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Sep 3 - Sep 4
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Sep 11 - Sep 13

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Our top choices for Chianti Region hotels

1. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
¥17,475
¥20,708 total
includes taxes & fees
Sep 6 - Sep 7
La Certosa di Pontignano

2. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
¥134,211
¥149,118 total
includes taxes & fees
Sep 11 - Sep 12
Borgo Vescine

3. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Krishna
¥39,138
¥44,155 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Villa Campomaggio

4. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
¥99,001
¥110,758 total
includes taxes & fees
Sep 7 - Sep 8
Borgo Scopeto Wine & Country Relais

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
¥62,555
¥69,915 total
includes taxes & fees
Sep 17 - Sep 18
Chapter Chianti, a Member of Design Hotels

6. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
¥18,667
¥21,086 total
includes taxes & fees
Sep 20 - Sep 21
Moody smart & comfy Hotel

7. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
¥11,792
¥13,158 total
includes taxes & fees
Sep 7 - Sep 8
Palagina la cascina

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Maaya
¥34,588
¥43,748 total
includes taxes & fees
Sep 5 - Sep 6
Relais Vignale & Spa

9. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
¥88,078
¥98,743 total
includes taxes & fees
Sep 19 - Sep 20
Hotel Le Fontanelle

10. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
¥20,407
¥23,561 total
includes taxes & fees
Sep 23 - Sep 24
Belvedere di San Leonino

11. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
¥43,184
¥48,616 total
includes taxes & fees
Sep 8 - Sep 9
Palazzo Leopoldo Dimora Storica & Spa

12. Villa Castiglione

Villa Castiglione
Impruneta
United Kingdom
Lee
¥19,246
¥21,727 total
includes taxes & fees
Sep 6 - Sep 7
Villa Castiglione

13. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
gary
¥33,558
¥38,018 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Palazzo San niccolò & Spa

14. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Dustin
¥40,582
¥45,383 total
includes taxes & fees
Sep 30 - Oct 1
Tenuta CorteDomina

15. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
¥17,724
¥20,049 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Colle Etrusco Salivolpi

16. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Karamjit
¥60,313
¥67,831 total
includes taxes & fees
Sep 15 - Sep 16
Dievole Wine Resort

17. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
Mexico
Jorge Aaron
¥57,060
¥63,502 total
includes taxes & fees
Oct 4 - Oct 5
La pietra del cabreo

18. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
United States
Lauren
¥21,507
¥24,762 total
includes taxes & fees
Oct 4 - Oct 5
Villa I Barronci Resort & Spa

19. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Tarek
¥10,234
¥11,629 total
includes taxes & fees
Sep 13 - Sep 14
Palagina la Dimora

20. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
¥17,613
¥19,375 total
includes taxes & fees
Sep 5 - Sep 6
Hotel Valdarno
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Vacation Rentals in Chianti Region

Townhouse

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
"Beautiful property"
Villa Curina Resort
Residence

Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
"Great place to stay in Tuscany! Very nice breakfast also!"
Riserva di Fizzano Residence
Residence

Villa San Filippo

Villa San Filippo
Barberino Val d'Elsa
"This place was beautiful, quiet like a picture you’d see in the movies"
Villa San Filippo
Vacation Home

Borgo Argiano

Borgo Argiano
Castelnuovo Berardenga
"The location is simply magical. Everything is absolutely perfect. The room is incredibly spacious, and the entire property is so beautifully maintained. Everything is stunning—it truly feels like a dream."
Borgo Argiano
Townhouse

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
"Great spot"
Villa di Sotto
Residence

Borgo Sicelle

Borgo Sicelle
Castellina in Chianti
"Beautiful stay if you want to live the real Tuscany feeling. Hotel staff was extremely friendly, helpful and the overall property is extremely neat, always keeping the Italian style. "
Borgo Sicelle
Residence

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
Palazzo Pacini
Townhouse

Villa il Fedino

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...
Villa il Fedino
Aparthotel

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Borgo Argenina
Townhouse

Terre di Baccio

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!"
Terre di Baccio
Residence

Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo
Tavarnelle Val di Pesa
"Beautiful peaceful place. There were mixed comments regarding the use of the hotel pool but just as an fyi you only have use of the podere pool. You do have a laundry that was very useful after a week of travel. The view was spectacular and the apartment was very comfortable."
Castello Del Nero - Podere San Filippo
Residence

Residence Poggio del Golf

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"
Residence Poggio del Golf
Townhouse

La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
La Locanda di Pietracupa
Townhouse

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

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

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
"The staff were great and the villa was amazing"
Villa Cassia di Baccano
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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 stunning cathedral and wineries in this walkable area.
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A grand, illuminated building with arched windows and a central fountain.

