Our top choices for Chianti Region hotels

Chapter Chianti

Cavriglia

￥60,193 total

includes taxes & fees

Jul 15 - Jul 16

La Certosa di Pontignano

Castelnuovo Berardenga

Ken

￥27,290 total

includes taxes & fees

Jun 29 - Jun 30

Torre a Cona Wine Estate

Rignano sull'Arno

Tom

￥63,906 total

includes taxes & fees

Jun 27 - Jun 28

Dievole Wine Resort

Castelnuovo Berardenga

Pamela

￥58,587 total

includes taxes & fees

Jul 15 - Jul 16

Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

￥44,823 total

includes taxes & fees

Jun 28 - Jun 29

Castello Vicchiomaggio

Greve in Chianti

Ruth

￥37,257 total

includes taxes & fees

Jul 5 - Jul 6

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Bogdan

￥79,992 total

includes taxes & fees

Jun 28 - Jun 29

Borgo Vescine

Radda in Chianti

David

￥101,142 total

includes taxes & fees

Jul 7 - Jul 8

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

￥37,537 total

includes taxes & fees

Jun 25 - Jun 26

Agriturismo San Sano

Gaiole in Chianti

Shawn

￥21,612 total

includes taxes & fees

Jun 28 - Jun 29

Hotel Le Fontanelle

Castelnuovo Berardenga

Shawn

￥61,023 total

includes taxes & fees

Jul 24 - Jul 25

Villa Sabolini

Colle di Val d'Elsa

Jose

￥27,911 total

includes taxes & fees

Jun 28 - Jun 29

Borgo Del Cabreo

Greve in Chianti

joseph

￥64,187 total

includes taxes & fees

Jul 16 - Jul 17

Fattoria di Vegi

Castellina in Chianti

rosario

￥64,889 total

includes taxes & fees

Jul 16 - Jul 17

Villa il Poggiale - Dimora Storica

San Casciano in Val di Pesa

William

￥28,251 total

includes taxes & fees

Jun 28 - Jun 29

Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

￥139,734 total

includes taxes & fees

Jul 19 - Jul 20

Castello La Leccia

Castellina in Chianti

Samuel

￥50,223 total

includes taxes & fees

Jul 17 - Jul 18

2 restaurants; breakfast, lunch, and dinner served

COMO Castello Del Nero

Barberino Tavarnelle

Vicente

￥217,340 total

includes taxes & fees

Jul 19 - Jul 20

Hotel Borgo San Luigi

Monteriggioni

Ashutosh

￥41,421 total

includes taxes & fees

Jun 28 - Jun 29

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

Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Gabriel

￥39,476 total

includes taxes & fees

Jul 16 - Jul 17

View all properties

Vacation Rentals in Chianti Region

Residence

Relais Villa Olmo

Impruneta

"Delightful location, comfortable bed, excellent food."

Aparthotel

Borgo Argenina

Gaiole in Chianti

"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."

Townhouse

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "

Residence

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle

"Beautiful property- perfect stay for our family of four (parents and two young adults). Breathtaking views and property. Pool was lovely. Very comfortable accommodations. Helpful staff."

Camping

Hu Norcenni Girasole Village

Figline e Incisa Valdarno

"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."

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 "

See all vacation rentals

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

9.4/5 (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

Castello Vicchiomaggio

10/10 Excellent

"I would absolutely recommend Castello Vicchiomaggio! Our room was magnificent and much larger than anticipated— very clean, had all the extras we needed (hair dryer/iron/etc), and the air conditioning worked great! The property is gorgeous and the view is unbeatable. In addition to visiting the tasting room on the property, we also visited several wineries in the area throughout our stay (Antinori and Castello Verrazzano) and it was a great home base. We enjoyed dinner at the restaurant one night (delicious!) and the included breakfast was a great perk. The pool area is also very nice and they provided a pool bag and extra towels in our room to use there. We were also very charmed by the sweet cat that lives on the grounds and the birds (house martins) that were in the area during the time of our stay! The staff was always helpful and kind— I have nothing but great things to say. One warning: our room was on the third floor of the building and there are no elevators. Luckily my husband was with me and able to haul our luggage up the tight stairs. If you have mobility issues, I would recommend asking for a room on a lower floor."

Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence

10/10 Excellent

"I cannot say enough about the beautiful home this is. The house is lovely, large enough for our family of 15 -(70 to 5 months) with plenty of room to spread out. The hosts, Beatrice and Japoco were top notch! We had them provide family style meals each night- best decision of the trip! The food was superb. They kindly made accommodations for the kids. After a day of sightseeing- arriving “home” to a home cooked meal was the best. Enjoyed cocktails poolside or on the amazing tower that provided beautiful Tuscan sunsets. Absolutely stunning and a wonderful hidden gem. The home is stocked with fantastic local wines very well priced. Highly recommend"

Salvadonica - Borgo del Chianti

10/10 Excellent

"This hotel was absolutely fantastic! Set in the beautiful scenic Chianti Hills of Tuscany. The buildings and the property had been a 16th century village. And all of the buildings had been beautifully restored to return it to originally and feel, but to include all the modern amenities. The staff were all highly. professional,well friendly, courteous, welcoming and extremely accommodating – going above and beyond with every request presented to them. The rooms are all clean, comfortable with spotless, modern bathrooms, and importantly, during our stay while air conditioned. The daily complementary breakfast buffet was always well prepared. With a great variety of fresh pastries, biscotti, and cakes and numerous coffee and beverage options and coldhot cereals, abundant freshly cut bowls delicious fruit. Also including several protein items, including scrambled and poached eggs, fried prosciutto. With several other meat and cheese options to top up the protein.. The lunch is a wonderful selection, including great salads, sandwiches and pastas. And the dinners were wonderfully prepared Italian specialties with many meat and pasta options. Despite a few excursions into Florence, we took most of our meals at the hotel, where we usually ate on an outdoor patio, surrounded by the beautiful countryside and attended to by the charming and ever-helpful staff. I cannot recommend the Salvadonica hotel strongly enough!"