Skip to main content

Filter by:


Star Rating

Review Score

Castellina in Chianti – 26 hotels and places to stay
See the latest prices and deals by choosing your dates.
Hotel Palazzo Squarcialupi, hotel in Castellina in Chianti

Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa.

Our room was on the first floor. Off the elevator there were still two small sets of steps to get to the room. Our room was large and overlooked the street below. Since traffic is only allowed on the street for an hour in the morning and afternoon, there was no noise. The room had a closet, safe and mini fridge. Bathroom had tub, shower and bidet. There was a spa in the basement with steam room, sauna and hot tub which I took advantage of every afternoon. The included breakfasts were fantastic. Everything you could possibly want. We ate dinner one night at the motel and it was very good. There were two restaurants across the street and multiple places to eat within easy walking distance. Also, lots of shops to explore. There is a pool which was not open when we were there.
9.1
Scored 9.1
Wonderful
Rated wonderful
651 reviews
Price from$208.97per night
Hotel Belvedere Di San Leonino, hotel in Castellina in Chianti

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.

Excellent location to explore Tuscany. Hotel is a very charming and updated building with spacious rooms. Staff was very friendly and the daily breakfast was plentiful providing both hot and cold food. I would book here again!
9.2
Scored 9.2
Wonderful
Rated wonderful
497 reviews
Price from$200.97per night
Hotel Colle Etrusco Salivolpi, hotel in Castellina in Chianti

Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi.

Beautiful place!! It’s like been inside a movie!!
9.0
Scored 9.0
Wonderful
Rated wonderful
660 reviews
Price from$127.70per night
Locanda Le Piazze, hotel in Castellina in Chianti

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 3.7 mi from Castellina in Chianti.

Love it what a stay in the Tuscan Hills We stayed for 2 weeks it was a joy to say the least
9.3
Scored 9.3
Wonderful
Rated wonderful
293 reviews
Price from$270.89per night
Hotel Villa Casalecchi, hotel in Castellina in Chianti

With a pool, Villa Casalecchi is a 19th-century property 1.6 mi from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves.

Our weekend retreat was so peaceful surrounded by lush greenery. Our room with a charming rustic style was cozy, clean, and had everything we needed for a comfy stay. Breakfast was good, with lots of tasty options to choose from. The gracious owner, a courteous lady who assisted us was really friendly and so nice. We'd recommend it for a relaxing getaway!
8.4
Scored 8.4
Very Good
Rated very good
225 reviews
Price from$182.85per night
Albergo Il Colombaio, hotel in Castellina in Chianti

Set in a tranquil location 328 feet from the village of Castellina in Chianti, Albergo Il Colombaio offers rustic-style rooms with free WiFi. It features an outdoor pool and a large garden.

Fantastic spot. Gorgeous old building with fantastic breakfast. In a great location - lots of restaurants and wineries very close by.
8.5
Scored 8.5
Very Good
Rated very good
126 reviews
Price from$161.24per night
Castello di Fonterutoli Wine Resort, hotel in Castellina in Chianti

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 3.1 mi outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

Breakfast was lovely Staff are very friendly Location is beautiful Food at the bar was very good Great location to travel to San Gimignano, Siena and local vineyards
8.8
Scored 8.8
Excellent
Rated excellent
815 reviews
Price from$208.54per night
Villa Cristina, hotel in Castellina in Chianti

Villa Cristina is a 5-minute walk from Castellina in Chianti town center. It offers an outdoor pool and a garden. A continental breakfast is served buffet style every morning.

Beautiful, full of character old world but still completely clean, great breakfast, great staff. Beautiful location
7.9
Scored 7.9
Good
Rated good
388 reviews
Price from$105.35per night
Locanda La Casina Di Lilliano, hotel in Castellina in Chianti

Located in Castellina In Chianti, Locanda La Casina Di Lilliano offers free Wi-Fi, an outdoor pool and air-conditioned rooms with a flat-screen TV.

A beautiful place in the middle of the vines. The people were adorable to us. I strongly recommend having dinner there, the food was absolutely delicious !!
9.2
Scored 9.2
Wonderful
Rated wonderful
381 reviews
Price from$128.99per night
AZ.AGR.POGGIO REGINI, hotel in Castellina in Chianti

Offering quiet street views, AZ.AGR.POGGIO REGINI in Castellina in Chianti offers accommodations, a garden, and barbecue facilities.

The property was beautiful! It was such a cool experience staying on a small family-owned farm. The family was absolutely outstanding! We highly recommend this to anyone considering a stay in Tuscany! Manuel was great with non-Italian speakers by using Google Translate. The free wine bottle from the vineyard was a great gift. The apartment was much bigger than expected, and it was very interesting to see how the family built this unit.
8.6
Scored 8.6
Excellent
Rated excellent
174 reviews
Price from$195.64per night
See all 64 hotels in Castellina in Chianti

Most-booked hotels in Castellina in Chianti in the past month

Budget hotels in Castellina in Chianti

  • Hotel Palazzo Squarcialupi
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 651 reviews

    Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa.

