Find hotels in Chianti Region from ￥12,345
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chianti Region
Pet friendly
Farm
Villa
Apartment
Apart hotel
Family friendly
Waterpark
Cottage
Condo
Check prices for these dates
Tonight
Aug 25 - Aug 26Tomorrow
Aug 26 - Aug 27This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Chianti Region hotels
1. Pieve Aldina - Relais & Châteaux
Pieve Aldina - Relais & ChâteauxRadda in Chianti
Matteo
￥99,752
￥111,212 total
includes taxes & fees
Sep 2 - Sep 3
2. La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
Edyta
￥13,047
￥15,837 total
includes taxes & fees
Sep 8 - Sep 9
3. Borgo Vescine
Borgo VescineRadda in Chianti
Gabrielle
￥130,153
￥144,653 total
includes taxes & fees
Aug 29 - Aug 30
4. Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
Rama
￥63,788
￥72,023 total
includes taxes & fees
Aug 27 - Aug 28
5. Palagina la cascina
Palagina la cascinaFigline e Incisa Valdarno
Peter
￥11,053
￥12,345 total
includes taxes & fees
Sep 3 - Sep 4
6. Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
Alejandro
￥19,981
￥22,721 total
includes taxes & fees
Aug 27 - Aug 28
7. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
￥63,094
￥70,517 total
includes taxes & fees
Aug 27 - Aug 28
8. Hotel Villa Campomaggio
Hotel Villa CampomaggioRadda in Chianti
Stacey
￥37,957
￥42,866 total
includes taxes & fees
Sep 24 - Sep 25
9. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Karamjit
￥49,185
￥55,588 total
includes taxes & fees
Aug 26 - Aug 27
10. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Elizabeth
￥31,119
￥35,344 total
includes taxes & fees
Aug 27 - Aug 28
11. Hotel Le Fontanelle
Hotel Le FontanelleCastelnuovo Berardenga
Briana
￥88,003
￥98,659 total
includes taxes & fees
Sep 19 - Sep 20
12. Relais Villa Olmo
Relais Villa OlmoImpruneta
Rupert
￥28,510
￥31,918 total
includes taxes & fees
Aug 30 - Aug 31
13. Hotel Palazzo San Lorenzo & SPA
Hotel Palazzo San Lorenzo & SPAColle di Val d'Elsa
Elizabeth Ann Brand
￥32,112
￥36,065 total
includes taxes & fees
Aug 28 - Aug 29
14. Borgo Del Cabreo
Borgo Del CabreoGreve in Chianti
joseph
￥44,712
￥49,925 total
includes taxes & fees
Aug 27 - Aug 28
15. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
Maaya
￥31,254
￥40,076 total
includes taxes & fees
Aug 31 - Sep 1
16. Belvedere di San Leonino
Belvedere di San LeoninoCastellina in Chianti
Jess
￥18,364
￥21,314 total
includes taxes & fees
Sep 21 - Sep 22
17. Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country RelaisCastelnuovo Berardenga
Qingwen
￥81,135
￥91,104 total
includes taxes & fees
Aug 26 - Aug 27
18. Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco SalivolpiCastellina in Chianti
Scott
￥16,787
￥19,023 total
includes taxes & fees
Sep 20 - Sep 21
19. Tenuta CorteDomina
Tenuta CorteDominaRadda in Chianti
Dustin
￥44,554
￥49,751 total
includes taxes & fees
Aug 26 - Aug 27
20. Hotel Il Piccolo Castello
Hotel Il Piccolo CastelloMonteriggioni
Ian
￥23,429
￥27,071 total
includes taxes & fees
Sep 15 - Sep 16
Vacation Rentals in Chianti Region
Residence
Villa San Filippo
Villa San FilippoBarberino Tavarnelle
"This place was beautiful, quiet like a picture you’d see in the movies"
Residence
Chianti Village Morrocco
Chianti Village MorroccoBarberino Tavarnelle
"Front desk was very helpful and very comfortable room. "
Residence
Residence Poggio del Golf
Residence Poggio del GolfImpruneta
"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
Villa il Fedino
Villa il FedinoSan 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...
Townhouse
La Locanda di Pietracupa
La Locanda di PietracupaBarberino Tavarnelle
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Apartment
Villa Il Palagio
Villa Il PalagioRignano 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!"
Townhouse
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking ClassesSan 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"
Camping
Hu Norcenni Girasole Village
Hu Norcenni Girasole VillageFigline 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
Mariani Bed & Breakfast
Mariani Bed & BreakfastCastellina in Chianti
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Camping
Glamping Village Orlando in Chianti
Glamping Village Orlando in ChiantiCavriglia
"Had an amazing stay and wished we'd had longer there"
Townhouse
Rocca di Castagnoli
Rocca di CastagnoliGaiole 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
B&B La Fonte del Machiavelli
B&B La Fonte del MachiavelliSan Casciano in Val di Pesa
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
Townhouse
Terre di Baccio
Terre di BaccioGreve 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!"
