Winery Hotels & Resorts in Castellina in Chianti from AU$195

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castellina in Chianti Winery Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Castellina in Chianti Winery Hotels

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is AU$195
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (112)
"Beautiful relaxing property. We wish we had more time to stay. "
United States
Wendi
The price is AU$235
includes taxes & fees
3 Jan - 4 Jan 2026
Hotel Colle Etrusco Salivolpi
Breakfast, lunch, dinner served; Italian cuisine, garden views
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castellina in Chianti
9.4 out of 10, Exceptional, (198)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is AU$259
includes taxes & fees
8 Dec - 9 Dec
Castello di Fonterutoli Wine Resort
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Castellina 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. "
United States
Jeffrey
The price is AU$214
includes taxes & fees
21 Dec - 22 Dec
Casa Vacanze Squarcialupi
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

3.0 star property
Castellina in Chianti
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. "
United States
Christine
The price is AU$225
includes taxes & fees
14 Dec - 15 Dec
Albergo Il Colombaio
9 bedrooms, free WiFi
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
The price is AU$9,119
includes taxes & fees
1 Jan - 2 Jan 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Outdoor dining
La Misura, cottage with garden and swimming pool on the hills of Chianti

La Misura, cottage with garden and swimming pool on the hills of Chianti

Castellina 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!"
United States
Jami B.
La Misura, cottage with garden and swimming pool on the hills of Chianti
Garden
Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort

4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (215)
"Great place "
United States
Aloisio
Hotel Casafrassi Wine Resort
Exterior detail
Art Hotel Villa Agape

Art Hotel Villa Agape

4.0 star property
Oltrarno
9.8 out of 10, Exceptional, (1003)
"A beautiful hotel, extremely clean and with stunning gardens."
United Kingdom
Elizabeth
The price is AU$247
includes taxes & fees
10 Dec - 11 Dec
Art Hotel Villa Agape
Garden views, open daily
Globus Urban Hotel

Globus Urban Hotel

4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1051)
"Staff were very friendly and helpful. Short walk to train station and main attractions. Highly recommend to anyone visiting Florence."
Singapore
Wai Kong
The price is AU$259
includes taxes & fees
21 Dec - 22 Dec
Globus Urban Hotel
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.
View all properties

Top Castellina in Chianti Hotel Reviews

Villa Neroli

Villa Neroli

10/10 Excellent
"Most was good"
Emir 1-night trip
Posted 10 days ago
Villa Neroli
Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

10/10 Excellent
"Clean, comfortable room/beds. Great location. Staff was very, very attentive. Very good breakfast. A special shout out to Concierge Extraordinaire Walter, who helped us out way beyond what I expected! I "
Naomi 3-night trip
Posted 3 weeks ago
Plaza Hotel Lucchesi

Explore a world of travel with Expedia