    Everything. The restaurant & wine cellar ware also top

  • Locanda Le Piazze
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 293 reviews

    A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 3.7 mi from Castellina in Chianti.

    Setting, decor, ambience, staff and delicious food

  • Hotel Belvedere Di San Leonino
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 497 reviews

    Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.

    Perfect for couples prefering peace and country side views.

  • Hotel Villa Casalecchi
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 225 reviews

    With a pool, Villa Casalecchi is a 19th-century property 1.6 mi from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves.

    Excellent location, very helpful and friendly staff.

FAQs about hotels in Castellina in Chianti




Subscribe to receive premium deals

Prices drop the second you sign up!

What Guests Said About Castellina in Chianti:

  • 10
    Scored 10

    I made a mistake with my comment about the car park.

    I made a mistake with my comment about the car park. There is good access and plenty of parking spaces. I muddled up my comments about another location. Castellina is a lovely town with some history and good places to eat.
    graham
    United Kingdom
  • 10
    Scored 10

    We loved the location, amazing scenery and ambience of the...

    We loved the location, amazing scenery and ambience of the property. It is an authentic rural family owned winery originally owned by Host’s grandparents. Excellent personal service is also a standout plus the split level room is very spacious and comfortable. Highly recommended.
    Mae
  • 10
    Scored 10

    Walking round the Tuscan vineyards is an amazing way to see...

    Walking round the Tuscan vineyards is an amazing way to see the local area. We walked around Castellina, Radda,. Giaole, Volpaie, San Gimignano, Volterra and Badia a Passignano. All fabulous walks - don’t forget to stop for coffee when you can, to sit and watch the world go by. Florence and Siena are a short distance away too and we’ll worth visiting - enjoy!
    Tina
    United Kingdom
  • 10
    Scored 10

    The location in the countryside was excellent.

    The location in the countryside was excellent. Plenty of room for parking, somebody always on duty at reception & beautiful large room with very spacious bathroom. Choice of either A La Carte or Set Menu & the food was excellent paired with local Chianti of course. Downtime can be spent at the pool & indulge in some wine tasting from their large stock on site. Had a free wine tasting in Castellina the following morning from a very informative host. The hotel is surrounded by local vines which just adds to the atmosphere of the area. Staff always available & always helpful. Sad to leave after a lovely breakfast with plenty of choices in the morning but must return for longer on our next trip now that we have found such a star offering.
    Donal Mc
    Ireland
  • 10
    Scored 10

    This was one of, if not, the best stay in recent memory.

    This was one of, if not, the best stay in recent memory. For anyone, or any couple, looking for a quiet getaway in one of the most beautiful villa’s in Tuscany, this is your place. Villa Di Capovento is even more beautiful in person than it is in pictures: the grounds are beautiful, the pool is amazing/incredibly relaxing and the rooms are spacious, air conditioned (!) and some even come with their own jacuzzi. The only thing that was more impressive than the Villa itself was the unmatched care that Stella, Ettore and Nerina (their cat) took of us on our entire stay. They were incredibly caring to all needs, flexible in setting up wine tastings/motor bikes for us to get around, and easily accessible for anything related to the room. Ettore even went the extra mile and drove to pick us up at a nearby winery when one of our bike tires went flat. On top of the beautiful grounds and the incredibly caring staff, we had the best food on our entire trip (Amalfi, Tuscany, Milan) at Villa Di Capovento. We will absolutely be back next year and hopefully for many years to come
    Gaelyn
  • 10
    Scored 10

    Lovely, sweet, small town inside the Chianti area with a...

    Lovely, sweet, small town inside the Chianti area with a most beautiful views in Tuscany. Grapes, olives all arround and places to walk through. Everything needed - available. People very nice and open - and very testy "Gelato" at the end of the main street :)
    Jozepfh_ka
    Poland

