A stone building with a clock tower, steps leading up to it, and people walking around.

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Check availability on Castellina in Chianti Romantic Hotels

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

Our top choices for Castellina in Chianti romantic hotels

Outdoor dining

Romantic stylish villa with private pool & splendid view

Romantic stylish villa with private pool & splendid view
Panzano In Chianti
9.8 out of 10, Exceptional, (24 reviews)
"Beautiful location with spectacular views."
United States
lawrence s.
The price is AED 3,341
AED 4,715 total
includes taxes & fees
30 Jul - 31 Jul
Romantic stylish villa with private pool & splendid view
Exterior

Old medieval apartment

Old medieval apartment
San Donato
9.8 out of 10, Exceptional, (8 reviews)
"Very welcoming host, lovely stone wall in the apartment and the beautiful bathroom."
United States
Kathleen F.
The price is AED 433
AED 525 total
includes taxes & fees
28 Jul - 29 Jul
Old medieval apartment
Outdoor dining

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Ruffoli
9.2 out of 10, Wonderful, (30 reviews)
"We loved the property - the kitchen and it's facilities was outstanding, same with the bathroom and the bedrooms. The exterior is peaceful and tranquil with some wonderful views. All in all a wonderful place to stay - highly recommended."
United States
Lorna M.
The price is AED 526
AED 1,111 total
includes taxes & fees
27 Jul - 28 Jul
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Exterior detail

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is AED 337
AED 663 total
includes taxes & fees
27 Jul - 28 Jul
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Exterior

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is AED 598
AED 933 total
includes taxes & fees
2 Aug - 3 Aug
Colle di Val d'Elsa - Siena - Apt Blue - C
Interior

THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO
Colle di Val d'Elsa
The price is AED 501
AED 640 total
includes taxes & fees
26 Jul - 27 Jul
THE CASINA OF SANT 'AGOSTINO
Interior

Glicini 1, holiday home with pool 30' from Florence

Glicini 1, holiday home with pool 30' from Florence
Barberino Tavarnelle
10.0 out of 10, Exceptional, (52 reviews)
"Great location to tour all of Tusany, beautiful, clean, great hosts"
United States
Joe M.
The price is AED 704
AED 704 total
includes taxes & fees
21 Aug - 22 Aug
Glicini 1, holiday home with pool 30' from Florence
Property grounds

san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful location in San Gimignano! The owner was so attentive and provided great suggestions for our visit. Charming apartment that serviced all of are needs. Boboli bakery (25 yards from apartment) is amazing and a must! Enjoyable stay!"
United States
Curt G.
The price is AED 606
AED 856 total
includes taxes & fees
30 Jul - 31 Jul
san gimignano apartment in historical center, courtyard and fast free wifi
Property grounds

La Quercia, apartment with garden for 6/8 people in the heart of Chianti

La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Montespertoli
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
United States
Mark S.
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Property grounds

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Montespertoli
Il Melograno, Chianti apartment in farmhouse for 4 people with garden
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

Hotel Delle Nazioni

Hotel Delle Nazioni

10/10 Excellent
"We had a great stay here. A great location close to the city centre (about 10 min walk) and the property was clean. The staff was very welcoming and friendly. A bonus was the free breakfast which had a typical European breakfast and self service coffee machines! We would definitely come back."
Katelyn 2-night trip
Posted 2 days ago
Hotel Delle Nazioni

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need some romantic time away, we'd like to help you plan for it. Couples enjoy Castellina in Chianti for its countryside and wineries. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lilliano Estate Winery, Casa Vinicola Luigi Cecchi, or Buondonno Winery. If you and your sweetheart are looking forward to a relaxing time away or you'd like to be pampered with luxurious amenities and fine dining, you can choose from 5 lodging options in Castellina in Chianti for the ideal romantic vacation.
What's the best hotel for couples in Castellina in Chianti?
Lovely country house in the Chianti region, for 4 persons, near Siena is a favorite country house for couples, and features free WiFi and a garden. Another good option for your romantic getaway is Farmhouse in the Chianti "La Foresta 1" with swimming pool.
How many romantic hotels will we find 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, check out these details about year-round temperatures in Castellina in Chianti: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
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, Castellina Fortress, and Archaeological Museum of Chianti 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 Florence Airport, Peretola (FLR), which is the closest major airport located 23.2 mi (37.4 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.