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Places to Stay in Castellina in Chianti

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The best places to stay in Castellina in Chianti

Check out our pick of great places to stay in Castellina in Chianti

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Casa Vacanze Squarcialupi

Castellina in Chianti

Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 22 km from Piazza del Campo.

m
mariasaridou
From
Greece
The apartment was clean and spacious with all we needed for our 2 night stay. The location was within close walking distance to the town with many restaurants. Check-in via the hotel nearby, the staff was 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. The breakfast choice was excellent. The restaurant food was great with a wonderful view from the terrace.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 233 reviews
Price from
US$138.11
1 night, 2 adults

Agriturismo La Ferrozzola

Castellina in Chianti

Featuring pool views, Agriturismo La Ferrozzola offers accommodation with patio, around 22 km from Piazza Matteotti.

T
Tim
From
United Kingdom
Location was fantastic. The view was wonderful, the site perfect and property more spacious than we expected. The lady who checked us in at the hotel was very nice, with Castellina a good base for exploring near by San Gim, Siena, etc. We loved the cuddly friendly dog! Hosts very responsive with any questions and gave good recomendations.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews
Price from
US$154.03
1 night, 2 adults

Collelungo

Castellina in Chianti

Providing garden views, Collelungo in Castellina in Chianti provides accommodation, pool with a view, a garden, a bar, barbecue facilities and a shared lounge.

A
Agnieszka
From
Poland
This place is absolutely stunning - even much better than on the pictures Apartments are very clean and comfortable and have top quality of furnitures and textiles All the amenities around the house are very well designed - the pool, bar, garden, you will have a peaceful stay with a beautiful view on the vineyards and the town Nearby town is lovely, great local shops and good restaurants
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 211 reviews
Price from
US$160.43
1 night, 2 adults

Querceto Di Castellina

Castellina in Chianti

Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.

P
Petra Borst
From
Netherlands
Fantastic location to stay. Close to Castellina, in the middle of nature and super quiet. The views from both the terrace and swimmingpool area are amazing. Very friendly and helpful staff. Excellent breakfast, would definitely recommend to book this place with breakfast. The apartment was very spacious and cosy, comfortable bed, good size bathroom, very clean. We did a wine tasting, I would also definitely recommend to do that, super nice. We didn’t want to leave :-)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews
Price from
US$248.24
1 night, 2 adults

Agriturismo Casale Dello Sparviero

Castellina in Chianti

Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.

J
Julia
From
Austria
It was my second time at the agriturismo but my first time as a guest, since I fell in love with this place when we first stopped for a wine tasting. Already the drive up the little hill along the cypress avenue is magical. The typical tuscan house is just beautiful and so was our apartement. It was very clean, had cute vintage furniture and provided everything you need during your stay. The views from the agriturismo are just stunning and out of this world. There are many options to relax outside, there are chairs and tables where we enjoyed our breakfast, sun loungers and many different areas to relax. One of my personal highlights was the infinty pool, you even have toilets and showers right at the pool! In general you can see that the agriturismo is very detail oriented, there are many beautiful flowers, fruit trees and it is incredibly clean. Also the staff, especially Valentina is very kind and helpful and made sure everything was perfect. We also had a free wine tasting and let me tell you - it is a must to try the variety of quality wines they have to offer! The location is also very good, supermarkets and restaurants are just a couple minutes away with the car. All in all it was perfect and we can‘t wait to come back!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 456 reviews
Price from
US$127.57
1 night, 2 adults

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.

J
Jéromine
From
France
Great hotel with a peaceful environment Great pool and confortable room
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 522 reviews
Price from
US$257.38
1 night, 2 adults

Villa Di Capovento

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.

p
po yu grace
From
Hong Kong
Relaxing ambience with taste and refinement
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 127 reviews
Price from
US$555.68
1 night, 2 adults

Residenzia Del Sogno

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.

C
Christopher
From
United Kingdom
Very welcoming hosts who went the extra mile to make our stay a memorable one
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 118 reviews
Price from
US$143.57
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.

E
Emil
From
Croatia
Everything was great, helpful friendly staff, extremely clean hotel, great breakfast, great location, clean pool, lot of parking. Definitely coming back
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 461 reviews
Price from
US$145.95
1 night, 2 adults

Borgo Di Pietrafitta Relais

Castellina in Chianti

Borgo di Pietrafitta Relais is situated in a delightful spot among the green Tuscan hills. Enjoy comfortable apartments between Florence 48 km away and Siena, 20 km away.

