Explore 46 Luxury Hotels in Chianti Region

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Best Luxury Hotels in Chianti Region

Hotel Le Fontanelle

Hotel Le Fontanelle

SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI
Fully refundableReserve now, pay when you stay
$390 nightly
The price is $441 total per night from Oct 21 to Oct 22
$441 total
Oct 21 - Oct 22
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! (94 reviews)
All excellent thank you
"All excellent thank you"

Reviewed on Sep 4, 2025

Opens in a new windowHotel Le Fontanelle
Borgo San Felice Resort

Borgo San Felice Resort

San Felice, Castelnuovo Berardenga, SI
$720 nightly
The price is $804 total per night from Nov 2 to Nov 3
$804 total
Nov 2 - Nov 3
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 ...
9.6/10 Exceptional! (77 reviews)
"One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again."

Reviewed on Aug 25, 2025

Opens in a new windowBorgo San Felice Resort
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! (69 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great."

Reviewed on Oct 11, 2025

Opens in a new windowRelais 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
$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
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
$338 nightly
The price is $379 total per night from Nov 11 to Nov 12
$379 total
Nov 11 - Nov 12
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! (561 reviews)
"Wonderful room 125. Faces the main thoroughfare. Could be a bit of noise sometimes. Wonderful stay."

Reviewed on Sep 28, 2025

Opens in a new windowGrand 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
$94 nightly
The price is $111 total per night from Nov 11 to Nov 12
$111 total
Nov 11 - Nov 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! (398 reviews)
One of the best Hotels in Tuscany
"This magnificent Hotel exceeded all our expectations. The rooms were very generous is size and the beds were so comfy. Breakfast was exceptional too.... The heated swimming pool with Jacuzzi and the view of the countryside was breathtaking."

Reviewed on Oct 1, 2025

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
$491 nightly
The price is $552 total per night from Nov 13 to Nov 14
$552 total
Nov 13 - Nov 14
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
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

Opens in a new windowVilla il Sasso - Dimora d'epoca
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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
5,009 hotels
Lowest Price
$111
Highest Price
$873
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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