Our top choices for Chianti Region hotels

Torre a Cona Wine Estate

Rignano sull'Arno

Katie

￥59,639 total

includes taxes & fees

Jun 1 - Jun 2

Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

￥154,958 total

includes taxes & fees

May 31 - Jun 1

Castello Vicchiomaggio

Greve in Chianti

Steven

￥50,939 total

includes taxes & fees

Jun 2 - Jun 3

La Certosa di Pontignano

Castelnuovo Berardenga

Alex

￥25,006 total

includes taxes & fees

May 10 - May 11

Castello di Tornano Wine Resort

Gaiole in Chianti

lori

￥41,443 total

includes taxes & fees

May 17 - May 18

Villa Sabolini

Colle di Val d'Elsa

Jose

￥34,155 total

includes taxes & fees

May 19 - May 20

Borgo Vescine

Radda in Chianti

Hugh

￥102,797 total

includes taxes & fees

May 21 - May 22

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Marie

￥39,549 total

includes taxes & fees

May 10 - May 11

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

ALFREDO

￥85,188 total

includes taxes & fees

May 11 - May 12

Dievole Wine Resort

Castelnuovo Berardenga

Richard

￥63,307 total

includes taxes & fees

May 11 - May 12

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

Lucas

￥37,429 total

includes taxes & fees

Jun 5 - Jun 6

Hotel Le Fontanelle

Castelnuovo Berardenga

Maria

￥77,270 total

includes taxes & fees

May 17 - May 18

Fattoria di Vegi

Castellina in Chianti

￥54,239 total

includes taxes & fees

May 10 - May 11

Agriturismo San Sano

Gaiole in Chianti

Shawn

￥23,485 total

includes taxes & fees

Jun 5 - Jun 6

Il Borro - Relais & Châteaux

Loro Ciuffenna

cory

￥133,162 total

includes taxes & fees

May 13 - May 14

Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Kieran J.

￥34,165 total

includes taxes & fees

May 13 - May 14

Pieve Aldina - Relais & Châteaux

Radda in Chianti

Lara

￥122,144 total

includes taxes & fees

Jun 4 - Jun 5

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Catherine

￥74,979 total

includes taxes & fees

Jun 2 - Jun 3

Borgo di Pietrafitta Relais

Castellina in Chianti

Simon

￥24,174 total

includes taxes & fees

May 11 - May 12

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

Nancy

￥21,654 total

includes taxes & fees

May 11 - May 12

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Vacation Rentals in Chianti Region

Aparthotel

Podere il Pino

Poggibonsi

"Beautiful place to stay. Great for kids and has an amazing view. "

Residence

Seasonal outdoor pool, pool umbrellas, sun loungers

Villa San Filippo

Barberino Tavarnelle

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

Villa

Relais Badia a Passignano

Barberino Tavarnelle

"A beautiful estate in a scenic Chianti location. The villa was freshly renovated and perfect for a few days of relaxation and wine tours."

Townhouse

L' Eroico

Gaiole in Chianti

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."

Vacation Home

Belvilla by OYO Serene Apartment With Garden

Greve in Chianti

"Had we known that we should look for Castello di Querceto, this would have been very easy to find! The address on Hotels.com is correct but it made us look for "Serene Apartments". The ladies in the reception were accommodating and informative. The apartment is lovely! It is placed next to the reception, 10 minutes walk from the swimmingpool, but seems to be cooler than the apartments next to the pool due to shade from trees and buildings. It is bigger than expected and has everything we need....

Townhouse

Rocca di Castagnoli

Gaiole in Chianti

"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "

Townhouse

Villa Rosa Panzano

Greve in Chianti

"The facilities were great, including access to the swimming pool. The staff were very friendly and helpful. Breakfast options were good. Parking on site. Villa is a 10 minute drive to two lovely Tuscan towns (Greve and Panzano). Would stay here again - it was so atmospheric! "

Residence

Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

Townhouse

Villa Curina Resort

Castelnuovo Berardenga

"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...

Apartment

Poggio Cennina Resort

Bucine

"The resort is in the most stunning setting. The pool is fantastic. The accommodation is comfortable and has everything you need. The staff were very friendly and helpful. We would highly recommend and would return for another stay."

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Stay near popular Chianti Region attractions

A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.

Antinori nel Chianti Classico

4.7/5 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the stunning cathedral and wineries in this walkable area.

See properties

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

10/10 Excellent

"We couldn't have asked for a more beautiful, comfortable place to stay. The staff we had the pleasure of learning from, Irene and Ivana, made our trip. We loved the wine and olive oil tasting and the cooking class."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Hotel located in a gorgeous mountain settings, the views absolutely stunning, the food was ok, fresh and decent choices on the menu. Room was very clean, but moldy smell was still in the room. The service was excellent. Spa i was not impressed at all. Chlorine smell inside the facility, average massage treatment, would not recommend it. Outdoor pool has breath taking views, in the summer time it will be the best place to spend your mornings or evenings to watch Sunrise and Sunsets. Overall I do recommend to visit this place for at least a few days."

Castello Vicchiomaggio

10/10 Excellent

"LOVED our stay. I can’t describe how perfect our stay was. It was more beautiful than the pics we’d seen on hotels.com. Beautiful spacious room/apartment. Fabulous dinner in the restaurant, wine tour & tasting. Very helpful staff. Absolutely stunning views. Convenient parking, close to Greve, the town. Perfection. "

Villa I Barronci Resort & Spa

10/10 Excellent

"A Tuscan Gem with Unmatched Hospitality We had a wonderful stay at Villa I Barronci Resort & Spa! From the moment we arrived, the staff made us feel incredibly welcome with their warm and attentive service. Our rooms were spotless and well-maintained, providing a comfortable retreat after a day of exploring. We also had a fantastic dinner at the resort. The food was absolutely delicious and a true highlight of our visit. While there was some construction taking place during our stay, it truly didn't take away from the natural beauty of the grounds. The resort is situated in the perfect location for visiting Tuscany’s most scenic spots, and the nearby town of San Casciano in Val di Pesa is such a quaint, lovely place to walk around. Highly recommended for anyone looking for a beautiful and welcoming base in the heart of Chianti! "