Top 10 Hotels in Chianti Region from ￥14,967 - Competitive Prices

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Go beyond your typical stay in Chianti Region

Pool

Spa

Pet friendly

Farm

Apartment

Villa

Apart hotel

Family friendly

Hot tub

Waterpark

Condo

Cottage

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Our top choices for Chianti Region hotels

Breakfast included

Hotel

Pool

Bed & breakfast

Greve in Chianti

1. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Matteo

￥99,781

￥111,244 total

includes taxes & fees

Sep 2 - Sep 3

2. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

￥11,240

￥13,849 total

includes taxes & fees

Sep 8 - Sep 9

3. Borgo Vescine

Radda in Chianti

Gabrielle

￥109,458

￥121,889 total

includes taxes & fees

Aug 26 - Aug 27

4. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

￥63,788

￥72,023 total

includes taxes & fees

Aug 25 - Aug 26

5. Palagina la cascina

Figline e Incisa Valdarno

Peter

￥10,480

￥11,899 total

includes taxes & fees

Aug 25 - Aug 26

Apartment, 2 Bedrooms, Patio (6 Adults) | Living room

6. Borgo di Pietrafitta Relais

Castellina in Chianti

Alejandro

￥19,987

￥22,728 total

includes taxes & fees

Aug 27 - Aug 28

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

￥63,112

￥70,537 total

includes taxes & fees

Aug 30 - Aug 31

8. Hotel Villa Campomaggio

Radda in Chianti

Stacey

￥37,968

￥42,878 total

includes taxes & fees

Aug 25 - Aug 26

Superior Suite, 1 King Bed | Terrace/patio

9. Dievole Wine Resort

Castelnuovo Berardenga

Nicole

￥48,682

￥55,035 total

includes taxes & fees

Aug 26 - Aug 27

10. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

￥27,837

￥31,735 total

includes taxes & fees

Aug 25 - Aug 26

11. Hotel Le Fontanelle

Castelnuovo Berardenga

Briana

￥88,029

￥98,688 total

includes taxes & fees

Sep 19 - Sep 20

12. Relais Villa Olmo

Impruneta

Rupert

￥28,519

￥31,927 total

includes taxes & fees

Aug 30 - Aug 31

13. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Elizabeth Ann Brand

￥30,755

￥34,573 total

includes taxes & fees

Aug 27 - Aug 28

14. Borgo Del Cabreo

Greve in Chianti

joseph

￥44,712

￥49,925 total

includes taxes & fees

Aug 27 - Aug 28

15. Relais Vignale & Spa

Radda in Chianti

Maaya

￥31,262

￥40,087 total

includes taxes & fees

Aug 31 - Sep 1

16. Belvedere di San Leonino

Castellina in Chianti

Jess

￥18,364

￥21,314 total

includes taxes & fees

Sep 21 - Sep 22

17. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Qingwen

￥81,158

￥91,130 total

includes taxes & fees

Aug 26 - Aug 27

18. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Scott

￥16,605

￥18,822 total

includes taxes & fees

Sep 20 - Sep 21

Exclusive Double Room, 1 King Bed, Patio

19. Tenuta CorteDomina

Radda in Chianti

Dustin

￥44,567

￥49,766 total

includes taxes & fees

Aug 26 - Aug 27

Classic Triple Room, 1 Bedroom, Accessible

20. Hotel Il Piccolo Castello

Monteriggioni

Ian

￥23,424

￥27,066 total

includes taxes & fees

Sep 18 - Sep 19

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Vacation Rentals in Chianti Region

Residence

Villa San Filippo

Barberino Tavarnelle

"This place was beautiful, quiet like a picture you’d see in the movies"

Townhouse

Villa di Sotto

Castelnuovo Berardenga

"Great spot"

Residence

Chianti Village Morrocco

Barberino Tavarnelle

"Front desk was very helpful and very comfortable room. "

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...

Aparthotel

Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

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!!"

Apartment

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

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"

Townhouse

Residenzia del Sogno

Castellina in Chianti

"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "

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

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

"It was a wonderful stay the bed was comfortable and the view was beautiful. "

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

Antico Borgo il Cardino

San Gimignano

"It was perfect for my one night stop before moving on to another location in Toscana."

