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

Book a Castellina in Chianti Resort

  • 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 prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Castellina in Chianti

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

1. Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (120 reviews)
"This is an exquisite property. I wish there was room for us to have stayed more than 1 night. The serves breakfast was delightful and a nice way to start the morning. Hoping to come back!"
United States
Eva
The price is ￥31,746
￥35,629 total
includes taxes & fees
Nov 2 - Nov 3
Castello La Leccia
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (191 reviews)
"Excellent place to stay"
United States
Alejandro
The price is ￥14,024
￥16,135 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

3. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ￥17,367
￥20,167 total
includes taxes & fees
Nov 11 - Nov 12
Casa Vacanze Squarcialupi
A spa area with a stone ceiling, a large bathtub, and a seating area.

4. Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (89 reviews)
"It was wonderful. The hotel is extraordinary and in the perfect location in town!"
United States
yvette
The price is ￥31,044
￥35,213 total
includes taxes & fees
Oct 18 - Oct 19
Palazzo Squarcialupi
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

5. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (129 reviews)
"Wonderful place. And Staff was superb."
United States
Monica
The price is ￥17,102
￥19,344 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Colle Etrusco Salivolpi
A narrow stone pathway leading to a rustic building with a wooden door and a window.

6. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (232 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is ￥28,806
￥32,395 total
includes taxes & fees
Nov 8 - Nov 9
Castello di Fonterutoli Wine Resort
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.

7. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (206 reviews)
"This hotel is a beautiful romantic getaway. You will relax and take in the lovely Chianti Classico scenery at the pool. At night the restaurant prepared delicious local cuisine and you can pair it with an amazing bottle of local wine!"
United States
Michelle Reene
The price is ￥17,358
￥20,158 total
includes taxes & fees
Nov 11 - Nov 12
Belvedere di San Leonino
A long table set for dining in a tunnel with wine barrels on one side.

8. Agriturismo Villa Godenano - Pool & Suites

Agriturismo Villa Godenano - Pool & Suites
Castellina in Chianti
9.2 out of 10, Wonderful, (74 reviews)
"What a wonderful place to stay. From the free breakfast on the patio every morning, the customer service, to the convenience of walking into town, the views - no complaints. Great value, Grazie."
United States
Rachel
The price is ￥26,245
￥29,578 total
includes taxes & fees
Oct 26 - Oct 27
Agriturismo Villa Godenano - Pool & Suites
A stately building with a grand entrance, multiple arches, and a well-lit facade.

9. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
10.0 out of 10, Exceptional, (36 reviews)
"All aspects were superb and I highly recommend Vegi to friends, family and others. Beautiful locale and facility aesthetics, very well appointed, and excellent service."
Canada
Robin
The price is ￥36,442
￥41,150 total
includes taxes & fees
Oct 26 - Oct 27
Fattoria di Vegi
A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

10. Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (129 reviews)
"Amazing stay! Thank you Costanza and Elena! We will be back!"
Australia
Alexandra
The price is ￥24,120
￥27,596 total
includes taxes & fees
Oct 12 - Oct 13
Villa Casalecchi Country Hotel
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

11. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (66 reviews)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is ￥20,311
￥22,874 total
includes taxes & fees
Oct 20 - Oct 21
Albergo Il Colombaio
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

12. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is ￥13,782
￥15,870 total
includes taxes & fees
Oct 14 - Oct 15
Mariani Bed & Breakfast
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

13. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (243 reviews)
"Absolutely loved our stay here. The property is beautiful and the staff are lovely. The best value stay we had on our Italy trip. Can hear the horses whilst lying by the pool and the house has a very friendly ginger cat too!"
United Kingdom
Stuart
The price is ￥9,511
￥11,526 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Casafrassi
A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

14. Collelungo

Collelungo
Castellina in Chianti
9.2 out of 10, Wonderful, (49 reviews)
"Amazing and unique experience."
Canada
Daniel
The price is ￥20,019
￥22,730 total
includes taxes & fees
Oct 12 - Oct 13
Collelungo
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

15. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (207 reviews)
"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"
United States
Colleen
The price is ￥58,032
￥64,900 total
includes taxes & fees
Oct 18 - Oct 19
Locanda le Piazze
A stone building with multiple windows and a chimney.

16. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ￥20,290
￥23,028 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

17. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is ￥25,147
￥28,370 total
includes taxes & fees
Oct 12 - Oct 13
Residenzia del Sogno
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

18. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ￥30,865
￥34,307 total
includes taxes & fees
Oct 19 - Oct 20
Riserva di Fizzano Residence
A stone corridor leading to a wooden archway with a view of a green landscape and a red chair.

19. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"We were absolutely blown away by Podere 1384. From the very first moment we arrived, we felt incredibly welcome and well taken care of. The attention to detail from the staff was exceptional. They remembered everything, from what we liked for breakfast to what we preferred to drink with dinner. The service felt personal, warm and genuinely caring, which made our stay even more special. The rooms were beautiful, spotless and incredibly well maintained, and the entire property is simply...
Sweden
Linus
The price is ￥78,342
￥87,240 total
includes taxes & fees
Nov 1 - Nov 2
PODERE 1384
A stone-paved entrance with a grill, potted plants, and a door leading to an interior space.

20. Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi

Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
Castellina in Chianti
The price is ￥14,705
￥23,633 total
includes taxes & fees
Nov 9 - Nov 10
Apartment 'Poggio Della Capannina Di Castellina in Chianti' with Private Garden and Wi-Fi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castellina in Chianti Hotel Reviews

Hotel Paris

Hotel Paris

10/10 Excellent
"Great experience!"
Zhaolong 5-night trip
Posted 5 hours ago
Hotel Paris

Find out more about Castellina in Chianti

Castellina in Chianti Resorts information

Number of reviews
1,484
Accommodation
3 Resorts
Lowest Price
￥11,526
Highest Price
￥87,240

Frequently asked questions

What can I expect from a resort vacation in Castellina in Chianti?
You deserve to get away, and a resort is the perfect place to treat yourself to the services and amenities you need for a relaxing trip to Castellina in Chianti. One of the comfortable resorts in the surrounding area could be just what you're searching for, whether you're hoping for a luxurious suite, blissful spa treatments, or nightly entertainment options.
What's a top resort in Castellina in Chianti?
Here's our top-rated resort near Castellina in Chianti: Relax Hotel Acquaviva - Tuscany Hills - Spa resort. 15.1 mi (24.4 km) from Castellina in Chianti. Has a full-service spa, a fitness center, and a terrace.
What can I do in Castellina in Chianti?
Travelers like the countryside scenery in Castellina in Chianti, and enjoy its swimmingand other water activities. City Hall Castellina In Chianti, Castellina Fortress, and Archaeological Museum of Chianti are a few of the interesting sights to visit. For more to see in the area, you can spend time at Walls of Monteriggioni or Lilliano Estate Winery.
What's the weather like 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's the best way to get to and around Castellina in Chianti?
Fly into Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) away from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia