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
Fully refundableReserve now, pay when you stay
$398 nightly
The price is $450 total per night from Sep 6 to Sep 7
$450 total
Sep 6 - Sep 7
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
$932 nightly
The price is $1,034 total per night from Oct 4 to Oct 5
$1,034 total
Oct 4 - Oct 5
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
$394 nightly
The price is $440 total per night from Sep 13 to Sep 14
$440 total
Sep 13 - Sep 14
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 ...
9.4/10 Exceptional! (8 reviews)
"We had a great stay at Chapter Chianti Resort! The staff were incredibly friendly and provided excellent customer service throughout our stay. Our room was very clean and comfortable, and the air conditioning worked great, which was especially appreciated during the summer heat. The resort has really ..."
Reviewed on Aug 19, 2026
Pieve Aldina - Relais & Châteaux
Traversa del Chianti Radda in Chianti SI
$372 nightly
The price is $418 total per night from Sep 30 to Oct 1
$418 total
Sep 30 - Oct 1
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. ...
9.8/10 Exceptional! (44 reviews)
"Overall, this is a beautiful hotel no doubt. We exclusively stay and Relias and Château Hotel properties. The grounds were beautiful and the breakfast was lovely. The most disappointing part about this hotel was actually the staff. No one was directly rude however they were not friendly and did not ..."
Reviewed on Aug 24, 2026
Borgo Vescine
Località Vescine Radda in Chianti SI
Fully refundableReserve now, pay when you stay
$813 nightly
The price is $903 total per night from Sep 11 to Sep 12
$903 total
Sep 11 - Sep 12
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
$148 nightly
The price is $170 total per night from Oct 4 to Oct 5
$170 total
Oct 4 - Oct 5
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, ...
9.2/10 Wonderful! (544 reviews)
"Hotel was excellent in every way! The staff was amazing attending to our every need. Pool was a big plus in the hot summer weather! Breakfast buffet was also amazing. The location was a little disappointing being a little farther from the old Certaldo than expected. Also disappointing was the size ..."
Reviewed on Aug 30, 2026
Villa Le Calvane
Via Castiglioni 1,3,5 Montespertoli FI
Fully refundableReserve now, pay when you stay
$609 nightly
The price is $679 total per night from Sep 9 to Sep 10
$679 total
Sep 9 - Sep 10
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
Villa I Barronci Resort & Spa
5 out of 5
Posted 21 hours ago
Travelocity Verified Review
"Unreal!"
A verified traveler stayed at Villa I Barronci Resort & Spa
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