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

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Check availability on Montalcino 5 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Montalcino 5-star hotels

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

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (86 reviews)
"Nice and quiet excellent hospitality"
United States
Mohammed
The price is ￥198,658
￥220,283 total
includes taxes & fees
Nov 4 - Nov 5
Castiglion del Bosco, A Rosewood Hotel
A stone building with a pool overlooking a mountainous landscape.

2. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (380 reviews)
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
United States
Melanie
The price is ￥77,581
￥87,104 total
includes taxes & fees
Nov 30 - Dec 1
Castello di Velona Resort Thermal SPA & Winery
A hot tub with a view of a historic building and mountains.

3. Casa Franci Montalcino

Casa Franci Montalcino
Montalcino
9.8 out of 10, Exceptional, (47 reviews)
"Fantastic accommodations, friendly and helpful staff"
United States
Jim
The price is ￥40,019
￥45,786 total
includes taxes & fees
Nov 16 - Nov 17
Casa Franci Montalcino
A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

4. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
9.8 out of 10, Exceptional, (83 reviews)
"Beautiful property and five star service. We loved everything about our stay!"
United States
Suelina
The price is ￥66,211
￥74,591 total
includes taxes & fees
Oct 31 - Nov 1
Mastrojanni Relais - Small Luxury Hotels of the World
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

5. Le Ragnaie

Le Ragnaie
Montalcino
9.2 out of 10, Wonderful, (342 reviews)
"Amazing stay very welcoming and gorgeous views!"
United States
Trevor
The price is ￥15,720
￥19,057 total
includes taxes & fees
Nov 2 - Nov 3
Le Ragnaie
A stone wall with a view of rolling hills and mountains.

6. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (139 reviews)
"This property is pristine. Absolutely beautiful with some of the best views in Tuscany. I would recommend this experience to anyone."
United States
Jeanine
The price is ￥170,859
￥189,703 total
includes taxes & fees
Nov 3 - Nov 4
Castello Banfi - Il Borgo - Relais et Chateaux
A poolside area with lounge chairs, a table with drinks, and a view of hills.

7. Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (167 reviews)
"This is our new favorite place to stay near Montalcino. It is beautiful beyond words, and the rooms are fantastic, spacious, comfortable, and just perfect. We will be back!"
United States
Silvana
The price is ￥45,681
￥52,014 total
includes taxes & fees
Nov 2 - Nov 3
Capanna Suites
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

8. Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (177 reviews)
"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"
United States
Aseem
The price is ￥30,441
￥34,893 total
includes taxes & fees
Nov 16 - Nov 17
Podere Brizio
A stone building with a tiled roof surrounded by vineyards.

9. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (46 reviews)
"Very nice place to visit and stay with integration of the wineyard, restaurant, rooms. But the great point is definitely the joyful presence of Aldo and his delicious food, made with family's heritage touch."
Brazil
Marcelo
The price is ￥7,805
￥9,289 total
includes taxes & fees
Nov 3 - Nov 4
Cordella in Montalcino Wine Resort
A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

10. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (94 reviews)
"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"
Canada
Karen
The price is ￥62,278
￥70,271 total
includes taxes & fees
Nov 28 - Nov 29
Villa Le Prata - Residenza del Vescovo
A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

11. PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
8.6 out of 10, Excellent, (7 reviews)
"Very nice place. Good king size bed and wonderful sheets. Breakfast was really fresh too, with delicious pastries. Awesome view in the valley, however we had an upgraded suite. AC was very welcome, it was 36C outside. I would recommend this one to all my friends. Also location was great, very central and a lot of restaurants close by."
United States
Ronny P
The price is ￥15,858
￥18,852 total
includes taxes & fees
Nov 1 - Nov 2
PALAZZO DEL CARDINALE
A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

