Explore top 2026 5 Star Hotels in Chianti Region
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Top Chianti Region 5 Star hotels
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
$397 nightly
The price is $448 total per night from Aug 16 to Aug 17
$448 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
9.6/10 Exceptional! (281 reviews)
"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"
Reviewed on Aug 4, 2026
COMO Castello Del Nero
Strada Spicciano 7 Barberino Tavarnelle FI
Fully refundableReserve now, pay when you stay
$795 nightly
The price is $883 total per night from Aug 20 to Aug 21
$883 total
Aug 20 - Aug 21
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free hotel. Families will appreciate the playground, kid-friendly ...
9.6/10 Exceptional! (142 reviews)
"Great staff!"
Reviewed on Jun 27, 2026
Chapter Chianti, a Member of Design Hotels
Loc. Fontebussi Cavriglia AR
Fully refundableReserve now, pay when you stay
$392 nightly
The price is $439 total per night from Aug 20 to Aug 21
$439 total
Aug 20 - Aug 21
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Family-friendly amenities include a children's pool and in-room childcare. Relax with a ...
Borgo Vescine
Località Vescine Radda in Chianti SI
$459 nightly
The price is $515 total per night from Aug 23 to Aug 24
$515 total
Aug 23 - Aug 24
Total with taxes and fees
An attached winery, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
LHP Certaldo Resort
via del Molino, 74 Certaldo FI
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $165 total per night from Sep 7 to Sep 8
$165 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Pieve Aldina - Relais & Châteaux
Traversa del Chianti Radda in Chianti SI
$600 nightly
The price is $669 total per night from Aug 23 to Aug 24
$669 total
Aug 23 - Aug 24
Total with taxes and fees
An attached winery and a restaurant are featured at this luxury hotel. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and valet parking. ...
10/10 Exceptional! (43 reviews)
"Excellent staff. Wonderful venue. Close to Radda, a charming town in Chianti, and Sienna. Dinner outside was fantastic."
Reviewed on Aug 8, 2026
Villa Le Calvane
Via Castiglioni 1,3,5 Montespertoli FI
Fully refundableReserve now, pay when you stay
$528 nightly
The price is $589 total per night from Sep 11 to Sep 12
$589 total
Sep 11 - Sep 12
Total with taxes and fees
An attached winery, a full-service spa, and 3 outdoor pools are all featured at this luxury hotel. Families will appreciate the children's pool, kid-friendly ...
9.8/10 Exceptional! (89 reviews)
"Great staff! Beautiful property. The food is amazing. The pool is beautiful. The view is unreal. We live it. We will be back. Thanks"
Reviewed on Aug 3, 2026
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.
Chianti Region 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 Chianti Region 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. Chianti Region 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 Chianti Region 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 Chianti Region hotel reviews by fellow wanderers
Salvadonica - Borgo del Chianti
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Excellent vacation destination."
A verified traveler stayed at Salvadonica - Borgo del Chianti
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