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Our top choices for Chianti Region hotels

1. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥25,864 total

includes taxes & fees

Aug 8 - Aug 9

2. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥18,490 total

includes taxes & fees

Aug 23 - Aug 24

3. Agriturismo San Sano

Gaiole in Chianti

Shawn

￥17,904 total

includes taxes & fees

Jul 27 - Jul 28

4. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Matteo

￥107,964 total

includes taxes & fees

Aug 1 - Aug 2

Breakfast, lunch, dinner and brunch served

5. Villa San Lucchese

Poggibonsi

Simona

￥22,758 total

includes taxes & fees

Jul 29 - Jul 30

6. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Sachin

￥82,132 total

includes taxes & fees

Aug 3 - Aug 4

7. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Lin

￥22,219 total

includes taxes & fees

Jul 28 - Jul 29

8. Palagina la cascina

Figline e Incisa Valdarno

Peter

￥20,704 total

includes taxes & fees

Jul 27 - Jul 28

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

"🇬🇧 English Chapter Hills is a beautiful property that clearly aims to offer a refined and sophisticated Tuscan experience. The rooms are full of character, staying true to the charm of traditional Tuscan stone buildings, with lovely architectural details and a warm atmosphere. The bathrooms are modern, spotless, and well maintained, and housekeeping is excellent throughout the stay. The real highlight, however, is the staff. Every member of the team was genuinely welcoming, attentive, and...

Dana

￥60,727 total

includes taxes & fees

Jul 28 - Jul 29

10. Castello di Meleto

Gaiole in Chianti

Vinesh

￥28,120 total

includes taxes & fees

Jul 28 - Jul 29

11. Hotel Il Viandante

Terranuova Bracciolini

Michelle

￥19,994 total

includes taxes & fees

Aug 13 - Aug 14

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

12. Hotel Borgo di Cortefreda Relais

Barberino Tavarnelle

Michelle

￥37,434 total

includes taxes & fees

Aug 19 - Aug 20

2 restaurants; breakfast, lunch, and dinner served

13. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Jason

￥28,066 total

includes taxes & fees

Aug 2 - Aug 3

14. Hotel Toscana Ambassador

Poggibonsi

Shalayna

￥12,585 total

includes taxes & fees

Aug 5 - Aug 6

15. Borgo Del Cabreo

Greve in Chianti

joseph

￥40,411 total

includes taxes & fees

Jul 28 - Jul 29

16. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Giancarlo

￥28,858 total

includes taxes & fees

Jul 28 - Jul 29

Indoor pool, seasonal outdoor pool, sun loungers

17. Hotel Palazzo San niccolò & Spa

Radda in Chianti

gary

￥21,408 total

includes taxes & fees

Aug 3 - Aug 4

Exclusive Double Room, 1 King Bed, Patio | Premium bedding, down comforters, in-room safe, desk

18. Tenuta CorteDomina

Radda in Chianti

Dustin

￥48,464 total

includes taxes & fees

Aug 1 - Aug 2

19. Relais Vignale & Spa

Radda in Chianti

tera

￥41,871 total

includes taxes & fees

Jul 30 - Jul 31

20. Dievole Wine Resort

Castelnuovo Berardenga

Pamela

￥55,800 total

includes taxes & fees

Aug 26 - Aug 27

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Vacation Rentals in Chianti Region

Townhouse

Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

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! "

Townhouse

Villa il Fedino

San Casciano in Val di Pesa

"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...

Apartment

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

Villa Il Palagio

Rignano sull'Arno

"Clean room. Staff was amazing and friendly! Breakfast was delicious. The place is super relaxing. Pool is bra. Rooms are SQUEAKY CLEAN and spacious! Would absolutely come back!"

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."

Residence

Residence Poggio del Golf

Impruneta

"Pool was a welcome treat after hard days touring, kitchenette and full fridge freezer was great, air con worked well, laundry a great bonus. Nice location Would recommend to friends"

Townhouse

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"

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Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)

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

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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

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

10/10 Excellent

"This is the Tuscan escape you dream about! We absolutely loved our stay at Salvadonica! A peaceful retreat surrounded by vineyards, hills, and incredible sunsets! It’s perfectly situated to explore Chianti and other locations nearby. The restored farmhouse offers wonderful accommodations that are comfortable and private. There’s a refreshing pool, outdoor movies, yoga in the vineyard, and plenty of spaces to escape and relax. The onsite restaurant La Volpenera, was casually elegant and delicious! Try the gelato with the Salvadonica olive oil…you won’t be sorry. The included breakfast buffet featured a variety of options and was perfect start to each day. We signed up for the Wine and Olive Oil Tasting with Sommelier Irene which gave us a personalized tasting of Salvedonica’s products and history. Excellent experience! And we took the Cooking Class with Chef Ivana which was the best meal we had on our entire trip! Cooking with Ivana felt like we were spending the day with family! Everyone working here provided exceptional service! I only wish we had a longer stay! Can’t wait to return to Salvadonica!"

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our hosts and the property lived up to all our expectations! Communication with Beatrice and Jacopo was excellent. This was especially important as we planned this trip ourselves. When we arrived, they were so welcoming. They made us feel at home. This was the perfect Tuscan experience for our family. We were 3 generations and the villa was just what we needed. The pool was a welcome respite after our days out. The kitchen was equipped with everything we needed for the days we chose to cook. But, the best meals of our trip were those cooked by Beatrice and Jacopo! We had breakfast and dinner prepared by them. An abundance of food! Don’t miss out on this! And don’t scroll past this property. Book it and you will be in for a treat!"