Explore top 2025 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

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
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 ...
9.4/10 Exceptional! (256 reviews)
"An incredible stay for anyone who wants to disconnect in pure luxury. Pure beauty and a very detailed luxury hotel."

Reviewed on Oct 9, 2025

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Opens in a new windowCastello di Spaltenna- Small Luxury Hotels of the World
Pieve Aldina - Fontenille Collection

Pieve Aldina - Fontenille Collection

5 out of 5
Traversa del Chianti, Radda in Chianti, SI
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! (29 reviews)
"Everything was exquisite!! From the service , the food, wine, olive oil, pool, bedding, room decor, outdoor seating spaces etc etc etc - perfection !!!! We enjoyed celebrating our 25th anniversary here so much and hope we are fortunate enough to come back."

Reviewed on Sep 30, 2025

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Opens in a new windowPieve Aldina - Fontenille Collection
COMO Castello Del Nero

COMO Castello Del Nero

5 out of 5
Strada Spicciano 7, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
$785 nightly
The price is $873 total per night from Nov 2 to Nov 3
$873 total
Nov 2 - Nov 3
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 ...
9.4/10 Exceptional! (128 reviews)
"Beautiful!"

Reviewed on Aug 2, 2025

Opens in a new windowCOMO Castello Del Nero
Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine, Radda in Chianti, SI
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $377 total per night from Oct 19 to Oct 20
$377 total
Oct 19 - Oct 20
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 ...
9.2/10 Wonderful! (240 reviews)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs ..."

Reviewed on Sep 24, 2025

Opens in a new windowBorgo Vescine
Villa Le Calvane

Villa Le Calvane

5 out of 5
Via Castiglioni 1,3,5, Montespertoli, FI
Fully refundableReserve now, pay when you stay
$506 nightly
The price is $564 total per night from Oct 18 to Oct 19
$564 total
Oct 18 - Oct 19
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! (81 reviews)
"We had a wonderful time! The pool is amazing with an incredible view. The staff went out of their way to make our stay fantastic, especially our server Leonardo. The breakfast was great with eggs to order and everything freshly prepared. Highly recommend!"

Reviewed on Jul 31, 2025

Opens in a new windowVilla Le Calvane
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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

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"An incredible stay for anyone who wants to disconnect in pure luxury. Pure beauty and a very detailed luxury hotel."
A verified traveler stayed at Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the World

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