Aparthotel
Podere il Pino
Podere il PinoPoggibonsi
"Beautiful place to stay. Great for kids and has an amazing view. "
Camping
hu Firenze Certosa camping in town
hu Firenze Certosa camping in townImpruneta
"Lovely location in the hills. Really nice pool and bar."
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Chianti Region attractions
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.
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.
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.
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.
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.
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.
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.
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.
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
￥13,095
￥14,962 total
Aug 26 - Aug 27
includes taxes & fees
Villa Castiglione
Via Colle Ramole 20 Impruneta FI
￥18,131
￥20,501 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
9.2/10 Wonderful! (5 reviews)
Agriturismo Il Caggio di Sotto
Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
9.6/10 Exceptional! (16 reviews)
Tenuta La Pieve Casale Presciano
Via di Migliari Pergine Valdarno AR
Hotels in Chianti Region with star-rating
5 Star Hotels
7 properties
4 Star Hotels
42 properties
3 Star Hotels
35 properties
2 Star Hotels
8 properties
Explore a world of travel with Expedia
- Luxury Hotels in Villa
- Hotels near Tenuta Torciano Winery
- Resorts in Fonterutoli
- Siena Hotels
- Guest Houses in Radda in Chianti
- Country Houses in Vertine
- Resorts in Nusenna
- Radda in Chianti Hotels
- Castles in Montegrossi
- Vacation Homes in Radda in Chianti
- Palaces in Radda in Chianti
- Romantic Hotels in Radda in Chianti
- Luxury Hotels in San Felice
- Hotel Wedding Venues Hotels in Radda in Chianti
- Lodges in Radda in Chianti
- Shopping Hotels in Radda in Chianti
- Resorts in Radda in Chianti
- Country Houses in Panzano in Chianti
- Villas in Dudda
- Farmstay in Greve in Chianti
- Resorts in Villa A Sesta
- Farmstay in Panzano in Chianti
- Ranches in Gaiole in Chianti
- Hotels with Free Parking in Chianti Region
- Inns in Moncioni
- Cottages in Radda in Chianti
- Lodges in Dudda
- Business Hotels in Radda in Chianti
- Resorts in Lucolena
- Inns in San Sano
- Hotels near Verrazzano Castle
- Farmstay in Chianti Region
- Villas in Radda in Chianti
- Cheap Hotels in Radda in Chianti
- Guest Houses in Greve in Chianti
- Residences in Nusenna
- Resorts in Chiocchio
- Farmstay in Radda in Chianti
- Holiday Park Resorts in Dudda
- Luxury Hotels in Panzano in Chianti
- Inns in Dudda
- Hotel with a Concierge Hotels in San Sano
- Aparthotels in Nusenna
- Inns in Figline e Incisa Valdarno
- Hotels with a Pool in Radda in Chianti
- Riads in Greve in Chianti
- Green Hotels in Radda in Chianti
- Condo Resorts in Radda in Chianti
- Cheap Hotels in San Sano
- Beach Hotels in Chianti Region
- Inns in Lamole
- Winery Hotels in Chianti Region
- Beach Hotels in Greve in Chianti
- Winery Hotels in San Polo in Chianti
- Luxury Hotels in Castellina in Chianti
- B&B in Chianti Region
- Inns in Nusenna
- Inns in Lucolena
- Hostels in Dudda
- Winery Hotels in Radda in Chianti
- Holiday Park Resorts in Radda in Chianti
- Beach Hotels in Radda in Chianti
- Luxury Hotels in Dudda
- Aparthotels in San Filippo
- Aparthotels in Radda in Chianti
- Aparthotels in Dudda
- Winery Hotels in Villa A Sesta
- Palaces in Cavallari
- Romantic Hotels in Chianti Region
- Castles in Radda in Chianti
- Resorts in Greve in Chianti
- Vaggio Hotels
- Resorts in San Sano
- Cheap Hotels in Chianti Region
- Chalets in Chianti Region
- Hotels near Casa Sola - Chianti Winery
- Luxury Hotels in Radda in Chianti
- B&B in Dudda
- Guest Houses in Montefioralle
- Vacation Homes in Greve in Chianti
- Beach Hotels in Panzano in Chianti
- Apartments in Nusenna
- Inns in Radda in Chianti
- Inns in Cavallari
- Resorts & Hotels with Spas in Radda in Chianti
- Castles in Greve in Chianti
- Resorts in Barberino Tavarnelle
- Meleto Hotels
- Inns in Bargino
- San Sano Hotels
- Castles in Castellina in Chianti
- Resorts in Castellina in Chianti
- Adventure Hotels in Radda in Chianti
- Cheap Hotels in Dudda
- Resorts in Villa
- Resorts in Dudda
- Boutique Hotels in Radda in Chianti
