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

Name: Castel Monastero - The Leading Hotels of the World
Price range: $495 total

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Top Brunello di Montalcino Wine Area 5 Star hotels

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

$271 nightly

$304 total

Dec 14 - Dec 15

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 ...

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI

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. ...

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Fonteverde Thermal Spa Resort Tuscany

Localita Terme, 1 San Casciano dei Bagni SI

Fully refundableReserve now, pay when you stay

$310 nightly

$346 total

Dec 14 - Dec 15

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! (230 reviews)

"The spa and spa services were fantastic! We had a suite with a balcony on the 2nd floor which was nice but we could hear absolutely everything above us. Every time the person above us showered or flushed the toilet we heard it, loudly. The bed is a traditional hard Italian bed so our quiet relaxing ..."

Reviewed on Nov 15, 2026

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

Fully refundableReserve now, pay when you stay

$893 nightly

$993 total

Dec 2 - Dec 3

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, ...

10/10 Exceptional! (88 reviews)

"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 2026

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

Fully refundableReserve now, pay when you stay

$582 nightly

$651 total

Dec 9 - Dec 10

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! (385 reviews)

"Absolutely lovely experience all around. The rooms, amenities and staff were all wonderful. On-site dining, food and drinks are over priced IMO. The restaurant does legitimately have good food but over charges for basics. As long as you know that going in you’ll enjoy everything."

Reviewed on Nov 14, 2026

Hotel Certosa Di Maggiano

Strada di Certosa, 82/86 Siena SI

Fully refundableReserve now, pay when you stay

$242 nightly

$273 total

Dec 14 - Dec 15

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 ...

La Posta Hotel & Thermal Spa

Via Ara Urcea 43 San Quirico d'Orcia SI

$375 nightly

$418 total

Dec 1 - Dec 2

Total with taxes and fees

A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free buffet ...

Borgo Santo Pietro

Loc. Palazzetto Chiusdino SI

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. ...

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Borgo San Felice Resort

San Felice Castelnuovo Berardenga SI

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! (98 reviews)

"Absolutely fabulous hotel with spectacular staff, grounds and amenities."

Reviewed on Oct 9, 2026

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Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone Castelnuovo Berardenga SI

Fully refundableReserve now, pay when you stay

$440 nightly

$495 total

Nov 21 - Nov 22

Total with taxes and fees

A full-service spa, 2 restaurants, and 2 indoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

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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.

Five Star Hotels in Brunello di Montalcino Wine Area

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 five 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.