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Castellina in Chianti – 18 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.

room , view, location, breakfast, staff were all superb. Staff spoke good English and they were very very helpful in every respect.
Scored 9.2
9.2
Rated superb
Superb
616 reviews
Price from
£172.04
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 views!! The relaxed environment.
Scored 9.3
9.3
Rated superb
Superb
485 reviews
Price from
£259.59
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.

Lovely small hotel, excellent friendly staff, great location to explore Tuscany
Scored 9.0
9.0
Rated superb
Superb
698 reviews
Price from
£101.75
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 6 km from Castellina in Chianti.

Gorgeous location overlooking the rolling hills in Chianti. Friendly staff and solid breakfast options. Relaxing, romantic vibes, perfect for a honeymoon getaway
Scored 9.3
9.3
Rated superb
Superb
280 reviews
Price from
£244.87
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 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

We had an amazing time here. It is an amazing property, with great staff. The breakfast was surreal and the wine tasting tour exceeded our expectations.
Scored 8.9
8.9
Rated fabulous
Fabulous
922 reviews
Price from
£163.80
1 night, 2 adults
AZ.AGR.POGGIO REGINI, hotel in Castellina in Chianti

Offering a garden and garden view, AZ.AGR.POGGIO REGINI is set in Castellina in Chianti, 18 km from Piazza del Campo and 27 km from Piazza Matteotti.

Property was located fairly close to the main road via a non pavemented road. The wine tasting and planned dinner were great! We had our best tiramisu of the trip so far (vinsanto tiramisu) The host, Maurizio, was very welcoming showing the property The property is secluded and great to relax and unplug, good choice for families
Scored 8.6
8.6
Rated fabulous
Fabulous
201 reviews
Price from
£153.04
1 night, 2 adults
Casa Anna, hotel in Castellina in Chianti

Casa Anna is located in Castellina in Chianti, 42 km from Pitti Palace, 42 km from Piazzale Michelangelo, and 42 km from Strozzi Palace.

So cozy! Perfekt stay in Castellina:)
Scored 8.8
8.8
Rated fabulous
Fabulous
14 reviews
Price from
£52.94
1 night, 2 adults
Al Poggio della Capannina di Castellina in Chianti, hotel in Castellina in Chianti

Situated in Castellina in Chianti and only 21 km from Piazza Matteotti, Al Poggio della Capannina di Castellina in Chianti features accommodation with garden views, free WiFi and free private parking....

Scored 7.4
7.4
Rated good
Good
5 reviews
Price from
£97.12
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.

So amazing we immediately extended our stay by another night. Stella and Ettori were absolutely wonderful. Super helpful, friendly and ensured our experience was perfect. We had dinner at the restaurant each night which was a different menu each night and always delicious. The pool was amazing and views all around were wonderful. Lovely walking/hiking tracks around which they have provided maps for and QR codes for your phone maps too.
Scored 9.8
9.8
Rated exceptional
Exceptional
136 reviews
Price from
£356.55
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.

This was our second visit to this place. The quality of the accomodation and services remained excellent. We were again impressed by the beautiful Tuscany-style house and the pool.
Scored 9.2
9.2
Rated superb
Superb
144 reviews
Price from
£97.12
1 night, 2 adults
See all 63 hotels in Castellina in Chianti

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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
  • 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
  • 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

See reviews by guests who stayed at hotels in Castellina in Chianti

  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 343 reviews
    This place is simply outstanding. From the time we arrived, hotel reception staff were fantastic and so helpful. The room was spacious, had a kitchen and large bathroom. The location is incredible with stunning views across the Tuscan vineyards and hills and close enough to larger locations if you needed anything. The breakfast was good with both hot and cold options. It was a great place to get back to in the afternoon and relax watching the sunset. We used it as a base for 4 nights and did day trips around Tuscany. It was perfect.
    Stewart
    Australia
  • From £109.61 per night
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 139 reviews
    The farmhouse is walking distance from the centre of Castellina with beautiful views and sunsets. It is well equipped and any requests which we had for additional equipment and fresh towels were dealt with immediately. There is a great pool with plenty of sun loungers and we were able to use the spa facilities at the Hotel too which was a real bonus at the end of our daily hikes.
    Tina
    United Kingdom
  • Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 308 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
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 616 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
  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 485 reviews
    Food in restaurant was amazing, rooms were clean and hotel is on very good location-near to Siena but still away from crowd. If you want to relax this is the perfect place for you
    Sandra
    Slovenia