Residence

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle

"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."

Camping

hu Firenze Certosa camping in town

Impruneta

"Lovely location in the hills. Really nice pool and bar."

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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

Top Chianti Region Hotel Reviews

La pietra del cabreo

10/10 Excellent

"Such a wonderful stay! The property is beautiful and everything is well appointed. We arrived and were upgraded to an incredible suite with sweeping views of the Tuscan hills. The pool is great, the staff is great, breakfast is great. Will definitely stay again!"

Castello Vicchiomaggio

10/10 Excellent

"Staff was incredibly friendly, rooms very clean and were cleaned every day, and the property is amazing! The restaurant had such great food with a nice atmosphere as well! Highly recommend staying here!"

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."

Park Hotel Chianti

10/10 Excellent

"A clean hotel, we got upgraded so no issues on room was updated and pleasant, AC could have been stronger but was ok, nice buffet breakfast with good assortment of food:) Front desk ladies were helpful in giving restaurant suggestions in the surrounding area 👌"

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

10/10 Excellent

"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"

Belvedere di San Leonino

10/10 Excellent

"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"

Hu Norcenni Girasole Village

10/10 Excellent

"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"

Hotel Toscana Ambassador

10/10 Excellent

"Room was clean, staff was helpful and easy to park."

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

￥13,100

￥14,967 total

Aug 25 - Aug 26

includes taxes & fees

Villa Castiglione

Via Colle Ramole 20 Impruneta FI

￥18,137

￥20,507 total

Aug 30 - Aug 31

includes taxes & fees

8.6/10 Excellent! (276 reviews)

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI

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9.2/10 Wonderful! (5 reviews)

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI

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9.6/10 Exceptional! (16 reviews)

Quercia Al Poggio

Strada Di Quercia Al Poggio 4 Barberino Tavarnelle FI

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Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Hotels in Chianti Region with star-rating

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Find hotels in Chianti Region from ￥14,967

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chianti Region

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chianti Region hotels

1. Pieve Aldina - Relais & Châteaux

2. La Certosa di Pontignano

3. Borgo Vescine

4. Castello di Spaltenna- Small Luxury Hotels of the World

5. Palagina la cascina

6. Borgo di Pietrafitta Relais

7. Chapter Chianti, a Member of Design Hotels

8. Hotel Villa Campomaggio

9. Dievole Wine Resort

10. Palazzo Leopoldo Dimora Storica & Spa

11. Hotel Le Fontanelle

12. Relais Villa Olmo

13. Hotel Palazzo San Lorenzo & SPA

14. Borgo Del Cabreo

15. Relais Vignale & Spa

16. Belvedere di San Leonino

17. Borgo Scopeto Wine & Country Relais

18. Hotel Colle Etrusco Salivolpi

19. Tenuta CorteDomina

20. Hotel Il Piccolo Castello

Vacation Rentals in Chianti Region

Villa San Filippo

Villa di Sotto

Chianti Village Morrocco

Villa il Fedino

Borgo Argenina

Villa Il Palagio

Residence Poggio del Golf

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

Residenzia del Sogno

Terre di Baccio

B&B La Fonte del Machiavelli

Rocca di Castagnoli

Antico Borgo il Cardino

Castello Del Nero - Podere San Filippo

hu Firenze Certosa camping in town

Stay near popular Chianti Region attractions

Antinori nel Chianti Classico

The Mall Luxury Outlet

Tenuta Torciano Winery

Castle of Brolio

Verrazzano Castle

Castello di Albola

Castello di Radda Winery

Meleto Castle

Learn more about Chianti Region

Top Chianti Region Hotel Reviews

La pietra del cabreo

Castello Vicchiomaggio

Villa Casagrande Resort & SPA

Park Hotel Chianti

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

Belvedere di San Leonino

Hu Norcenni Girasole Village

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Toscana Ambassador

More cheap stays in Chianti Region

Villa Norcenni Aparthotel

Villa Castiglione

Castello di Pratelli

Agriturismo Il Caggio di Sotto

Quercia Al Poggio

Tenuta La Pieve Casale Presciano

Hotels in Chianti Region with star-rating

Explore a world of travel with Expedia

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