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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.

Beautiful Property with lots of history.
Scored 9.1
9.1
Rated wonderful
Wonderful
655 reviews
Price from$211.03per 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.

A beautiful and charming hotel in the rolling vineyard hills! Absolutely lovely staff, gorgeous pool, and fantastic food!
Scored 9.2
9.2
Rated wonderful
Wonderful
512 reviews
Price from$240.54per 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.

Cutest room and amenities, and fantastic breakfast in the garden! Relaxing pool. Kind staff willing to book wine tours and give dinner recommendations.
Scored 9.0
9.0
Rated wonderful
Wonderful
692 reviews
Price from$141.99per 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
Scored 9.3
9.3
Rated wonderful
Wonderful
307 reviews
Price from$283.33per 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!
Scored 8.5
8.5
Rated very good
Very Good
247 reviews
Price from$178.20per 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.

Excellent resort located in Castellina in Chianti, rooms were cosy and comfortable. Friendly and attentive staff. Castellina seems to be a village from a fairytale- unbelievably beautiful. The wine bar located next to the reception and delicious food in the restaurant nearby. Highly recommended!
Scored 8.8
8.8
Rated excellent
Excellent
888 reviews
Price from$210.60per 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.

Very well situated, nice, with a truly Tuscan feeling and the pool was a great advantage.
Scored 7.7
7.7
Rated good
Good
407 reviews
Price from$106.38per 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.
Scored 8.6
8.6
Rated excellent
Excellent
190 reviews
Price from$197.57per 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 property is beautiful. Secluded and quiet. The hosts were excellent and provided many recommendations of vineyards / places to go in town. The meal was absolutely excellent. It was a really wonderful experience.
Scored 9.8
9.8
Rated exceptional
Exceptional
131 reviews
Price from$377.77per night
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 9.2
9.2
Rated wonderful
Wonderful
161 reviews
Price from$156.32per night
See all 63 hotels in Castellina in Chianti

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

FAQs about hotels in Castellina in Chianti

What Guests Said About Castellina in Chianti:

  • 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
  • Scored 10
    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

  • Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 333 reviews
    Loved everything about this place-one of my favourite hotels ever and the highlight of our Tuscan road trip! From communication with staff (Sara) prior to arrival to leaving (sadly) it was all perfect. Beautiful large room,comfortable bed, amazing views,great pool/gardens/free wine tour/tasting lovely staff and fantastic food. Good wifi-I had a successful online job interview from gorgeous desk /sitting area. Felt very welcome and relaxed.We want to come back again soon.Thank you all so much!
    Siobhan
    United Kingdom
  • From $210.60 per night
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 888 reviews
    Beautiful hotel and vineyard steeped in history with very friendly & helpful staff who were very attentive, letting us check in much earlier than the rules - really much appreciated. Our room was incredible with stunning views and within a beautiful building. Very clean. Tour of the vineyard also highly recommended. Dinner at the vineyard’s restaurant was nice but be aware this is fine dining - there aren’t really other options if you don’t have your own transport. Overall, highly recommend.
    Rachael
    United Kingdom
  • From $192.62 per night
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 692 reviews
    The hotel is surrounded by Tuscan lovely landscapes, so it is a perfect place for those looking for a quiet and peaceful holiday. The rooms are spacious and confortable, with ancient decoration that reminds you that you are in the middle of the Tuscany. Staff was friendly and gave enough detailed information. In 5 min by car you can reach the Castellina in Chianti center with good restaurants and some boutiques.
    Jade Anais
    France
  • From $216.89 per night
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 654 reviews
    I have stayed at this hotel twice, and the most impressive part is the friendliness of the team running the hotel. Of course, when coupled with a beautiful location, view, pool, private parking and excellent breakfast and restaurant option, it is incredible.
    Jeffery
    United Kingdom
  • From $178.20 per night
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 247 reviews
    Great and peaceful location near Castellina in Chianti. Place where you really can relax and enjoy in the nature during the day and convenient for exploring nearby villages and vineyards in Toscana in the afternoons. It was clean and breakfast was great!
    B.
    Bosnia and Herzegovina