Explore 46 Luxury Hotels in Chianti Region

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Best Luxury Hotels in Chianti Region

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. ...
10/10 Exceptional! (53 reviews)
"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

Opens in a new windowVilla il Sasso - Dimora d'epoca
Borgo San Felice Resort

Borgo San Felice Resort

San Felice Castelnuovo Berardenga SI
$794 nightly
The price is $885 total per night from Jul 8 to Jul 9
$885 total
Jul 8 - Jul 9
Total with 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! (84 reviews)
"Wow wow wow. What a place. Absolutely phenomenal stay here. The grounds and hotel are absolutely fabulous. I read some review around staff attitude but can honestly say I never experienced this at all. Everyone was very polite and helpful in the bar and restaurants. George on reception was particularly ..."

Reviewed on May 24, 2026

Opens in a new windowBorgo San Felice Resort
Hotel Le Fontanelle

Hotel Le Fontanelle

SP 408-km 14.7 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$359 nightly
The price is $407 total per night from Jul 8 to Jul 9
$407 total
Jul 8 - Jul 9
Total with 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! (100 reviews)
"We stayed in Italy for 10 days and visited 5 different locations and this was clearly the best. We stayed here for 3 nights, and it did not disappoint. We wished we had stayed longer. The facilities, grounds, and guest rooms are large and pristine. Everything is very clean. The food was exceptional ..."

Reviewed on Jun 9, 2026

Opens in a new windowHotel Le Fontanelle
COMO Castello Del Nero

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI
$1,244 nightly
The price is $1,378 total per night from Jun 17 to Jun 18
$1,378 total
Jun 17 - Jun 18
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! (137 reviews)
"Everything was top notch and the food was amazing"

Reviewed on May 31, 2026

Opens in a new windowCOMO Castello Del Nero
Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica

Strada di Riciano Monteriggioni SI
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $224 total per night from Jun 14 to Jun 15
$224 total
Jun 14 - Jun 15
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free country house. Traveling on business? Take advantage of the business center, free WiFi in ...
9.6/10 Exceptional! (77 reviews)
"Amazing venue. Lovely staff. One small suggestion have a bar selling snacks during the day but otherwise wonderful x would recommend it to everyone"

Reviewed on Jun 1, 2026

Opens in a new windowRelais la Costa - Dimora Storica
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
$283 nightly
The price is $323 total per night from Jul 4 to Jul 5
$323 total
Jul 4 - Jul 5
Total with 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! (607 reviews)
"A little overrated. Rooms need modernising. Staff and in general the property is very good but it needs a makeover in our opinion."

Reviewed on Jun 5, 2026

Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI
$137 nightly
The price is $157 total per night from Jun 11 to Jun 12
$157 total
Jun 11 - Jun 12
Total with 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! (429 reviews)
"Amazing stay and experience. Would highly recommend!"

Reviewed on Jun 7, 2026

Opens in a new windowVilla 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
$591 nightly
The price is $662 total per night from Jun 20 to Jun 21
$662 total
Jun 20 - Jun 21
Total with 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! (144 reviews)
"Overall great. It was a bit colder when we went. I wish they put heat lamps in outside seating areas in the evenings. I did ask and they put one but it needed time to heat up. But other than that - amazing stay!"

Reviewed on Oct 4, 2025

Opens in a new windowCastel Monastero - The Leading Hotels of the World
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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
4,842 hotels
Lowest Price
$157
Highest Price
$1,378
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

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