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Castellina in Chianti – 16 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.

Beautiful hotel. Great breakfast. Staff very helpful. Super cute and mellow. You can't go wrong with visiting this town and especially this hotel. We are on the 4 week road trip through Italy and this was the best stop.
Scored 9.2
9.2
Rated wonderful
Wonderful
620 reviews
Price from
$221.56
1 night, 2 adults
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.

The dinners we had were excellent.
Scored 9.3
9.3
Rated wonderful
Wonderful
494 reviews
Price from
$337.67
1 night, 2 adults
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.

Everything. I never give an excellent rating because I feel everyone can improve on something. Not the case here. Attention to every little detail was superb. Breakfast, which we paid only 10 Euro per person, outstanding. The town, the area, I could have spent weeks.
Scored 9.0
9.0
Rated wonderful
Wonderful
692 reviews
Price from
$143.49
1 night, 2 adults
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.

The most calming property I’ve ever visited. Everything was exceptional - the food, the staff, the rooms, the facilities, everything. The pool was so relaxing with a good amount of chairs for the size of the resort. We had the privilege to eat at Tavola di Guido for the tasting menu and it’s a meal I will never forget. We also did the olive oil and wine tasting which was delicious and very informative. This property offers so much that you really don’t have to leave. Would love to come back!
Scored 9.3
9.3
Rated wonderful
Wonderful
283 reviews
Price from
$318.14
1 night, 2 adults
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.

The property is very nice!
Scored 8.9
8.9
Rated excellent
Excellent
912 reviews
Price from
$212.83
1 night, 2 adults
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.

Amazing environment, great cost-benefit, and the staff is outstanding, really nice and helpful. Definitely recommended! Excellent!
Scored 8.6
8.6
Rated excellent
Excellent
194 reviews
Price from
$199.66
1 night, 2 adults
Casa Anna, hotel in Castellina in Chianti

Casa Anna enjoys a location in Castellina in Chianti, 26 miles from Pitti Palace and 26 miles from Piazzale Michelangelo.

Scored 8.8
8.8
Rated excellent
Excellent
12 reviews
Price from
$65.82
1 night, 2 adults
Al Poggio della Capannina di Castellina in Chianti, hotel in Castellina in Chianti

Al Poggio della Capannina di Castellina in Chianti is located in Castellina in Chianti, just 27 miles from Piazzale Michelangelo and 27 miles from Strozzi Palace.

Spacious rooms, nice staff
Scored 7.4
7.4
Rated good
Good
5 reviews
Price from
$124.41
1 night, 2 adults
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 villa is in a beautiful location, and Stella and Ettore were wonderful hosts. Breakfast and dinner each day were fabulous. Stella arranged for a tour of a local winery and we had a terrific time making day trips from the villa to explore Tuscany.
Scored 9.8
9.8
Rated exceptional
Exceptional
137 reviews
Price from
$469.54
1 night, 2 adults
Residenzia Del Sogno, hotel in Castellina in Chianti

The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi.

Comfortable, clean and serene. Location was very convenient.
Scored 9.3
9.3
Rated wonderful
Wonderful
145 reviews
Price from
$124.41
1 night, 2 adults
See all 63 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
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 620 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
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 283 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.

    The property is beautiful and we really enjoyed our stay

  • Hotel Belvedere Di San Leonino
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 494 reviews

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

    Beautiful! Green, clean, everyone so kind. We love it!

  • Hotel Villa Casalecchi
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 237 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

What Guests Said About Castellina in Chianti:

  • Scored 10
    10

    The location was perfect!

    The location was perfect! Close to town yet serene and quiet! Beautiful setting with the vineyards. The staff could not be more helpful and welcoming! It was what I picture when I think of an Italian villa and romantic getaway!!!!
    patty
    United States of America
  • Scored 10
    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
  • Scored 10
    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
  • Scored 10
    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
    Australia
  • Scored 10
    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
  • Scored 10
    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

Explore guest reviews of hotels in Castellina in Chianti

  • From $274.26 per night
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 283 reviews
    The hotel was beautifully set out . The gardens and plants were wonderful as was the stunning views from all around the pool.The pool area was lovely.It was immaculately clean and well tended.The bedroom was very comfortable and of a very high standard in terms of bedding and toiletries and added extras. The hotel building and grounds had no downside at all. Considering there was a fine dining restaurant on site the breakfast served was a buffet and very poor in terms of selection and quality.
    Orla
    Netherlands
  • From $256.71 per night
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 912 reviews
    The hotel is situated within a winery. The closest city is Siena within 20 minutes by car. The hotel staff was very helpful and kind. Breakfast was excellent and there is a private parking within the hotel. The hotel provides a shared kitchen with cutlery for the guests.
    Konstantinos
    Belgium
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 316 reviews
    We had a lovely stay at Castello La Leccia. We have stayed in Tuscany many times but have never come across a Boutique Hotel that matches the Castello for location, facilities, exceptional staff and food. We cannot speak too highly of our stay.
    Mervyn
    United Kingdom
  • From $195.49 per night
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 620 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 $130.33 per night
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 692 reviews
    Nicely decorated rooms with a homely touch, friendly staff, very good breakfast, close to town Castellina in Chianti with excellent restaurants
    Mihela
    Slovenia