B
Bronson
From
New Zealand
Beautiful place in an idyllic setting. Friendly staff including the lovely Filipino worker who hasn't been there long, they all had time for us which was great. Breakfast was good, especially having a barista coffee was a nice treat. Value for money is good considering how nice the place is. Very near our best stay over the whole trip.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 395 reviews
Price from
US$101.14
1 night, 2 adults
All places to stay in Castellina in Chianti

Most booked places to stay in Castellina in Chianti and surroundings in the past month

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Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 217 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 456 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 182 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 278 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 461 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 605 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 395 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 415 reviews

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,017 reviews

Save money on places to stay in Castellina in Chianti and nearby – budget options available

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 64 reviews

Boasting quiet street views, Camere e Appartamenti Baldini Romanita provides accommodation with patio, around 18 km from Piazza Matteotti.

From US$116.25 per night

Agriturismo La Moraia

Poggibonsi
Budget options available
Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 516 reviews

Located within 33 km of Piazza del Campo and 33 km of Piazza Matteotti in Poggibonsi, Agriturismo La Moraia provides accommodation with seating area.

Borgo Carpineto

Vagliagli
Budget options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 509 reviews

Borgo Carpineto features a hot tub and free private parking, and is within 16 km of Piazza del Campo and 30 km of Piazza Matteotti.

From US$116.25 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 357 reviews

Set just 18 km from Piazza Matteotti, La Bugia del Sensale offers accommodation in San Donato in Poggio with access to a garden, a shared lounge, as well as a shared kitchen.

From US$85.14 per night

Casa Osci

Panzano
Budget options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 35 reviews

Located in Panzano, 6.3 km from Piazza Matteotti and 33 km from Ponte Vecchio, Casa Osci provides accommodation with free WiFi in a historic building.

From US$191.81 per night

Loft in Panzano

Panzano
Budget options available
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 7 reviews

Offering garden views, Loft in Panzano is an accommodation situated in Panzano, 33 km from Ponte Vecchio and 33 km from Uffizi Gallery.

From US$174.38 per night

Casalgallo

Quercegrossa
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 536 reviews

Boasting a garden and views of garden, Casalgallo is a farm stay set in a historic building in Quercegrossa, 15 km from Piazza del Campo.

From US$93 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 84 reviews

Situated in Monteriggioni in the Tuscany region, Da nonna Cri, appartamento nel Chianti features a balcony. This property offers access to a terrace, free private parking and free WiFi.

Enjoy breakfast in Castellina in Chianti and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 901 reviews

Set in the picturesque town of Radda in Chianti, Palazzo San Niccolò is an elegant hotel offering free Wi-Fi, a large garden and interesting interiors with original frescoes and antique furniture.

From US$164.01 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,085 reviews

Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings.

From US$171.59 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 155 reviews

Boasting pool views, Fattoria Lornano Winery offers accommodation with patio, around 15 km from Piazza del Campo. This property offers access to a terrace, free private parking and free WiFi.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 437 reviews

Offering a bar and city view, Le Terrazze Del Chianti b&b Residenza d'Epoca e di Charme is situated in Tavarnelle in Val di Pesa, 32 km from Piazzale Michelangelo and 32 km from Pitti Palace.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 407 reviews

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

From US$173 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 339 reviews

Located in the small square of Panzano, and boasting panoramic views over the Chianti hills, La Pensione di Vignamaggio is surrounded by vineyards and olive groves. Public parking is available nearby.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 495 reviews

Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 77 reviews

La Locanda is located in the heart of the Chianti Classico region, surrounded by vineyards, woods and olive groves. This 16th-century converted farmhouse features a swimming pool with panoramic views.

Great access to the city centre. Check these places to stay in Castellina in Chianti and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 522 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.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 7 reviews

Featuring air-conditioned accommodation with a balcony, Holiday Home Casa Chiara by Interhome is set in Castellina in Chianti.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 5 reviews

Set within 20 km of Piazza Matteotti and 22 km of Piazza del Campo, Chianti Classico Home in Castellina in Chianti offers a garden and rooms with free WiFi.

Featuring air-conditioned accommodation with a private pool, Holiday Home Olivo by Interhome is located in Castellina in Chianti.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Featuring air-conditioned accommodation with a patio, Holiday Home Cerretino Oliveto by Interhome is set in Castellina in Chianti.

