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
$422 nightly
The price is $476 total per night from May 3 to May 4
$476 total
May 3 - May 4
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! (263 reviews)
Hotel located in a gorgeous mountain settings, the views absolutely stunning, the food was ok, fresh and decent choices on the menu. Room was very clean, but moldy smell was still in the room. The service was excellent. Spa i was not impressed at all. Chlorine smell inside the facility, average massage ...
Reviewed on Apr 28, 2026
COMO Castello Del Nero
Strada Spicciano 7 Barberino Tavarnelle FI
Fully refundableReserve now, pay when you stay
$1,042 nightly
The price is $1,155 total per night from Apr 30 to May 1
$1,155 total
Apr 30 - May 1
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! (135 reviews)
Amazing stay. Would be back again.
Reviewed on Apr 11, 2026
Pieve Aldina - Relais & Châteaux
Traversa del Chianti Radda in Chianti SI
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $377 total per night from Apr 30 to May 1
$377 total
Apr 30 - May 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. ...
Borgo Vescine
Località Vescine Radda in Chianti SI
Fully refundableReserve now, pay when you stay
$541 nightly
The price is $604 total per night from Apr 30 to May 1
$604 total
Apr 30 - May 1
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 ...
9.4/10 Exceptional! (244 reviews)
You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ...
Reviewed on Oct 5, 2025
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 May 4 to May 5
$170 total
May 4 - May 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! (529 reviews)
Beautiful garden in the back
Reviewed on Oct 18, 2025
Villa Le Calvane
Via Castiglioni 1,3,5 Montespertoli FI
Fully refundableReserve now, pay when you stay
$487 nightly
The price is $544 total per night from May 11 to May 12
$544 total
May 11 - May 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 ...
9.6/10 Exceptional! (83 reviews)
We returned last month from our trip to **Villa le Calvane** and I’m still dreaming about our stay. It was truly a masterclass in Tuscan hospitality. The staff goes above and beyond to make you feel like royalty, yet it’s their genuine warmth that really stands out. The accommodations are breathtaking. ...
Reviewed on Apr 29, 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
Castello di Spaltenna- Small Luxury Hotels of the World
5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Hotel located in a gorgeous mountain settings, the views absolutely stunning, the food was ok, fresh and decent choices on the menu. Room was very clean, but moldy smell was still in the room. The service was excellent. Spa i was not impressed at all. Chlorine smell inside the facility, average massage treatment, would not recommend it. Outdoor pool has breath taking views, in the summer time it will be the best place to spend your mornings or evenings to watch Sunrise and Sunsets. Overall I do recommend to visit this place for at least a few days."
A verified traveler stayed at Castello di Spaltenna- Small Luxury Hotels of the World
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