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Castellina in Chianti – 23 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$211.43per 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$203.34per 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
668 reviews
Price from$142.26per 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$274.08per 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$163.14per 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
820 reviews
Price from$210.99per 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
7.8
Scored 7.8
Good
Rated good
394 reviews
Price from$106.58per 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
177 reviews
Price from$197.94per 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$103.32per 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$315.38per 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 $173.84 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 283 reviews
    Super clean. modern and well equipped apartment with a big terrace and heartbreaking view to Chianti Valley, 3 min walk from the city centre. Check-in via the hotel nearby, the staff is extremely friendly and helpful. You get discount in the amazing restaurant near the hotel and shop as well as free access to the hotel swimming pool that can be a nice option during the hot weather. We dream to return again! Thank you!
    Irina
    Belgium
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 342 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
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 617 reviews
    this was beautifully situated in a very picturesque location. An incredibly peaceful stay with one of the most amazing breakfasts we’ve had in Italy. very helpful staff. The pool was amazing, though not heated so we were not able to use it much as the weather was unseasonably cool. We would 100% stay at this property again, HIGHLY recommend!
    Peter
    Canada
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 302 reviews
    Stunning stone villa hotel on the hillside surrounded by vineyards. The pool and chaise lounges were lovely for our family. The breakfasts were outstanding. Ana and Ilaria were so accommodating with booking cooking classes (highly recommend Virna and Claudio's class down the road) and winery picnics.
    Arin
    United States of America
  • From $326.28 per night
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 820 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
  • From $106.58 per night
    7.8
    Scored 7.8
    Good
    Rated good
     · 394 reviews
    Great location for visiting the region of Tuscany, pool area was quiet and pool was clean, the room was cool and comfortable even though it had no A/C. Breakfast was adequate and made a good start to the day. I'd recommend this hotel as it provided everything we wanted from our 4 night stay.
    Chappell
    United Kingdom
  • From $188.15 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
  • From $181.41 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 668 reviews
    The hotel was lovely, the staff were very friendly and helpful. It was in a beautiful location, with a short walk to the main centre with lots of lovely bars, shops and restaurants. Breakfast was nice, and had the option of indoor or outdoor in the garden.
    Lisa
    United Kingdom
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 654 reviews
    Lovely small town and the hotel was in the middle of it. Beautiful gardens and pool. Very loud music in the street opposite e until very early o'clock, but I didn't mind that. Its summer in Italy; people having fun is good for the country.
    Buzz Italy
    Italy
  • From $173.84 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 283 reviews
    Great Air conditioning, very welcoming and friendly staff throughout, wonderful restaurant at the hotel 5 minutes walk away and discount card supplied. Amazing view in a wonderful area. Everything we needed was within walking distance.
    Sue
    United Kingdom
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 302 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
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 654 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 $181.41 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 668 reviews
    Beautiful hotel & location, friendly staff, rooms very clean and well taken care of, breakfast very good too, very close to Castellina which is beautiful and definitely worth the visit!
    Ilias R
    Switzerland
  • From $161.51 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 163 reviews
    It is a lovely couple who own this rustic and charming rural hotel. The pool area is good and the pool clean and a great plus to cool down after exploring the beautiful towns around.
    Cécile
    Argentina
  • From $245.36 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 497 reviews
    Everything was great, helpful friendly staff, extremely clean hotel, great breakfast, great location, clean pool, lot of parking. Definitely coming back
    Emil
    Croatia
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 617 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 $245.36 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 $161.51 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 163 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 $381.75 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 297 reviews
    Locanda Le Piazze is a beautiful property and a wonderful place to relax!
    Rhonda
    United States of America
  • From $498.12 per night
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 124 reviews
    the farm to table experience with the all the luxury one can wish for.
    Riccardo
    United States of America