Romantic Hotels & Resorts in Castellina in Chianti from NZ$223

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Check availability on Castellina in Chianti Romantic Hotels

Our top choices for Castellina in Chianti romantic hotels

Restaurant
Borgo di Pietrafitta Relais

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 NZ$223
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Exterior
PODERE 1384

PODERE 1384

PODERE 1384
Castellina in Chianti
The price is NZ$1,129
includes taxes & fees
9 Jan - 10 Jan 2026
PODERE 1384
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (200)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is NZ$359
includes taxes & fees
14 Dec - 15 Dec
Castello di Fonterutoli Wine Resort
Exterior
Art Hotel Villa Agape

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 NZ$257
includes taxes & fees
7 Jan - 8 Jan 2026
Art Hotel Villa Agape
Garden
Orto De Medici Hotel

Orto De Medici Hotel

Orto De Medici Hotel
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1006)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is NZ$247
includes taxes & fees
11 Jan - 12 Jan 2026
Orto De Medici Hotel
View from property
Villa Gelsomino Garden

Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (128)
"Great clean hotel not far from central Florence. "
United States
David
Villa Gelsomino Garden
Suite | Room amenity
Torre di Bellosguardo

Torre di Bellosguardo

Torre di Bellosguardo
4.0 star property
Oltrarno
9.0 out of 10, Wonderful, (103)
"Beautiful property and wonderful staff."
United States
Brad
The price is NZ$740
includes taxes & fees
13 Dec - 14 Dec
Torre di Bellosguardo
Classic Double Room | Bathroom
Opera Boutique B&B

Opera Boutique B&B

Opera Boutique B&B
San Lorenzo
9.0 out of 10, Wonderful, (143)
"Beautiful quiet space. Lovely room. Easy walking to tourist attractions. Catch the tram just around the corner. Hostess wonderful. "
United States
leslie
Opera Boutique B&B
Exterior
Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection
5.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (599)
"Excellent location! Truly a 5 star hotel ! Great service, breakfast, and service . Bedrooms were clean! Bathrooms were excellent!"
Canada
Pam
The price is NZ$1,139
includes taxes & fees
13 Dec - 14 Dec
Hotel Lungarno - Lungarno Collection
Terrace/patio
Cellai Boutique Hotel

Cellai Boutique Hotel

Cellai Boutique Hotel
4.0 star property
Historic Centre of Florence
8.2 out of 10, Very good, (676)
"Great location - good place to stay for price"
United States
Cynthia
Cellai Boutique 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.
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Top Castellina in Chianti Hotel Reviews

Bernini Palace

Bernini Palace

10/10 Excellent
"Fresh breakfast "
Azita Kazemin-monfared 6-night trip
Posted 5 days ago
Bernini Palace

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Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also enjoy Castellina in Chianti for its wineries and countryside. You might consider checking out some of the nearby sights and attractions such as Buondonno Winery, Casa Vinicola Luigi Cecchi or Castellina Fortress. If you'd like to stay close to a particular destination, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
How many romantic hotels are there in Castellina in Chianti?
Expedia has 5 romantic Castellina in Chianti hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Castellina in Chianti?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Castellina in Chianti: The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.
What is there to do in Castellina in Chianti?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Castellina in Chianti. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Castellina in Chianti for its wineries. Buondonno Winery, Casa Vinicola Luigi Cecchi and Castellina Fortress are worth a stop when you're out and about.
What's the best way to get to Castellina in Chianti and around town during my romantic getaway?
These transportation options in Castellina in Chianti might help your romantic trip get off to a smooth start: Make your way to Castellina in Chianti with a flight to Peretola Airport (FLR), which is the closest major airport located 23.2 mi (37.4 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.