Gaiole in Chianti Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Gaiole in Chianti
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is 10.540.904 ₫ per night from 28 Jun to 29 Jun
10.540.904 ₫
11.901.741 ₫ total
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (266 reviews)
"This was a gorgeous hotel and such a relaxing experience from start to finish. The food was superb, the service was excellent, and the overall atmosphere was unforgettable. The room was comfortable and had an antique feel but considering this is an old castle, it completely made sense and added to ..."
Reviewed on 28 May 2026
Agriturismo San Sano
Località San Sano Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is 3.434.578 ₫ per night from 5 Jun to 6 Jun
3.434.578 ₫
3.900.733 ₫ total
5 Jun - 6 Jun
includes taxes & fees
10/10 Exceptional! (90 reviews)
"Characterful and restful rural property with good access to interesting hilltop towns in local area. Very welcoming and friendly couple running front of house and wine-tasting. Great experience - thank you both"
Reviewed on 22 May 2026
Castello di Tornano Wine Resort
Loc. Tornano Gaiole in Chianti SI
Fully refundableReserve now, pay when you stay
The price is 6.769.574 ₫ per night from 23 Jun to 24 Jun
6.769.574 ₫
7.691.928 ₫ total
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (107 reviews)
"Beautiful location"
Reviewed on 25 May 2026
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.
Popular places to visit
Castle of Brolio
3/5(1 review)
You can find out about the history of Gaiole in Chianti with a visit to Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.
Cantalici Winery
You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
Badia a Coltibuono
You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this romantic area or enjoy its local tours.
