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

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Castellina in Chianti romantic hotels

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.

1. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
AED 398
AED 450 total
includes taxes & fees
22 Oct - 23 Oct
Hotel Colle Etrusco Salivolpi
A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.
A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.
A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

2. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
AED 737
AED 828 total
includes taxes & fees
7 Nov - 8 Nov
Castello La Leccia
A spa area with a stone ceiling, a large bathtub, and a seating area.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.
A historic building with a courtyard, stone arches, and a tiled roof.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

3. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
AED 729
AED 827 total
includes taxes & fees
18 Oct - 19 Oct
Palazzo Squarcialupi
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A well-decorated living room with a sofa, a coffee table, and a vase with flowers.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.

4. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
AED 996
AED 1,120 total
includes taxes & fees
26 Oct - 27 Oct
Fattoria di Vegi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A modern interior with a bar area, seating, and a staircase.
A vineyard landscape with rows of grapevines and a person holding a glass.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

5. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Colleen
AED 1,347
AED 1,506 total
includes taxes & fees
21 Oct - 22 Oct
Locanda le Piazze
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A poolside area with lounge chairs and a view of the night sky.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
AED 407
AED 473 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.
A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.
A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.
A bedroom with a bed, bedside tables, a chair, and a window with curtains.

7. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
United States
Jeffrey
AED 419
AED 485 total
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Squarcialupi
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.
An outdoor dining area with tables and chairs, a pergola structure, and potted plants.
A buffet setup with various baked goods and pastries, including a bundt cake, arranged on a wooden table with a stone wall background.
A stone building with a wooden door and a balcony with flower planters.

8. Riserva di Fizzano Residence

Riserva di Fizzano Residence
Castellina in Chianti
United States
Janet
AED 648
AED 722 total
includes taxes & fees
19 Oct - 20 Oct
Riserva di Fizzano Residence
A stone building with multiple windows and a chimney.
A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.
A stone staircase leading up to a rustic stone building with a flat roof, surrounded by greenery and trees.

9. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
United States
Ruth
AED 471
AED 535 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.
A modern bedroom with a large bed, a chandelier, and a view of greenery outside.
A narrow stone pathway between buildings with a clear view of the countryside.
A serene landscape with a clear view of a pool, a chair, and a statue in a garden setting.

10. PODERE 1384

PODERE 1384
Castellina in Chianti
Sweden
Linus
AED 1,818
AED 2,024 total
includes taxes & fees
1 Nov - 2 Nov
PODERE 1384
View all properties

Top Castellina in Chianti Hotel Reviews

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"La qualité et service de cette hotel nous ont agréablement surpris . Très belle chambre rénover et a la fois traditionnel et luxueuse , salle de bain moderne. Le service est de loin le meilleur que nous avons eux dans ce voyages. Si on reviens a Florence nous y séjournerons ."
Pierre 2-night trip
Posted 16 hours ago
Hotel Albani Firenze
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"
Suzette 1-night trip
Posted 4 days ago
Grand Hotel Cavour
Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"Loved this hotel. We stayed here for one night before flying home and it was beautiful, well maintained and food was good."
Julie 1-night trip
Posted 4 days ago
Art Hotel Villa Agape
Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Great hotel within walking distance of the historic centre of Florence. Helpful and knowledgeable staff. Amazing views from the rooftop bar/ restaurant. Thank you"
Emma 4-night trip
Posted 5 days ago
Grand Hotel Baglioni

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need a romantic vacation, we've got just the thing. 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 Castellina Fortress, Archaeological Museum of Chianti, or Walls of Monteriggioni. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
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. Castellina Fortress, Archaeological Museum of Chianti, and Walls of Monteriggioni 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.