12. Albergo Giardino

Albergo Giardino
Montalcino
8.8 out of 10, Excellent, (43 reviews)
"Albergo Giardino is in an ideal location, with a good choice of restaurants, bars and shops close by. It is clean, comfortable and in the heart of a thriving community. Owner Nida was lovely and keen to ensure a pleasant stay. Would recommend."
United Kingdom
Norma
The price is ￥16,843
￥19,936 total
includes taxes & fees
Nov 3 - Nov 4
Albergo Giardino
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

13. Hotel Dei Capitani

Hotel Dei Capitani
3.0 star property
Montalcino
8.8 out of 10, Excellent, (482 reviews)
"The property had a great location and a friendly staff and a room with Incredible views and parking was right next door"
United States
Phillip
Hotel Dei Capitani
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

14. SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (418 reviews)
"An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. I would certainly stay at this Agriturismo again when I return to Tuscany."
United States
Farasley
The price is ￥14,873
￥20,407 total
includes taxes & fees
Nov 9 - Nov 10
SI Montalcino Hotel
A stone building with a tiled roof, arched windows, and a gravel path leading to it.

15. Agriturismo Piombaia

Agriturismo Piombaia
Montalcino
8.4 out of 10, Very good, (15 reviews)
"Was absolutely amazing, the rooms are huge,the view is unbelievable, is very quiet and the staff very pleasant, they have a pool and a jacuzzi which is very welcome after a long day out in Tuscany"
United Kingdom
Georgiana
Agriturismo Piombaia
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

16. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (51 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is ￥16,285
￥18,620 total
includes taxes & fees
Nov 1 - Nov 2
Fattoria Pieve a Salti
A swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a brick building.

17. AGRITURISMO SANT'AGOSTINO

AGRITURISMO SANT'AGOSTINO
San Giovanni d'Asso
8.0 out of 10, Very good, (1 review)
"Vi hade en mycket bra vistelse här. Vi spenderade bara en natt då vi passerade igenom, men allt var till belåtenhet och området/gården var väldigt omhändertagen och fin. Skulle absolut kunna bo här igen om jag är i trakterna."
Sweden
David
The price is ￥16,843
￥18,528 total
includes taxes & fees
Oct 31 - Nov 1
AGRITURISMO SANT'AGOSTINO
A poolside area with two lounge chairs and a woven ottoman.

18. Il Burellino Wine & Resort

Il Burellino Wine & Resort
Montalcino
10.0 out of 10, Exceptional, (89 reviews)
"Absolutly amazing place. Great view over the hills in Montalcino."
Sweden
Jonas
The price is ￥25,600
￥29,568 total
includes taxes & fees
Nov 29 - Nov 30
Il Burellino Wine & Resort
A stone building with multiple windows and a sloped roof, illuminated by exterior lights.

19. Agriturismo La casella

Agriturismo La casella
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (39 reviews)
"Excellent place in Montalcino. Marcella is helping out if any problems. We Will return."
United States
Bodil
The price is ￥21,377
￥24,927 total
includes taxes & fees
Nov 24 - Nov 25
Agriturismo La casella
A swimming pool with lounge chairs and a stone building with a balcony.

20. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
3.0 star property
Montalcino
9.4 out of 10, Exceptional, (75 reviews)
"The location was absolutely perfect. We had parking available. The woman at the front desk was incredibly helpful and thoughtful for our our stay. Their breakfasts were great and again the staff was incredible. Highly recommend will absolutely returnI"
United States
Amy
Hotel Vecchia Oliviera
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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
The price is ￥13,532 per night from Nov 29 to Nov 30
￥13,532
￥15,413 total
Nov 29 - Nov 30
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
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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 castle on a hill with surrounding greenery and buildings.

Top Montalcino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great stay!"
Darold Paul 2-night trip
Posted 17 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

What are the best 5-star hotels in Montalcino?
Based on Expedia traveler 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 ￥15,413

What makes a hotel 5 stars in Montalcino?
Flawless guest service characterizes 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.