Explore 46 Luxury Hotels in Chianti Region

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Best Luxury Hotels in Chianti Region

Borgo San Felice Resort

Borgo San Felice Resort

San Felice, Castelnuovo Berardenga, SI
$725 nightly
The price is $809 total per night from Aug 1 to Aug 2
$809 total
Aug 1 - Aug 2
Total includes taxes and fees
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! (69 reviews)
"Borgo San Felice exceeded all my expectations. I thought the hotel was part of a very small village when in reality the resort is the entire village. Beautiful property filled with history. Absolutely loved our time there and will definitely be going back."

Reviewed on Jul 9, 2025

Borgo San Felice Resort
Hotel Le Fontanelle

Hotel Le Fontanelle

SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI
Fully refundableReserve now, pay when you stay
$472 nightly
The price is $531 total per night from Jul 14 to Jul 15
$531 total
Jul 14 - Jul 15
Total includes taxes and fees
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room, picnic area, and in-room ...
9.8/10 Exceptional! (83 reviews)
"The Vacation was amazing. The place the staff the food the service all was amazing."

Reviewed on Jun 9, 2025

Hotel Le Fontanelle
Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica

Strada di Riciano, Monteriggioni, SI
Fully refundableReserve now, pay when you stay
A full-service spa, a hot tub, and a restaurant are all featured at this luxury property. Enjoy the seasonal outdoor pool and free perks like continental breakfast ...
9.6/10 Exceptional! (61 reviews)
Wonderful, relaxing stay!
"This place is wonderful, relaxing, and the staff was very helpful! It is a delightful stop on your tour through tuscany!"

Reviewed on Jun 26, 2025

Relais la Costa - Dimora Storica
COMO Castello Del Nero

COMO Castello Del Nero

Strada Spicciano 7, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
$1,110 nightly
The price is $1,230 total per night from Aug 1 to Aug 2
$1,230 total
Aug 1 - Aug 2
Total includes 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! (125 reviews)
"Beautiful place to stay and enjoy ."

Reviewed on Jul 6, 2025

COMO Castello Del Nero
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
$296 nightly
The price is $338 total per night from Aug 4 to Aug 5
$338 total
Aug 4 - Aug 5
Total includes 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 ...
9.2/10 Wonderful! (538 reviews)
Excellent hotel & incredible service
"Beautiful hotel located in historic walking district of Siena. 5 star historic hotel with bar & lounge area for coffee, drinks, lunch, dinner, upscale restaurant. Great breakfast buffet or a la carte options. Food & wine were excellent. Large spacious rooms with great Air Cond (it was in the 90’s). ..."

Reviewed on Jul 2, 2025

Grand Hotel Continental Siena – Starhotels Collezione
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $168 total per night from Jul 14 to Jul 15
$168 total
Jul 14 - Jul 15
Total includes taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare, ...
9.2/10 Wonderful! (382 reviews)
Fantastic
"This is our second trip to this hotel because we loved it so much the first time. We even brought our friends with us this time. Fantastic view and property with excellent service. Highly recommend"

Reviewed on Jul 6, 2025

Villa I Barronci Resort & Spa
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone, Castelnuovo Berardenga, SI
Fully refundableReserve now, pay when you stay
$611 nightly
The price is $683 total per night from Jul 28 to Jul 29
$683 total
Jul 28 - Jul 29
Total includes 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 ...
8.8/10 Excellent! (139 reviews)
Sublime
"The Hotel is sublime and the service is very prompt and friendly. Both restaurants serve a good selection of local speciali7ties and more."

Reviewed on Jun 21, 2025

Castel Monastero - The Leading Hotels of the World
Villa il Sasso - Dimora d'epoca

Villa il Sasso - Dimora d'epoca

Via di Belmonte 27, Bagno a Ripoli, FI
This affittacamere features an outdoor pool and a bar/lounge. Traveling on business? Take advantage of the business center, express check-out, and airport shuttle. ...
"Great place to stay near Florence. Very near and convenient if you need to be in Grassina. Good transportation by bus to Florence, but is ideal if you have a car to move around the beautiful Tuscany region. Breakfast is very good, and the staff couldn't be better hosts. Comfortable and clean ..."

Reviewed on Oct 28, 2024

Villa il Sasso - Dimora d'epoca
Don't see what you're looking for?
See all available properties in Chianti Region
View all properties
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.

More 4 star hotels in Chianti Region

5 star hotels in Chianti Region

Chianti Region Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Chianti Region luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Chianti Region to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Chianti Region will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Chianti Region, and plan your next opulent escape.


Chianti Region hotels essential information

Accommodation
5,178 hotels
Lowest Price
$155
Highest Price
$1,230
Popular hotels
COMO Castello Del Nero, Castel Monastero - The Leading Hotels of the World, Grand Hotel Continental Siena – Starhotels Collezione, Borgo San Felice Resort, Hotel Le Fontanelle, Relais la Costa - Dimora Storica, Villa il Sasso - Dimora d'epoca, Villa I Barronci Resort & Spa

Popular Luxury Stays in Chianti Region

Recent Chianti Region Hotel Reviews By Fellow Wanderers

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity