Find hotels in Chianti Region from ￥19,200
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
Family friendly
Apartment
Apart hotel
Waterpark
Castle
Check prices for these dates
Tonight
Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Chianti Region hotels
1. La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
Edyta
￥11,635
￥14,270 total
includes taxes & fees
Sep 8 - Sep 9
2. Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
Alejandro
￥21,179
￥24,032 total
includes taxes & fees
Aug 27 - Aug 28
3. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
Paula
￥22,314
￥25,281 total
includes taxes & fees
Aug 27 - Aug 28
4. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Lin
￥19,675
￥22,745 total
includes taxes & fees
Aug 25 - Aug 26
5. Pieve Aldina - Relais & Châteaux
Pieve Aldina - Relais & ChâteauxRadda in Chianti
Matteo
￥95,533
￥106,558 total
includes taxes & fees
Aug 18 - Aug 19
6. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
￥62,509
￥69,862 total
includes taxes & fees
Aug 13 - Aug 14
7. Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country RelaisCastelnuovo Berardenga
Qingwen
￥80,673
￥90,578 total
includes taxes & fees
Aug 26 - Aug 27
8. Hotel Villa Campomaggio
Hotel Villa CampomaggioRadda in Chianti
Katelyn
￥37,604
￥42,467 total
includes taxes & fees
Aug 25 - Aug 26
9. Tenuta CorteDomina
Tenuta CorteDominaRadda in Chianti
Dustin
￥44,140
￥49,289 total
includes taxes & fees
Aug 14 - Aug 15
10. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Rory
￥53,759
￥60,606 total
includes taxes & fees
Aug 30 - Aug 31
11. Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda RelaisBarberino Tavarnelle
Sergey
￥28,294
￥32,226 total
includes taxes & fees
Aug 31 - Sep 1
12. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
tera
￥30,723
￥39,439 total
includes taxes & fees
Aug 21 - Aug 22
13. Borgo Del Cabreo
Borgo Del CabreoGreve in Chianti
joseph
￥48,587
￥54,181 total
includes taxes & fees
Aug 17 - Aug 18
14. Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
Rama
￥63,178
￥71,335 total
includes taxes & fees
Aug 16 - Aug 17
15. Castello di Meleto
Castello di MeletoGaiole in Chianti
Vinesh
￥36,940
￥42,105 total
includes taxes & fees
Aug 17 - Aug 18
16. Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & SpaRadda in Chianti
gary
￥19,898
￥22,991 total
includes taxes & fees
Aug 23 - Aug 24
17. Hotel Toscana Ambassador
Hotel Toscana AmbassadorPoggibonsi
Shalayna
￥10,072
￥12,182 total
includes taxes & fees
Aug 18 - Aug 19
18. Villa San Lucchese
Villa San LucchesePoggibonsi
Simona
￥23,683
￥27,154 total
includes taxes & fees
Sep 9 - Sep 10
19. Palagina la cascina
Palagina la cascinaFigline e Incisa Valdarno
Peter
￥8,953
￥10,216 total
includes taxes & fees
Aug 23 - Aug 24
20. Hotel Bellavista Impruneta
Hotel Bellavista ImprunetaImpruneta
Nancy
￥13,183
￥15,236 total
includes taxes & fees
Aug 15 - Aug 16
Vacation Rentals in Chianti Region
Residence
Palazzo Pacini
Palazzo PaciniColle di Val d'Elsa
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
Camping
Glamping Village Orlando in Chianti
Glamping Village Orlando in ChiantiCavriglia
"Had an amazing stay and wished we'd had longer there"
Residence
Castello Del Nero - Podere San Filippo
Castello Del Nero - Podere San FilippoBarberino 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."
Aparthotel
Podere il Pino
Podere il PinoPoggibonsi
"Beautiful place to stay. Great for kids and has an amazing view. "
Townhouse
Mariani Bed & Breakfast
Mariani Bed & BreakfastCastellina in Chianti
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
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
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
Residenzia del Sogno
Residenzia del SognoCastellina in Chianti
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
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
Villa Cassia di Baccano
Villa Cassia di BaccanoLoro Ciuffenna
"The staff were great and the villa was amazing"
Townhouse
Antico Borgo il Cardino
Antico Borgo il CardinoSan Gimignano
"It was perfect for my one night stop before moving on to another location in Toscana."
Camping
hu Firenze Certosa camping in town
hu Firenze Certosa camping in townImpruneta
"Lovely location in the hills. Really nice pool and bar."
Residence
Rocca Palazzaccio
Rocca PalazzaccioImpruneta
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
Residence
Residence Il Connubio
Residence Il ConnubioImpruneta
"Estephano, the host, made us feel very welcome upon arrival. The room was spotless and fully equipped for a comfortable stay. There is also a small kitchen with everything you need if you want to cook. We wanted to go wine tasting, and Estephano kindly helped us book a wonderful experience. The property is conveniently located near bus stops, which made it easy to visit Florence without any issues, while still enjoying peaceful nights away from the hustle and bustle of the city. 🌿"
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.
Piazza Matteotti
9.4/10 (21 reviews)
Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. 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
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!"
Salvadonica - Borgo del Chianti
10/10 Excellent
"Excellent vacation destination."
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
10/10 Excellent
"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"
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 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!"
Fattoria di Vegi
10/10 Excellent
"Amazing hotel! Looking forward to coming back."
Hotel Toscana Ambassador
10/10 Excellent
"Room was clean, staff was helpful and easy to park."
COMO Castello Del Nero
10/10 Excellent
"Great staff!"
Villa Casagrande Resort & SPA
10/10 Excellent
"If you are thinking of staying anywhere else in toscana…DON’T! This was the most amazing stay. We extended our stay because it was so beautiful and full of history. The amenities are also wonderful!"
More cheap stays in Chianti Region
Villa Norcenni Aparthotel
Via Norcenni 7 Figline e Incisa Valdarno FI
￥16,953
￥19,200 total
Aug 13 - Aug 14
includes taxes & fees
Villa Castiglione
Via Colle Ramole 20 Impruneta FI
￥20,194
￥22,765 total
Aug 25 - Aug 26
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
