Explore top 2026 5 Star Hotels in Brunello di Montalcino Wine Area

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Top Brunello di Montalcino Wine Area 5 Star hotels

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$539 nightly
The price is $605 total per night from Jun 16 to Jun 17
$605 total
Jun 16 - Jun 17
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is ...
9.2/10 Wonderful! (605 reviews)
"Loved the location Restaurant was outstanding!!"

Reviewed on May 14, 2026

Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$463 nightly
The price is $516 total per night from Jun 2 to Jun 3
$516 total
Jun 2 - Jun 3
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. ...
9.4/10 Exceptional! (135 reviews)
"Best hotel in city"

Reviewed on May 14, 2026

Opens in a new windowPrecise Tale Poggio Alla Sala
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$689 nightly
The price is $770 total per night from May 19 to May 20
$770 total
May 19 - May 20
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express ...
9/10 Wonderful! (348 reviews)
"I cant think of a more perfect place to stay. It is a beautiful property, with a long history, in one of the most beautiful regions of the world. We had one of the more "basic" rooms but it was still luxurious and comfortable. Amenities were great and the food/wine was amazing. We had some logistical ..."

Reviewed on May 16, 2026

Opens in a new windowCastello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
$2,207 nightly
The price is $2,439 total per night from Jun 7 to Jun 8
$2,439 total
Jun 7 - Jun 8
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice Castelnuovo Berardenga SI
$824 nightly
The price is $918 total per night from May 31 to Jun 1
$918 total
May 31 - Jun 1
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the arcade/game room, kid-friendly dining, and ...
9.8/10 Exceptional! (82 reviews)
"Absolutely wonderful!"

Reviewed on May 8, 2026

Opens in a new windowBorgo San Felice Resort
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5 out of 5
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
$375 nightly
The price is $417 total per night from May 19 to May 20
$417 total
May 19 - May 20
Total with taxes and fees
This luxury hotel features a full-service spa, hot springs, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room ...
9.4/10 Exceptional! (193 reviews)
"Great place! Excellent service by everyone we encountered."

Reviewed on Feb 13, 2026

Opens in a new windowFonteverde Lifestyle & Thermal Retreat
Hotel Le Fontanelle

Hotel Le Fontanelle

5 out of 5
SP 408-km 14.7 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$414 nightly
The price is $467 total per night from Jun 2 to Jun 3
$467 total
Jun 2 - Jun 3
Total with taxes and fees
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room, picnic area, and in-room ...
9.8/10 Exceptional! (98 reviews)
"We had an exceptional stay. The staff, the property, the food, the activities were all top notch. We missed it the second we left and hope to return in the future. Loved the balcony and view from room 22."

Reviewed on May 18, 2026

Opens in a new windowHotel Le Fontanelle
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto Chiusdino SI
$1,908 nightly
The price is $2,110 total per night from Jun 18 to Jun 19
$2,110 total
Jun 18 - Jun 19
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...
Opens in a new windowBorgo Santo Pietro
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

5 out of 5
Strada di Certosa, 82/86 Siena SI
Fully refundableReserve now, pay when you stay
$452 nightly
The price is $509 total per night from Jun 4 to Jun 5
$509 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a playground and an arcade/game room, and families will appreciate ...
9.8/10 Exceptional! (198 reviews)
"A wonderful hotel, everything was perfect. On the outskirts of Siena, but they have a shuttle to take you to the City gates. Staff were amazing. Everyone was excellent. Food was great. Really like it here, would definitely return."

Reviewed on May 12, 2026

Opens in a new windowHotel Certosa Di Maggiano
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5 out of 5
Loc. Sant'Ambrogio, 29 Trequanda SI
$135 nightly
The price is $152 total per night from May 21 to May 22
$152 total
May 21 - May 22
Total with taxes and fees
This farm stay features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
9.8/10 Exceptional! (108 reviews)
"My husband and I had an amazing time on our stay. The property is so stunning and dreamy with breathtaking views of Val D'Orcia. We were pleased with the ample parking and an EV charging station on site. Staff also offered to assist with luggage, dinners and the complimentary breakfast were delicious, ..."

Reviewed on Apr 29, 2026

Opens in a new windowBorgo Sant'Ambrogio Resort
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Brunello di Montalcino Wine Area Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Brunello di Montalcino Wine Area to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Brunello di Montalcino Wine Area 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Brunello di Montalcino Wine Area before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Brunello di Montalcino Wine Area hotel reviews by fellow wanderers

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"I cant think of a more perfect place to stay. It is a beautiful property, with a long history, in one of the most beautiful regions of the world. We had one of the more "basic" rooms but it was still luxurious and comfortable. Amenities were great and the food/wine was amazing. We had some logistical problems with some of our travel plans and the staff was incredibly helpful. We are very grateful to Andrei, Kristian and Valeria especially. "
A verified traveler stayed at Castello di Velona Resort Thermal SPA & Winery
Castello di Velona Resort Thermal SPA & Winery

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