for valley views, then sample local pecorino cheese and honey at shops along the narrow lanes.

See all hotels in Montalcino
A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Top Montalcino Hotel Reviews

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Amazing! If you are a family visiting Tuscany I highly recommend"
Wilbert 2-night trip
Posted 15 hours ago
Precise Tale Poggio Alla Sala
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This is a very special Tuscan style hotel in the beautiful countryside surrounded by vineyards and olive groves. The staff were excellent, special mention goes to Elisa ,and the food was amazing. My only feedback, if you pay for a treatment the other spa facilities should be included. Also, the gym is very small but let's I wasn't there to train."
Matthew 5-night trip
Posted 1 day ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Tyler 1-night trip
Posted 9 days ago
Grand Hotel Continental Siena – Starhotels Collezione
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
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 1 month ago
Castiglion del Bosco, A Rosewood Hotel

Find out more about Montalcino

Stay in Luxury: 5 Star Hotels in Montalcino

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Montalcino trip. You'll join the multitudes of holidaymakers who have made Montalcino so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Montalcino and indulge in the finer things in life for a while.

5-Star Hotels in Montalcino

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Montalcino are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Montalcino 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Montalcino! Choose one of our Montalcino 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

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Frequently asked questions

What are the best 5-star hotels in Montalcino?
Based on Expedia traveller reviews, Rosewood Castiglion del Bosco, Castello di Velona Resort Thermal SPA & Winery and Castello Banfi - Il Borgo are some of the most popular 5-star hotels in Montalcino. Offering top-of-the-line amenities and unmatchable service, you'll enjoy an opulent and comfortable stay.
How much does it cost to stay in a 5-star hotel in Montalcino?
There are many different pricing options for 5-star hotels in Montalcino on Expedia. How much you'll pay will depend on your travel dates, length of stay and other factors. Compare available properties for your preferred dates and make use of our pricing and other filters to find the ideal upscale stay.
  • Search for the lowest price per night from S$251
What makes a hotel 5 stars in Montalcino?
Flawless guest service chatacterises every 5-star hotel in Montalcino. From the instant you arrive, staff attend to your every whim, whether recommending activities or providing a nightly turn-down service. What's more, hotels must offer upscale conveniences to be considered for a 5-star rating. These can include deluxe baths, an on-site spa, swimming pools, fine dining restaurants and knowledgeable concierge.

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