Explore guest reviews of hotels in Castellina in Chianti

  • From $242.51 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 497 reviews
    We spent 3 fabulous days at this hotel. Nestled in the Chianti hills but less than 30 is drive from Siena. The room was very comfortable and quiet with excellent air conditioning. The grounds were lovely with lots of different areas to sit in, both in and out of the shade. Pool beautiful. We are in the restaurant all 3 nights. Food, service and sunset all amazing. No more expensive than other restaurants around. All staff friendly professional and efficient. Would highly recommend
    Clara
    United Kingdom
  • 8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 137 reviews
    Amazing location with stunning views & Castellina in Chianti is the perfect little town to have nearby. the apartments are clean and well equipped with everything you need & even has their own little outdoor area, perfect for the kids to runaround. The pool is stunning and so clean, with incredible views. Staff are super helpful and welcoming & so accommodating of families. Everything has a very relaxed and laid back feel. Amazing stay and we will definitely be back!
    Polly
    United Kingdom
  • From $208.97 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 651 reviews
    What a wonderful hotel, right in the heart of Castellina in Chianti! The staff were extremely helpful and polite. Our rooms were large and comfortable. We had a view onto the main street in the village, but it was very quiet despite the activity right below us. The breakfast buffet was amazing, as was the terrace view while eating it! It was very near great restaurants and bars, and provided parking for our car. I would definitely stay here again when in Chianti!
    Tiffynyc
    United States of America
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 377 reviews
    If you are looking for the best place to stay in Tuscany - you found your place! The view is breathtaking!!! The location is perfect! The stuff was amazing and helped us with everything we needed! The room was huge and had everything that we needed! The pool was amazing! Clean, good water and beautiful view. The wines were incredible! We booked a wine tasting and bought their wine only! Can’t wait for my next trip here!
    Adi
    Israel
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 340 reviews
    The location was incredible, situated on top of a hill overlooking the Tuscan area. The staff was above and beyond and extremely friendly - they brought delicious aperativos to us in the garden, setup the spa for our individual use, provided a complimentary wine tour and tasting, etc. Our favorite stay in Italy and perfect for us on our honeymoon. Could not say enough positive things about Castello la Leccia!
    J
    Jordan
    United States of America
  • From $205.10 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 660 reviews
    I loved this hotel! The location was excellent. Far enough away from the town to enjoy the countryside and quiet. But close enough to walk into the town for dinner or wine tasting. The rooms and property are so cute, comfortable, and well equipped. The breakfast was delicious. The staff is very kind and helpful. Also there is a bar in the lobby that has good hours and good wine. I will definitely be back!
    Victoria
    Hungary
  • From $367.63 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 293 reviews
    A lovely hotel in the middle of luscious Tuscan hills with clean and comfortable rooms. The staff were always extremely kind and attentive to detail. As a bonus, the hotel has a top notch restaurant where we got to enjoy a 7-course degustation menu which was exquisite. There is also a spa and pool which we did not have time to enjoy so this will provide a nice excuse to return.
    Melanie
    Malta
  • From $208.54 per night
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 815 reviews
    Super quaint beautiful getaway, great food and wine in restaurant nearby, the hotel itself is very clean and elegantly designed rooms and communal areas only add to the charm of this beautiful place. It's c.a. an hour drive from Florence. All the usual amenities, lovely staff and great service!
    Ksenia
    United Kingdom
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 381 reviews
    The owners are really nice, the breakfast was very good (especially the warm croissants), the rooms are really new and super comfortable. I also really liked the location close to Castellina in Chianti with some nice views of the wineyards. We loved our stay!
    Michael
    Austria
  • From $367.63 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 293 reviews
    The view from the pool was beautiful. The staff was very friendly and helpful. The restaurant was absolutely delicious and had some of the best food we ate in Italy - and they were also very accommodating of my many food allergies.
    Julia
    United States of America
  • From $105.35 per night
    7.9
    Scored 7.9
    Good
    Rated good
     · 388 reviews
    The best experience ever! The villa is so sweet and beautiful, just a few minutes from the old town. Loved every detail AND - most of all - Francesco was an exceptional host! Will come back as soon as possible!! :)
    Katharina
    Germany
  • From $136.52 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 233 reviews
    Lovely pool with views of vineyard. Staff very pleasant and friendly. Good for a couple of nights. Close to Castellina in chianti...although not really walking distance...and good as a base for touring the area.
    Kenth
    United Kingdom
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 340 reviews
    Amazing buffet breakfast with plenty of local produce. The rooms were stunning, and the grounds of the hotel itself were an absolute treat for the senses.
    Magella
    Australia
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 619 reviews
    The entire hotel is fabulous. Nice breakfast, nice pool, friendly staff, big room and overall very elegantly renovated. We would definitely go back.
    Maria
    United States of America
  • From $242.51 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 497 reviews
    The antica style of the hotel, cleanliness, surrounding breathtaking nature and vine yards. Breakfast was delicious with very good variety.
    Mai
    Saudi Arabia
  • From $208.97 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 651 reviews
    We stayed here 25 years ago on our honeymoon and if anything it’s got better. Such an authentically decorated hotel with amazing views.
    Donna
    United Kingdom
  • From $208.54 per night
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 225 reviews
    This is THE value for money hotel in Chianti area... really beautiful! Nice staff, breakfast, swimming pool...
    Daniel
    Italy
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 186 reviews
    Location is great. Only a 10 minute walk / trail, with no traffic, to reach beautiful Castellina in Chianti.
    Michael & Gladys
    United States of America
  • From $208.54 per night
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 225 reviews
    The history, setting and charm. The staff were exceptionally friendly. This was my third stay at this hotel.
    David
    United States of America
  • From $160.49 per night
    7.3
    Scored 7.3
    Good
    Rated good
     · 302 reviews
    Beautiful landscape. And the hotel is an old manson.
    Andrei
    Romania