- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Chianti Region Relais & Chateaux




1. Il Borro - Relais & Châteaux
Il Borro - Relais & ChâteauxLoro Ciuffenna
9.4 out of 10, Exceptional, (118 reviews)
9.4/10
Exceptional
(118 reviews)
"Excellent unique property with top notch service, attention and experiences. The food and staff at Osteria Il Borro were exceptional!"
"Excellent unique property with top notch service, attention and experiences. The food and staff at Osteria Il Borro were exceptional!"Kelly
The price is ₩581,886
₩581,886
₩640,075 total
includes taxes & fees
Nov 19 - Nov 20
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Chianti Region Hotel Reviews




Castello La Leccia
Castello La LecciaCastellina in Chianti
10/10 Excellent
We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
Sarah




The Club House
The Club HouseCastelnuovo Berardenga
10/10 Excellent
Wonderful hotel. Privacy was awesome
Clean sauna, amazing food
Entrance to hotel was not easy. Bumpy roads, get early to hotel before dark
Wonderful hotel. Privacy was awesome
Clean sauna, amazing food
Entrance to hotel was not easy. Bumpy roads, get early to hotel before dark
debbie




Villa La Cappella
Villa La CappellaMontespertoli
10/10 Excellent
We loved our stay!!! We felt right at home! Definitely try the cooking class..finally got to learn how to make pasta and learned a few tricks about making an amazing tiramisu.
The hotel is lovely, great location, wonderful hosts!
Grazie mille!
We loved our stay!!! We felt right at home! Definitely try the cooking class..finally got to learn how to make pasta and learned a few tricks about making an amazing tiramisu.
The hotel is lovely, great location, wonderful hosts!
Grazie mille!
Roger




Tenuta CorteDomina
Tenuta CorteDominaRadda in Chianti
10/10 Excellent
Wonderful property with a breathtaking view! They restored the property but kept the rustic feel.
Wonderful property with a breathtaking view! They restored the property but kept the rustic feel.
piyanut




Chiantirooms Guesthouse
Chiantirooms GuesthouseGreve in Chianti
10/10 Excellent
We had such a great stay here! Breakfast was fresh and rooms were nice and cold at night with the ac. Hostess was welcoming and knowledgeable about the area. Would definitely stay here again!
We had such a great stay here! Breakfast was fresh and rooms were nice and cold at night with the ac. Hostess was welcoming and knowledgeable about the area. Would definitely stay here again!
Samantha




Castello Di Montemasso
Castello Di MontemassoGreve in Chianti
10/10 Excellent
This property is excellent! By far the highlight of our two weeks touring Italy was Tuscany and particularly this property and its hosts. We felt spoiled from the moment we arrived and were welcomed with a cool glass of prosecco and given a short tour. The property itself is gorgeous and very historic with panoramic views of Florence and the countryside surrounding it. Our room felt luxurious and was very well maintained. The breakfast provided was superb and filling and our hosts even...
This property is excellent! By far the highlight of our two weeks touring Italy was Tuscany and particularly this property and its hosts. We felt spoiled from the moment we arrived and were welcomed with a cool glass of prosecco and given a short tour. The property itself is gorgeous and very historic with panoramic views of Florence and the countryside surrounding it. Our room felt luxurious and was very well maintained. The breakfast provided was superb and filling and our hosts even...
Alicia




Terre di Baccio
Terre di BaccioGreve in Chianti
10/10 Excellent
Amazing! This was our favorite stop of our honeymoon. The staff was very friendly and even upgraded our room. Very quaint location and love the animals and farm dogs! The breakfast included every morning was great.
Amazing! This was our favorite stop of our honeymoon. The staff was very friendly and even upgraded our room. Very quaint location and love the animals and farm dogs! The breakfast included every morning was great.
Kerry




One Belvedere Tuscany
One Belvedere TuscanyPoggibonsi
10/10 Excellent
This was an excellent experience. Not only is the infrastructure fabulous but its location is great.
Staff is friendly with an excellent service attitude. Restaurant in the hotel is amazing too!
This was an excellent experience. Not only is the infrastructure fabulous but its location is great.
Staff is friendly with an excellent service attitude. Restaurant in the hotel is amazing too!
Ariel O




Capanna 1826
Capanna 1826San Gimignano
10/10 Excellent
The people were so friendly and accommodating! The breakfast, the wine, and the cooking class were spectacular! We felt treated like family!
The people were so friendly and accommodating! The breakfast, the wine, and the cooking class were spectacular! We felt treated like family!
Jane




Podere dell'Anselmo
Podere dell'AnselmoMontespertoli
10/10 Excellent
Amazing clean room friendly staff good breakfast
Amazing clean room friendly staff good breakfast
Drew




Belvedere di San Leonino
Belvedere di San LeoninoCastellina in Chianti
10/10 Excellent
Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...
Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...
Lior




Hotel Il Castello
Hotel Il CastelloCertaldo Alto
10/10 Excellent
Such a beautiful location and Alfred the owner/manager could not have been more helpful. We loved our stay and wish we could’ve heard him play some jazz. Food was top notch!!! Views to die for!!! Hits all the senses!!!! Breakfast and cappuccinos where wonderful also.
Such a beautiful location and Alfred the owner/manager could not have been more helpful. We loved our stay and wish we could’ve heard him play some jazz. Food was top notch!!! Views to die for!!! Hits all the senses!!!! Breakfast and cappuccinos where wonderful also.
Kenneth




Salvadonica - Borgo del Chianti
Salvadonica - Borgo del ChiantiSan Casciano in Val di Pesa
10/10 Excellent
Seriously the most unique and beautiful hotel!! The views are breathtaking. Do the wine tasting!! Enjoy the views! We rented a car- we were able to venture out to get snacks at a grocery store and try some local dining.
Seriously the most unique and beautiful hotel!! The views are breathtaking. Do the wine tasting!! Enjoy the views! We rented a car- we were able to venture out to get snacks at a grocery store and try some local dining.
Sarah




La Pensione di Vignamaggio
La Pensione di VignamaggioPanzano in Chianti
10/10 Excellent
Staff were very friendly and helpful. Breakfast was excellent.
Staff were very friendly and helpful. Breakfast was excellent.
Jacob




Relais Villa Olmo - Place of Charme
Relais Villa Olmo - Place of CharmeImpruneta
10/10 Excellent
Excellent place to stay. Would highly recommend to anyone. Beautiful lodgings, excellent friendly staff, delicious breakfast in the morning.
Excellent place to stay. Would highly recommend to anyone. Beautiful lodgings, excellent friendly staff, delicious breakfast in the morning.
Anonymous traveler




Palazzo Pacini
Palazzo PaciniColle di Val d'Elsa
10/10 Excellent
Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...
Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...
Anaisa




Castello di Volpaia
Castello di VolpaiaRadda in Chianti
10/10 Excellent
Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.
Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.
Karen
