Top 10 Romantic Hotels & Accommodation in Castellina in Chianti from NZ$298

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

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 Romantic Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Castellina in Chianti romantic hotels

A well-lit garden at night with a large moon in the sky, various potted plants, and a neatly trimmed lawn.

A swimming pool with lounge chairs, surrounded by trees and a house in the background.

A living room with a black sofa, yellow cushions, a glass coffee table, and a red side table. There is a kitchen in the background with a red cabinet and a yellow curtain.

A view through a glass door of a garden with a metal gazebo, a pathway, and potted plants.

1. Villa with large garden in the Chianti hills

Siena

Julie H.

NZ$329

includes taxes & fees

7 Sept - 8 Sept

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

A bedroom with a bed under a canopy, wooden beams on the ceiling, and a white door.

A rustic dining area with a wooden table and chairs, a fireplace, and a brick floor.

A rustic dining area with a wooden table, blue chairs, a brick floor, a sofa, and a fireplace.

2. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"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...

James

NZ$311

includes taxes & fees

31 Aug - 1 Sept

A stone building with a terrace, a table with chairs, and a red umbrella.

A living room with a tiled floor, a blue sofa, a beige armchair, a small round table, a television, and a wooden ceiling beam.

A living room with a high wooden ceiling, a blue sofa, a white armchair, a small table with a candle, and a desk with a lamp and candlesticks.

A vineyard with terracotta pots and stone walls, overlooking a hilly landscape with vineyards and distant hills.

3. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

Ruffoli

Lorna M.

NZ$517

includes taxes & fees

31 Aug - 1 Sept

An aerial view of a large, rectangular building with a central courtyard, surrounded by lush greenery and a winding road.

A stone fountain with a metal arch, surrounded by potted plants and flowers.

A dining table set with plates, a bowl of bread, a vase of flowers, and a window with a view of greenery.

A living room with a stone fireplace, a sofa, a TV, and a dining area with a table set for two.

4. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Siena

Robyn D.

NZ$428

includes taxes & fees

5 Sept - 6 Sept

A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.

A bedroom with a bunk bed, a flat-screen TV mounted on the wall, a bedside table, and a window with curtains.

A hallway with a herringbone floor pattern, grey walls, and a wooden ceiling beam.

A modern bathroom with a bidet, toilet, and glass-enclosed shower.

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

Colle di Val d'Elsa

ALLAN

NZ$394

includes taxes & fees

28 Sept - 29 Sept

A stone building with a gravel path, potted plants, and a large vase with flowers.

A patio with a table and chairs, a small tree, and a building with a yellow facade.

A countryside property with stone buildings, a large tree, and a well-maintained garden.

A living room with a sofa, a coffee table, a fireplace, a wall-mounted shelf with decorative items, and a door.

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

Montespertoli

A swimming pool with a colorful inflatable ring and a water fountain.

A neatly made bed with a purple pillow and two folded towels, flanked by two bedside tables with lamps, in a room with a simple, clean design.

A kitchen with wooden cabinets, a microwave, and a stove.

A rustic villa with a gravel driveway, surrounded by olive trees and a clear blue sky.

7. Farmhouse in Chianti

gaiole in chianti

"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...

Lara W.

NZ$976

includes taxes & fees

2 Sept - 3 Sept

A view through a large arched window of a stone patio with a table and chairs, an umbrella, and lush greenery.

A two-story building with a yellow facade, multiple windows, and a garden in front.

A kitchen with a large window, wooden cabinets, and a dining table with chairs.

A rustic dining area with a stone wall, wooden door, and a wooden table with chairs.

8. Glicini 1, holiday home with pool 30' from Florence

Barberino Tavarnelle

Joe M.

NZ$323

includes taxes & fees

19 Sept - 20 Sept

View all properties

Top Castellina in Chianti Hotel Reviews

Starhotels Tuscany

10/10 Excellent

"Great location to be close to the airport but also get into the city center of Florence. Tram stop is in front of hotel so very easy to get luggage to airport for 2 euros/adult. Restaurant was great and very accommodating for kids. Room was clean and spacious."

Hotel Paris

10/10 Excellent

"We loved it!!"

The Market Urban Hotel

10/10 Excellent

"Everything was wonderful at this hotel. Would definitely book again."

Hotel Santa Maria Novella

10/10 Excellent

"Central and breakfast"

Bernini Palace

10/10 Excellent

"Wonderful location, peaceful in the midst of the hustle and bustle of the city. Super attentive staff."

Hotel Delle Nazioni

10/10 Excellent

"Everything was perfect. Close to the station and all the bars/restaurants."

Palazzo Montebello

10/10 Excellent

"This property is incredible. Beautifully designed, friendly service, comfortable rooms. 10/10 experience."

Plus Florence - Hostel

10/10 Excellent

"The best hostel in Florence."

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, Castellina Fortress or Archaeological Museum of Chianti. 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.

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. 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 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.

Explore a world of travel with Expedia

Car hire Poggibonsi

Activities in Radda in Chianti

Book Romantic Hotels in Castellina in Chianti on Expedia.it

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Castellina in Chianti Romantic Hotels

Our top choices for Castellina in Chianti romantic hotels

1. Villa with large garden in the Chianti hills

2. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

3. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

4. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

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