Explore 46 Luxury Hotels in Chianti Region

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Best Luxury Hotels in Chianti Region

Hotel Le Fontanelle

SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI

Fully refundableReserve now, pay when you stay

$535 nightly

$600 total

Jun 4 - Jun 5

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! (81 reviews)

Highlight of our Italy trip

"Our stay at Hotel Le Fontanelle was the highlight of our two week trip to Italy! The views are breathtaking and we enjoyed strolling around the grounds. All of the staff were so friendly and accommodating. We had wonderful meals at the hotel restaurant and the restaurants at the Club House. The shuttle ..."

Reviewed on Oct 11, 2024

Relais la Costa - Dimora Storica

Strada di Riciano, Monteriggioni, SI

$189 nightly

$213 total

May 29 - May 30

Total includes taxes and fees

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! (59 reviews)

"Beautiful property! Great service"

Reviewed on Oct 7, 2024

COMO Castello Del Nero

Strada Spicciano 7, Barberino Tavarnelle, FI

Fully refundableReserve now, pay when you stay

$1,331 nightly

$1,473 total

Jun 8 - Jun 9

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! (121 reviews)

"Fantastic staff, warm but professional! Great recs and helped with booking good transport. Breakfast was the best I had in Europe! Amazing views"

Reviewed on May 13, 2025

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Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85, Siena, SI

Fully refundableReserve now, pay when you stay

$523 nightly

$587 total

Jun 16 - Jun 17

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! (530 reviews)

"Beautiful hotel in an excellent location, right in the centre of Siena. Staff were extremely efficient and helpful, room was lovely with view of the square, comfortable bed and good amenities. It’s worth bearing in mind that the rooms overlooking the street are a bit noisy from people passing by ..."

Reviewed on May 23, 2025

Villa I Barronci Resort & Spa

Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI

$167 nightly

$190 total

Jun 2 - Jun 3

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, ...

9/10 Wonderful! (373 reviews)

"What a great property. An old villa developed into a boutique, modern, comfortable and quiet resort. We will stay again! The views!!"

Reviewed on May 20, 2025

Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone, Castelnuovo Berardenga, SI

Fully refundableReserve now, pay when you stay

$623 nightly

$697 total

Jun 22 - Jun 23

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 ...

"Beautiful grounds anf the staff was great. Very helpful and professional."

Reviewed on Dec 30, 2024

Borgo San Felice Resort

San Felice, Castelnuovo Berardenga, SI

$716 nightly

$799 total

Jun 25 - Jun 26

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 ...

"Beautiful property!"

Reviewed on Oct 13, 2024

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, free WiFi in public areas, and airport ...

"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

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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

Villa Le Barone

via San Leolino, 19, Panzano in Chianti, Greve in Chianti, FI

$238 nightly

$269 total

May 29 - May 30

Total includes taxes and fees

9.4/10 Exceptional! (118 reviews)

5 star hotels in Chianti Region

Pieve Aldina - Fontenille Collection

Traversa del Chianti, Radda in Chianti, SI

$388 nightly

$435 total

Jun 1 - Jun 2

Total includes taxes and fees

10/10 Exceptional! (16 reviews)

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	5,119 hotels
Lowest Price	$144
Highest Price	$1,473
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

Popular places to visit

Castello di Meleto, Gaiole in Chianti, Tuscany

Meleto Castle

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Recent Chianti Region Hotel Reviews By Fellow Wanderers

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5

Posted 5 days ago

Travelocity Verified Review

"Unbelievable hotel. The grounds are beautiful and amenities are some of the best around. The breakfast is the best we’ve ever had at any hotel. The spa access was also a very nice added touch. Cleaning service and staff were outstanding, the best we’ve ever received. Would 100% come back and recommend. "

A verified traveler stayed at Castello di Spaltenna- Small Luxury Hotels of the World