Winery Hotels in Chianti Region
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chianti Region Winery Hotels

Castello Vicchiomaggio
Via Vicchiomaggio, 4 Greve in Chianti FI
Guests of Castello Vicchiomaggio enjoy features like a winery, free WiFi in public areas, and a seasonal outdoor pool. You can put free parking to good use if you drive. Front-desk staff can assist with tours/tickets and securing valuables. Additional amenities include a terrace, a garden, and a banquet hall.
Pool
Parking included

Castello di Fonterutoli Wine Resort
Via Puccini 4 Castellina in Chianti SI
$239 nightly
The price is $268 total per night
$268 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Castello di Fonterutoli Wine Resort enjoy features like a winery, free WiFi in public areas, and refrigerator in a common area. You can take advantage of free offsite parking, along with limo/town car service. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Additional amenities include a meeting room, a library, and wedding services.
Pet friendly
Free WiFi

Borgo Vescine
Località Vescine Radda in Chianti SI
Guests staying at Borgo Vescine enjoy access to a winery, an outdoor pool, and a rooftop terrace. There's free parking, and an airport shuttle (available on request) for EUR 170 per vehicle one-way. The front desk has multilingual staff that can help with concierge services, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a library, and express check-in.
Pool
Breakfast included

Locanda le Piazze
Localita Le Piazze 41 Castellina in Chianti SI
Guests of Locanda le Piazze have access to a winery, a full-service spa, and an outdoor pool. You can take advantage of free parking, along with an airport shuttle for a fee. The front desk has multilingual staff that can help with concierge services, securing valuables, and luggage storage. Other amenities at this adults-only hotel include a gym, free WiFi in public areas, and meeting rooms.
Pool
Breakfast included

Hotel Villa Campomaggio
Strada provinciale 2bis Radda in Chianti SI
Guests staying at Hotel Villa Campomaggio enjoy access to a full-service spa, an outdoor pool, and a sauna. There's free parking and an airport shuttle for a fee. Front-desk staff can assist with luggage storage, securing valuables, and concierge services. Other amenities at this spa hotel include free WiFi in public areas, a seasonal outdoor pool, and a terrace.
Pool
Spa

Fattoria San Donato
Localita San Donato 6 San Gimignano SI
Guests staying at Fattoria San Donato enjoy access to a winery, an outdoor pool, and free WiFi in public areas. There's free parking and an airport shuttle for a fee. Front-desk staff can assist with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly

Hotel Leon Bianco
Piazza Della Cisterna 13 San Gimignano SI
$140 nightly
The price is $162 total per night
$162 total
Dec 30 - Dec 31
Total with taxes and fees
Hotel Leon Bianco offers a gym, free WiFi in public areas, and a hot tub. Offsite parking is offered for a fee. Multilingual staff at the 24-hour front desk can assist with securing valuables, concierge services, and luggage storage. Additional amenities include a computer station, laundry facilities, and a hair salon.
Hot Tub
Free WiFi

Hotel Casolare Le Terre Rosse
Loc. San Donato San Gimignano SI
Hotel Casolare Le Terre Rosse features free WiFi in public areas, a seasonal outdoor pool, and a terrace. You can take advantage of free parking, along with a free area shuttle. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this family-friendly hotel include laundry facilities, a picnic area, and a garden.
Pool
Pet friendly

Villa Casalecchi Country Hotel
Loc. Casalecchi Castellina in Chianti SI
Villa Casalecchi Country Hotel offers an outdoor pool, free WiFi in public areas, and a hot tub. If you drive, put free parking to good use. The front desk has multilingual staff that can help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a library.
Pool
Hot Tub

Hotel Pescille - Tuscany Charme
Strada Statale 47 San Gimignano SI
Guests of Hotel Pescille - Tuscany Charme enjoy features like a winery, free WiFi in public areas, and a seasonal outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with concierge services, securing valuables, and luggage storage. Additional amenities include a terrace, a TV in a common area, and a garden.
Pool
Pet friendly

Villa I Barronci Resort & Spa
Via Sorripa 10 San Casciano in Val di Pesa FI
Renovated in 2020, Villa I Barronci Resort & Spa offers a full-service spa, an outdoor pool, and a sauna. There's free parking, and an airport shuttle (available on request) for EUR 80 per vehicle one-way. The front desk has multilingual staff that can help with securing valuables, tours or tickets, and luggage storage. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Querceto di Castellina
Località Querceto 9 Castellina in Chianti SI
A winery, a rooftop terrace, and free WiFi in public areas are featured at Querceto di Castellina. You can take advantage of free parking if you drive. Front-desk staff can assist with tours or tickets, luggage storage, and securing valuables. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a terrace.
Pool
Pet friendly

Fattoria il Milione Agriturismo
Via Di Giogoli 12 Florence FI
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $89 total per night
$89 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Guests staying at Fattoria il Milione Agriturismo enjoy a gym, free WiFi in public areas, and an outdoor tennis court. You can take advantage of free parking if you drive. The front desk has multilingual staff that can help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this hot springs residence include meeting rooms, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly

