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 Castelnuovo Berardenga SI

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! (95 reviews)

Beautiful, serene location with wonderful hospitalty and service. Tons of options for activities that we unfortunately couldn't take advantage of due to limited time. Amazing staff! We will definitely be back!

Reviewed on Oct 20, 2025

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Borgo San Felice Resort

San Felice Castelnuovo Berardenga SI

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! (79 reviews)

One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again.

Reviewed on Aug 25, 2025

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Relais la Costa - Dimora Storica

Strada di Riciano Monteriggioni SI

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! (72 reviews)

Relais la Costa – Dimora Storica is truly a gem. From the moment we arrived, the staff made us feel incredibly welcome with warm and attentive customer service. The atmosphere is peaceful and full of character, with stunning historic details throughout the property. Our room was spacious, elegant, ...

Reviewed on Oct 14, 2025

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COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

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! (132 reviews)

Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car).

Reviewed on Oct 25, 2025

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Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

$290 nightly

$326 total

Feb 25 - Feb 26

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! (577 reviews)

Staff is amazing! The hotel is beautiful! Hotel is very clean and a respite from walking all day! Be sure and ask for different pillows if you are particular... they have many kinds to choose from!

Reviewed on Jan 20, 2026

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI

Fully refundableReserve now, pay when you stay

$74 nightly

$88 total

Jan 28 - Jan 29

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! (407 reviews)

Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well.

Reviewed on Nov 2, 2025

Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone Castelnuovo Berardenga SI

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

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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

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More 4 star hotels in Chianti Region

Locanda le Piazze

Localita Le Piazze 41 Castellina in Chianti SI

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9.6/10 Exceptional! (182 reviews)

5 star hotels in Chianti Region

Pieve Aldina - Fontenille Collection

Traversa del Chianti Radda in Chianti SI

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10/10 Exceptional! (32 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	4,732 hotels
Lowest Price	$88
Highest Price	$326
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

Villa Casagrande Resort & SPA

5 out of 5

Posted 3 weeks ago

Travelocity Verified Review

"Always beautiful when I stay here, staff are helpful and every room clean and tidy "

A verified traveler stayed at Villa Casagrande Resort & SPA

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5

Posted 4 months ago

Travelocity Verified Review

"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "

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