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Castellina in Chianti – 24 hotels and places to stay
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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
654 reviews
Price from$211.22per 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, excellent food, great friendly staff
9.2
Scored 9.2
Wonderful
Rated wonderful
497 reviews
Price from$203.13per 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
670 reviews
Price from$142.11per 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
297 reviews
Price from$273.80per 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
228 reviews
Price from$184.81per 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.

What a beautiful place in a perfect location! Wonderful breakfast, too
8.5
Scored 8.5
Very Good
Rated very good
128 reviews
Price from$162.98per 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
826 reviews
Price from$210.78per 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.

We were given instructions on how to arrive. The key was in a box and made our way to the bedroom. The free parking is a bonus. Althouogh it is a country home, the room we stayed in the decoration is outdated and some maintenance is needed. The breakfast is varied.
7.8
Scored 7.8
Good
Rated good
396 reviews
Price from$106.48per night
Agriturismo Concadoro, hotel in Castellina in Chianti

Featuring an outdoor pool and a sun terrace, Agriturismo Concadoro offers rustic accommodations in the Chianti countryside.

Rooms are well decorated and spacious. The view and setting is spectacular
8.6
Scored 8.6
Excellent
Rated excellent
135 reviews
Price from$157.54per night
Villa Di Capovento, hotel in Castellina in Chianti

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

The hosts were very friendly and provide a great service to their customers. They cooked for us and were accommodating to any request you may have. The rooms were spacious and clean. The property itself is located on top of a hill overlooking the hills of Tuscany. In warmer weather the use of the pool would be a lot of fun. I would recommend Villa Di Capovento to anyone who is considering stay at an Agriturismo.
9.8
Scored 9.8
Exceptional
Rated exceptional
124 reviews
Price from$315.06per night
See all 65 hotels in Castellina in Chianti

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What Guests Said About Castellina in Chianti:

  • 10
    Scored 10

    Quiet hill town with lots of amenities.

    Quiet hill town with lots of amenities. Well located to visit other towns if you are willing to drive. Pay VERY close attention to the information sent by the hotel about luggage drop off and pick up. Steep fines for driving into the old town if not done per instructions and timing.
    Tom Snyder
    United States of America
  • 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

Explore guest reviews of hotels in Castellina in Chianti

  • From $106.48 per night
    7.8
    Scored 7.8
    Good
    Rated good
     · 396 reviews
    The village of Castellina in Chianti is located in the area where the magnificent Chianti Classico red wine is produced. In its surroundings, remarkable landscapes are revealed, many of which can be emblematic of Tuscany and in particular of the famous wine region. The hotel "Villa Christina" is located at the end of the village and offers convenience for a short stay. In the morning we were offered a good breakfast with excellent Italian coffee. By the way, the coffee in Italy is always first class. Nina & Zdravko
    Zdravko
    Bulgaria
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 654 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
  • From $173.67 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 284 reviews
    Well equipped kitchen and all the furnitures. View from the terrace was breathtaking. All the staff were kind enough to provide needed instructions and services. Feel comfortable all the time. My family is having private short trip at least once in 2 months but we can say this hotel was definitely No.1 satisfaction among the past 2.5 years.
    Akihiro
    Japan
  • From $245.11 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 497 reviews
    Wonderful hotel in the middle of Chianti and I can not believe it's so cheap. It's happened to be my birthday and I got an upgraded room with a direct pool view. But I think the other rooms will be just fine as it's overall well designed and well maintained. I will recommend all my friends this hotel.
    yi
    Netherlands
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 342 reviews
    Probably the best view in all of Tuscany. This castle hotel is built high up on the hill with its restaurant overlooking the most majestic scenery in the region. With delicious wine and yummy local foods combined with a beautiful pool and super lovely staff, you will not be disappointed.
    Karina
    Canada
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 185 reviews
    A very nice, quite and safe farmhouse, with a children playground and nice swimming pool. A walking distance from Castellina in Chianti, and placed in a strategic position in the Chianti route. A very good place for children and families. We will be back.
    Nilson
    United Arab Emirates
  • From $173.67 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 284 reviews
    Great property! It is in a great location, just on the edge of Castellina in Chianti, walkable into the village. The staff are lovely and the apartment was perfectly clean and had everything we needed. we would certainly stay here again!
    Alice
    Australia
  • From $381.36 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 297 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 $303.13 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 251 reviews
    Fantastic views. Large pool. Excellent mix of the old charm and modern renovated bathrooms. The vineyard dinner was very good. Further, Castellina in Chianti is a very nice town, with lots of good restaurants and gelato.
    Harald
    Norway
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 303 reviews
    Beautiful location in Tuscany on the vineyard with nice facilities. The restaurant and views were stunning. The hotel staff were very friendly and helpful with organising tours for cooking classes / vineyards etc.
    Hayley
    Australia
  • From $106.48 per night
    7.8
    Scored 7.8
    Good
    Rated good
     · 396 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
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 654 reviews
    Lovely hotel located right in the centre. Erika on reception was fantastic. It would have been nice to chill out by the pool in the lovely gardens .. but the weather was terrible on the day of my visit.
    Tor W
    Hong Kong
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 386 reviews
    We loved everything about this hotel. It was dreamy and perfect! The place, the owners, the room, the bed, everything was cozy and romantic. A perfect getaway and perfect location.
    Camila
    Chile
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 185 reviews
    Fantastic venue in the nature and very close to the historical centre of the wonderful Castellina in Chianti. Great support and tips from the very friendly managers.
    Di Pasquo
    Belgium
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 303 reviews
    Very spacious apartment in a very picturesque location. Hotel staff was very friendly. Bed was very comfortable. Breakfast was simple but good!
    Kitija
    Latvia
  • From $245.11 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 $161.35 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 162 reviews
    Very nice swimming pool and sun loungers. The hotel is right next door to a good restaurant The hosts were very nice and helpful the
    Linda
    South Africa
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 342 reviews
    Staff was outstanding as well as the service. I would highly recommend this hotel. The location and surroundings are beautiful.
    Steven
    Spain
  • From $181.23 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 670 reviews
    This is an extremely well run Hotel.The staff are incredibly helpful and the facility is charming.
    Janice
    United States of America
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 617 reviews
    amazing view, location and hotel
    Antoine
    United Kingdom