Mormoraia
Agriturismo San Gimignano San Gimignano SI
At Mormoraia, guests have access to a winery, a full-service spa, and free WiFi in public areas. You can take advantage of free parking if you drive. Front-desk staff can assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this spa farm stay include a seasonal outdoor pool, coffee/tea in a common area, and laundry facilities.
Pool
Spa

il Casale del Cotone
Localita Il Cotone 59 - Cellole San Gimignano SI
Guests of il Casale del Cotone enjoy a rooftop terrace, free WiFi in public areas, and a seasonal outdoor pool. You can take advantage of free parking if you drive. The front desk has multilingual staff that can help with luggage storage, securing valuables, and tours or tickets. Additional amenities include a library, express check-in, and express check-out.
Pool
Breakfast included
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.
Chianti Region hotels essential information
Accommodation | 4,779 hotels |
|---|---|
Lowest Price | $89 |
Highest Price | $268 |
Popular hotels | Castello Vicchiomaggio, Castello di Fonterutoli Wine Resort, Borgo Vescine, Locanda le Piazze, Hotel Villa Campomaggio, Fattoria San Donato, Hotel Leon Bianco, Hotel Casolare Le Terre Rosse, Villa Casalecchi Country Hotel, Hotel Pescille - Tuscany Charme, Villa I Barronci Resort & Spa, Querceto di Castellina, Fattoria il Milione Agriturismo, Mormoraia, il Casale del Cotone |
Recent Winery Hotels Reviews

Hotel Borgo di Cortefreda Relais
5/5 Excellent
"The hotel and services exceeded my expectations."
A verified traveler stayed at Hotel Borgo di Cortefreda Relais
Posted 1 month ago
More to Explore
- Hotels near Antinori nel Chianti Classico
- Castelfranco Piandisco Hotels
- Golf Resorts & in Santa Croce
- Hotels with a Wedding Venue in Bagno a Ripoli
- Hotels with Bar in San Gimignano
- Hotels with Pool in San Giustino Valdarno
- Resorts in Cavallari
- Hotels near Borgo di Vescine - Tenute di Castelvecchi
- Hotels with Free Parking in Panzano in Chianti
- Mercatale Valdarno Hotels
- Beach Resorts & in Siena
- Boutique Hotels in Siena
- Cheap Hotels in Siena
- Fishing Resorts & in Siena
- Gay Friendly Hotels in Siena
- Hotels with Suites in Siena
- Hotels with Pool in Siena
- Hotels with WiFi in Siena
- Hotels with Air Conditioning in Siena
- Hotels with Balconies in Siena
- Hotels with Restaurants in Siena
- Hotels with Room Service in Siena
- Luxury Hotels in Siena
- Hotels with Shopping in Siena
- Winery Hotels in Siena
- Hotels near Castello di Radda Winery
- Beach Resorts & in Tuscany
- Waterpark Hotels & Resorts in Tuscany
- Farmstay in Impruneta
- Impruneta Hotels
- Farmstay in Greve in Chianti
- Castles in Greve in Chianti
- Cottages in Greve in Chianti
- Greve in Chianti Hotels
- Arcade Hotels in Val d'Elsa
- Poggio Alla Croce Hotels
- Hotels near Castello di Monsanto
- Castles in Montevarchi
- Montevarchi Hotels
- Town Houses in Macie
- Castellina Scalo Hotels
- Vacation Homes in Castellina Scalo
- Cavriglia Hotels
- Castles in San Donato in Poggio
- Tavarnelle Val di Pesa Hotels
- Vacation Homes in Tavarnelle Val di Pesa
- San Sano Hotels
- Gaiole in Chianti Hotels
- Hotels near Verrazzano Castle
- Hotels near Meleto Castle
- 4 Star Hotels in Castellina in Chianti
- Castellina in Chianti Hotels
- Villas in Castellina in Chianti
- Hotels near Badia a Coltibuono
- Villa A Sesta Hotels
- Radda in Chianti Hotels
- Ponte A Bozzone Hotels
- Barberino Val d'Elsa Hotels
- Hotels near Monteriggioni Castle
- Solata Hotels
- Villas in Solata
- Farmstay in Volpaia
- Winery Hotels in Pontassieve
- Hotels near San Lucchese Convent
- Hotels near Castello di Albola
- Lecchi in Chianti Hotels
- Boutique Hotels in Florence
- Cheap Hotels in Florence
- Hotels with Bar in Florence
- Hotels with Childcare in Florence
- Winery Hotels in Florence
- Colle Petroso Hotels
- Sicelle Hotels
- Farmstay in Poggibonsi
- Castles in Poggibonsi
- Gay Friendly Hotels in Poggibonsi
- Poggibonsi Hotels
- Castles in Cignan Bianco
- Chiocchio Hotels