The Mall Luxury Outlet

8.8/10 (355 reviews)
During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.
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Tenuta Torciano Winery

9.2/10 (40 reviews)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.
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Castle of Brolio

9.2/10 (44 reviews)
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.
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Verrazzano Castle

9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.
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Castello di Albola

9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Castello di Radda Winery

9.2/10 (12 reviews)
You can enjoy a tasting or tour at Castello di Radda Winery during your travels to Radda in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
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Meleto Castle

8.6/10 (10 reviews)
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.
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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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We had a wonderful time. Our family had a chance to meet the managers family who are so dedicated to excellent service. This is a unique property that strives to be the best with humility, grace and kindness. It was the best part of our trip to Italy! Thank you so much."
arun 1-night trip
Posted 4 hours ago
Fattoria di Vegi
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Beautiful hotel room and location, definitely recommend!"
Krishna 2-night trip
Posted 10 hours ago
Hotel Villa Campomaggio
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Absolutely fantastic!"
zachary 1-night trip
Posted 1 day ago
Castello Vicchiomaggio
Belvedere di San Leonino

Belvedere di San Leonino

10/10 Excellent
"Staff is great. Room clean. Property beautiful and dinner was delicious"
Seong Won 1-night trip
Posted 2 days ago
Belvedere di San Leonino
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great place."
Pari 3-night trip
Posted 3 days ago
Villa I Barronci Resort & Spa
Villa Sabolini

Villa Sabolini

10/10 Excellent
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."
Andrew 5-night trip
Posted 5 days ago
Villa Sabolini
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

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

10/10 Excellent
"WOW! What a beautiful place and awesome hosts! 15 of us traveled to celebrate several birthdays, to enjoy, to discover the area, eat well and create new experiences. For all of these I used the experience and recommendations of Jacopo and Beatrice. We maintained communication for 3 months, and everything turned out perfect! They are the perfect hosts and this is a perfect house whether you want to rest or use it as a base with a large group. The villa(house) is large, with plenty of to do's, with a nice pool and quiet surroundings. The pictures are accurate and the dinners from Beatrice are amazing. Do not hesitate to stay on this place, to pay for the villa and the experiences, and to work together with Jacopo and Beatrice for the perfect celebration and vacation. Don't skip taking a tour of local wineries and eating in one of the local restaurants. 100% Recommended!!"
Anonymous traveler 7-night trip
Posted 5 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 11 days ago
Villa Casagrande Resort & SPA
Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels

10/10 Excellent
"We had a great stay at Chapter Chianti Resort! The staff were incredibly friendly and provided excellent customer service throughout our stay. Our room was very clean and comfortable, and the air conditioning worked great, which was especially appreciated during the summer heat. The resort has really nice amenities and was very peaceful and quiet. It never felt crowded, which made it a relaxing place to stay and enjoy Chianti. We drove from Florence and it took us about an hour, so it was an easy trip and a great escape from the city. Overall, we really enjoyed our stay and would definitely recommend Chapter Chianti Resort if you’re looking for a clean, comfortable, and relaxing place to stay in the Chianti area!"
Bridget 2-night trip
Posted 2 weeks ago
Chapter Chianti, a Member of Design Hotels

More cheap stays in Chianti Region

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
¥19,246
¥21,727 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Villa Castiglione
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel
Castello di Pratelli

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI
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9.2/10 Wonderful! (5 reviews)
Castello di Pratelli
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto
Quercia Al Poggio

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI
Get ratesQuercia Al Poggio
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Presciano

Hotels in Chianti Region with star-rating

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