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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
652 reviews
Price from$224.36per 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
498 reviews
Price from$201.24per 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
663 reviews
Price from$140.79per 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$271.25per 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
226 reviews
Price from$183.10per 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
127 reviews
Price from$161.46per 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
817 reviews
Price from$208.82per 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
390 reviews
Price from$105.49per 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
175 reviews
Price from$195.90per night
Castello La Leccia, hotel in Castellina in Chianti

Castello La Leccia is a restored medieval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.

The hotel exceeded all expectations! There are two buildings - main and annex, we stayed in the annex and could not wish for a better room. The room was spacious enough and had a beautiful view of the Chianti region. There is also a beautiful garden on the property with lots of seating areas to enjoy sunset with a glass of wine. The restaurant had a wonderful menu with daily specials and selection of wine produced at the property. There is also a wine tasting option available for hotel guests (highly recommended!) The staff were attentive enough and not bothersome, which we really appreciated. The location was perfect - between Florence and Siena - with about an hour drive in each direction, which allowed us to explore different regions. This is a truly romantic and tranquil place for a perfect getaway. If I could give this place 100/10, I would!
9.7
Scored 9.7
Exceptional
Rated exceptional
341 reviews
Price from$308.93per 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
     · 652 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
     · 294 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

  • Albergo Il Colombaio
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 127 reviews

    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.

    Location was excellent and the charm of the property.

  • Hotel Villa Casalecchi
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 226 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




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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

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 378 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
  • From $151.13 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 282 reviews
    The property is owned by a hotel down the street and also own a winery there. The apartment was absolutely adorable! We had a second floor with our balcony overlooking the beautiful hills of Vineyards! We enjoyed it so much that we cooked dinner there the 2out of 3 nights we stayed. We were able to enjoy the sunset while enjoying our dinner. A small coop store was within a 10 minute walk.
    Deborah
    United States of America
  • From $205.38 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 663 reviews
    Location, location, location! Wonderful hotel and location for exploring Chianti. The town of Castellina is small, quaint, yet filled with restaurants. loved being able to walk to dinners in the evening Their staff is so welcoming, the grounds beautiful and a nice breakfast in the morning.
    Jamie
    United States of America
  • From $136.70 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 233 reviews
    There was no kitchen staff or hotel staff on Sunday so no breakfast was available. The restaurant was also closed when we arrived. We had to drive a long way into town to eat. There was no notice given that the advertised restaurant would not be available before arrival.
    Peter
    Canada
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 383 reviews
    Very clean, friendly, pool was amazing to sit by and close to Siena, San Gimignano and other wineries Food in the restaurant was excellent! The pasta was my favourite of the whole trip, close to Castellina in Chianti which has loads of wonderful restaurants too!
    Sydney
    Australia
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 341 reviews
    This hotel is wonderful. The rooms are stunning, we stayed in the annexe and were totally blown away by how lovely the room was. The service is absolutely second to none. The team who work here are absolutely brilliant, so helpful and accommodating.
    Sinead
    United Kingdom
  • From $151.13 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 282 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 $455.32 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 294 reviews
    The hotel staff was the best part. They were very helpful and nice. They helped us book a COVID test, required to come back to the U.S. The facilities are nice and the hotel has updated decor and looks like it's been recently renovated.
    Ana
    United States of America
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 341 reviews
    This place is AMAZING. Probably the best "castle"-stay in Tuscany. With its amazing views, you can quite literally see all of Chianti from here. Highly recommend. Typing another sentence to meet the wording requirement.
    Craig
    United States of America
  • From $249.94 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 652 reviews
    Beautiful hotel with a very cozy atmosphere and the best view of the Tuscan landscape. It’s located in the heart of the town. The staff were very friendly and accommodating. We enjoyed the big breakfast.
    Anastasia
    Italy
  • From $249.94 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 652 reviews
    Spacious room, its an old hotel, authentic feel, friendly staff, clean. Location in the town is great, all amenities at your fingertips. panoramic views are stunning from the restaurant balcony
    Peter
    United Kingdom
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 187 reviews
    The host is the nicest host we met in Italy. He was informative, good English speaker, he helped us with restaurants names and wineries in the area. The room was clean and smelled good.
    Tahel
    Israel
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 227 reviews
    Nice B&B close to the historical center of Castellina in Chianti. It had all the comforts. The hostess Serena is very kind and helpful. The house has private parking. Good breakfast.
    Mila
    Bulgaria
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 186 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
  • From $455.32 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 294 reviews
    Beautiful hotel in a stunning location. Room was lovely, clean, spacious and modern. All staff were warm friendly, helpful and knowledgeable.
    Laura
    United Kingdom
  • From $242.84 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 498 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 $150.16 per night
    9.1
    Scored 9.1
    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
  • From $242.84 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 498 reviews
    beautiful little hotel in the heart of Chianti with lots of lovely wines to try and buy
    Peter
    United Kingdom
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 619 reviews
    The hotel property and pool area is very pretty and the parking was convenient.
    Joe
    Germany
  • From $205.38 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 663 reviews
    Lovely hotel and staff!
    Wendy
    United Kingdom