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

Romantic Hotels & Resorts in Castellina in Chianti from NZ$148

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Check availability on Castellina in Chianti Romantic Hotels

Our top choices for Castellina in Chianti romantic hotels

Hotel Galileo

Hotel Galileo
3.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (84 reviews)
"Great location"
United States
Randall
The price is NZ$170
includes taxes & fees
30 July - 31 July
Hotel Galileo

Hotel La Fortezza

Hotel La Fortezza
3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (1,005 reviews)
"Very friendly staff, so helpful too and we had a lovely room."
Canada
eileen
The price is NZ$163
includes taxes & fees
19 July - 20 July
Hotel La Fortezza

Antica Dimora Sant'Anna

Antica Dimora Sant'Anna
Historic Centre of Florence
8.8 out of 10, Excellent, (525 reviews)
"The staff was wonderful! The room was exceptionally clean and the grounds were lovely. Waking up to a beautiful chorus really helped start the day every day!"
United States
David
The price is NZ$184
includes taxes & fees
30 July - 31 July
Antica Dimora Sant'Anna

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (225 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is NZ$148
includes taxes & fees
26 July - 27 July
Hotel Casafrassi

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is NZ$180
includes taxes & fees
21 July - 22 July
Mariani Bed & Breakfast

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (123 reviews)
"Friendly staff and walking distance to town"
United States
Scott
The price is NZ$233
includes taxes & fees
17 July - 18 July
Hotel Colle Etrusco Salivolpi

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (9 reviews)
"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...
United States
Brian
The price is NZ$671
includes taxes & fees
19 July - 20 July
Fattoria di Vegi

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (217 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is NZ$363
includes taxes & fees
16 July - 17 July
Castello di Fonterutoli Wine Resort

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (112 reviews)
"Amazing property with great staff."
United States
Samuel
The price is NZ$647
includes taxes & fees
17 July - 18 July
Castello La Leccia

Collelungo

Collelungo
Castellina in Chianti
9.2 out of 10, Wonderful, (47 reviews)
"We just left Collelungo in Chianti, and our family had an absolutely wonderful experience. The property is beautiful, surrounded by the stunning Tuscan countryside, with breathtaking views that made every moment feel special. The accommodations were comfortable, clean, and full of charm, perfectly reflecting the character of the region. What truly made our stay memorable, however, was the hospitality. The staff and hosts were welcoming, attentive, and genuinely cared about making sure we...
United States
Omar
The price is NZ$281
includes taxes & fees
16 July - 17 July
Collelungo
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 Castellina in Chianti Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need a romantic holiday, we've got just the ticket. 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. Whether you and your partner are looking for some relaxing time away or you'd like to have specific luxurious amenities, you can choose from 5 lodging options in Castellina in Chianti for the ideal romantic holiday.
What's the best accommodation for a romantic holiday in Castellina in Chianti?
Lovely country house in the Chianti region, for 4 persons, near Siena is a favourite country house for couples, and features free WiFi and a garden. Another good option for a stay with your sweetheart is Farmhouse in the Chianti "La Foresta 1" with swimming pool.
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. Castellina Fortress, Archaeological Museum of Chianti and Buondonno Winery 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.

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