Most Romantic Hotels in Chianti Region
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chianti Region Romantic Hotels
Our top choices for Chianti Region romantic hotels
La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
"Excellent place to stay even for the next time. "
Xuejie
The price is RM414
RM475 total
includes taxes & fees
21 Dec - 22 Dec
Borgo di Pietrafitta Relais
Borgo di Pietrafitta RelaisCastellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
Simon
The price is RM468
RM534 total
includes taxes & fees
3 Jan - 4 Jan 2026
Villa Cassia di Baccano
Villa Cassia di BaccanoLoro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
Ralphvincent
The price is RM592
RM652 total
includes taxes & fees
7 Jan - 8 Jan 2026
Castello di Meleto
Castello di MeletoGaiole in Chianti
8.8 out of 10, Excellent, (90)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
Karem
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine ResortCastellina in Chianti
9.4 out of 10, Exceptional, (201)
"Clean room, courteous staff, and good winery"
Sangchun
The price is RM764
RM859 total
includes taxes & fees
16 Dec - 17 Dec
9.2 out of 10, Wonderful, (374)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
Stefanie
The price is RM420
RM472 total
includes taxes & fees
15 Dec - 16 Dec
Relais Poggio Borgoni
Relais Poggio BorgoniSan Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Nils
The price is RM424
RM485 total
includes taxes & fees
14 Dec - 15 Dec
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Dee
The price is RM436
RM508 total
includes taxes & fees
21 Dec - 22 Dec
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 di Fonterutoli Wine Resort
10/10 Excellent
Explore a world of travel with Expedia
More Hotel Options in Chianti Region
- Beach Resorts in Chianti Region
- Boutique Hotels in Chianti Region
- Budget Hotels in Chianti Region
- Business Hotels in Chianti Region
- Family friendly Hotels in Chianti Region
- Hotels with Air Conditioning in Chianti Region
- Hotels with Airport Shuttle in Chianti Region
- Hotels with Balcony in Chianti Region
- Hotels with Bars / Lounges in Chianti Region
- Hotels with Breakfast in Chianti Region
- Hotels with Childcare in Chianti Region
- Hotels with Entertainment in Chianti Region
- Hotels with Gyms in Chianti Region
- Hotels with Hot Tubs in Chianti Region
- Hotels with Internet in Chianti Region
- Hotels with Restaurants in Chianti Region
- Hotels with Spa in Chianti Region
- Hotels with Swimming Pools in Chianti Region
- Hotels with Views in Chianti Region
- Hotels with Yoga in Chianti Region
- Hotels with connecting rooms in Chianti Region
- Hotels with free Internet in Chianti Region
- Hotels with free breakfast in Chianti Region
- Hotels with free parking in Chianti Region
- Hotels with free wifi in Chianti Region
- Hotels with indoor pool in Chianti Region
- Hotels with kitchenette in Chianti Region
- Hotels with parking in Chianti Region
- Hotels with shuttle in Chianti Region
- Hotels with smoking rooms in Chianti Region
- Luxury Hotels in Chianti Region
- Pet friendly Hotels in Chianti Region
More Accommodation Types in Chianti Region
- Apartments in Tuscany
- Villas in Tuscany
- Private Holiday Homes in Tuscany
- Farmstay in Tuscany
- B&B in Tuscany
- Town Houses in Tuscany
- Guest Houses in Tuscany
- Residences in Tuscany
- Country Houses in Tuscany
- Cottages in Tuscany
- Inns in Tuscany
- Aparthotels in Tuscany
- Caravan Parks in Tuscany
- Hostels in Tuscany
- Chalets in Tuscany
- Houseboats in Tuscany
- Resorts in Tuscany
- Condominium Resorts in Tuscany
- Castles in Tuscany
- Condo Rentals in Tuscany
- Holiday Parks in Tuscany
- Lodges in Tuscany
- Cabin Rentals in Tuscany