Featuring air-conditioned accommodation with a private pool, Holiday Home Cerretino - Tettoia by Interhome is set in Castellina in Chianti.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Holiday Home Cerretino Vigna by Interhome is situated in Castellina in Chianti.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a patio, Holiday Home Cerretino Tettoia by Interhome is set in Castellina in Chianti.

FAQ about places to stay in Castellina in Chianti

Places to stay that guests love in Castellina in Chianti

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Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 700 reviews
- bathrooms are clean - towels and bed linen were clean and pleasant - large swimming pool - tasty food in the restaurant, but there was a small selection of different dishes - a very nice place in a nice location, perfectly close to the vineyard - great vineyard Tenuta Villa Trasqua right next door I highly recommend wine tasting there
Guest review by
Malgorzata
Family with young children
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 522 reviews
The staff were very professional, helpful and friendly. The room was neat and clean. The hotel was peaceful and quiet. The poolside looked nice (it was a bit cold to swim because of the weather). The breakfast was great! The hotel's location is convenient if you want to go on short day trips to popular tourist destinations in Tuscany.
Guest review by
Serkan
Young couple
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 562 reviews
Excellent location. Very friendly staff.
Guest review by
George
Family with young children
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews
Stunning views, beautiful pool (partly shaded during the morning and evening). Accommodation is high quality (excellent quality bedlinen and towels) - typical Tuscan style decor: Great location for day trips to San Gimignano, Siena, Florence, Montepulciano. Castellina itself is pretty as is Radda. 5 stars would highly recommend.
Guest review by
Derval
Family with young children
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 278 reviews
Amazing location In the middle of Toscana Relaxing and peaceful place
Guest review by
Enver
Group
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 415 reviews
Stunning location in the typical Tuscan landscape. The staff very friendly and welcoming. Good breakfast! Pool area great for the kids.
Guest review by
Linda
Family with young children
Avg. price/night: US$312.71
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,017 reviews
Beautify location and friendly staff, especially at breakfast.
Guest review by
David
Family with young children
Avg. price/night: US$312.71
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,017 reviews
Very nice village/location, picturesque, nice breakfast, beautiful breakfast area, clean and comfortable. Very nice bathroom amenities.
Guest review by
ElisavetArgiris
People with friends
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 562 reviews
Location & facilities
Guest review by
Peter
Young couple
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 41 reviews
Location and also place itself is extraordinary. Plenty of space, nice interiour, big terasse with nice view on Toscana hills. Very friendly and helpful owners. 100% reccomending.
Guest review by
Šléglová
Family with young children
Avg. price/night: US$164.47
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 233 reviews
The apartment was clean and spacious with all we needed for our 2 night stay. The location was within close walking distance to the town with many restaurants. Check-in via the hotel nearby, the staff was 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. The breakfast choice was excellent. The restaurant food was great with a wonderful view from the terrace.
Guest review by
mariasaridou
Young couple
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 522 reviews
Everything about this hotel was gorgeous. The location, the rooms, the breakfast terrace, the outdoor area and the staff.
Guest review by
Jessica
Young couple
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 127 reviews
Everything exactly like said - fantastic location in a family home with exceptional views, nice pool area and the best food we had during our trip. The hosts are super helpful and friendly. In the end we didn’t even leave the property as it had everything we needed for a super relaxing stay.
Guest review by
Kaari
Young couple
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 415 reviews
Staff are all very kind, always carry a smile, ready to help with anything. Location is fantastic, very close to Castellina and Poggibonsi, amazing panoramic views, oh and sunset view with towers of San Gimignano in distant are just romantic. Pool is great as well as lunch and dinner in Passo Dopo Passo Osteria.
Guest review by
Geronimo657
Young couple
Avg. price/night: US$312.71
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,017 reviews
Location, large rooms, wine, great staff, the pool, oh and wine
Guest review by
Jason
Young couple
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 461 reviews
Exceptional staff, would help anyway they could and go above and beyond. Helping us plan activities, and always making sure we ha everything we needed. The Food was absolutely amazing with views you would only dream of. Was a perfect place to stay for our honeymoon. We can't wait to go back!!!
Guest review by
Joshua
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 31 reviews
beautiful location and view. felt very authentic and we immediately felt at home. pool with a view. friendly hosts.
Guest review by
Alyce
Family with young children
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 456 reviews
Look Feel Location
Guest review by
roland
Family with young children