Find Winery Hotels in Castellina in Chianti
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Castellina in Chianti Winery Hotels
Our top choices for Castellina in Chianti hotels with winery
Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
Simon
The price is ￥14,442
￥16,625 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.6 out of 10, Exceptional, (114)
"Friendly staff and walking distance to town"
Scott
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine ResortCastellina in Chianti
9.4 out of 10, Exceptional, (201)
"Amazing experience all around!
Stayed for 2 nights!"
Matthew
The price is ￥32,342
￥36,315 total
includes taxes & fees
Dec 23 - Dec 24
Casa Vacanze Squarcialupi
Casa Vacanze SquarcialupiCastellina in Chianti
8.0 out of 10, Very Good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
Jeffrey
The price is ￥18,091
￥21,008 total
includes taxes & fees
Jan 8 - Jan 9, 2026
8.4 out of 10, Very Good, (58)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
Christine
The price is ￥20,630
￥23,247 total
includes taxes & fees
Jan 1 - Jan 2, 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18Castellina in Chianti
The price is ￥868,272
￥960,631 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Casa La Misura, garden and pool in the heart of Chianti
Casa La Misura, garden and pool in the heart of ChiantiCastellina in Chianti
10.0 out of 10, Exceptional, (2)
"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"
Jami B.
OLIVE TREES HOUSE WITH POOL
OLIVE TREES HOUSE WITH POOLCastellina in Chianti
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 Castellina in Chianti Hotel Reviews
Villa Neroli
10/10 Excellent