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Accommodation in Castellina in Chianti

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The best accommodation in Castellina in Chianti

Check out our pick of great accommodation 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.

E
Elias
From
Belgium
Beautiful view on the mountains, very nice and modern house with goodworking airco.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 251 reviews
Price from
US$139.23
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, 181 reviews
Price from
US$153.89
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
Anna
From
Sweden
Nice and quite vinery with good wine outside Castellina
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 210 reviews
Price from
US$160.27
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.

A
Antti
From
Finland
We stayed for 3 nights in casa ciliegio, the apartment was absolutely beautiful! There was a kitchen with everything you need for preparing a dinner and enjoying it on the patio. The vineyard view from the patio was gorgeous! The wine tasting was great and a tour to the winery was very interesting! The staff was very friendly and passionate! We got some great recommendations for closeby restaurants from the staff!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 221 reviews
Price from
US$248.01
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.

M
MERAV
From
Israel
beautiful hotel, surrounded by vineyards and a small town with small shops and restaurants. the rooms are beautiful and spacious and they have great country side style, very clean and have amazing views. The breakfast is really good and varied. The staff is very friendly and helpful and the spa is really nice. We enjoyed our staying very much!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 530 reviews
Price from
US$257.13
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.

A
Anneliese
From
Australia
There are no words to describe how wonderful our stay was… everything was perfect. From the moment we drove in, our bodies just relaxed and almost taken to fairy land! The rooms were wonderful, the food was magic and everything was simply a 10/10. Cannot wait to stay there again and cannot recommend highly enough x
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 129 reviews
Price from
US$527.28
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.

M
M.K.H..
From
Germany
Our stay at Locanda Le Piazze was nothing short of enchanting – a place so special, so serene, that we ended up postponing our flight home just to stay longer. And even that felt too short. The entire property is an absolute dream. Every corner feels like a scene from a fairytale – lovingly designed, full of charm, and inviting you to pause, breathe, and simply enjoy. The views over the Tuscan hills and surrounding vineyards are breathtaking, with golden light and rolling landscapes stretching as far as the eye can see. It’s hard to imagine a more magical setting. The atmosphere is one of peaceful elegance. Whether walking through the gardens, relaxing by the pool, or enjoying a quiet moment under the trees, there’s a sense of stillness that feels both grounding and luxurious. It’s a place where time slows down – in the best possible way. The team at Locanda Le Piazze deserves the highest praise. The staff were exceptionally warm, professional, and always went the extra mile with a genuine smile. There’s a special kind of hospitality here – a perfect blend of attentiveness and heart that made us feel truly welcome from the very first moment. Our room was beautiful – spacious, serene, and tastefully furnished, with every comfort thoughtfully considered. And the food? Exquisite. Every dish we had was a celebration of flavor, quality, and creativity. Dining here is an experience in itself. We’re deeply grateful to the entire team for making our stay so memorable. Locanda Le Piazze has captured our hearts – we’re already looking forward to coming back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Price from
US$331.75
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.

R
Richard
From
New Zealand
perfect location, wonderful staff, lovely views of countryside, beautifully presented food, breakfast excellent lots of choice, crystal clear pool to relax around, superb local wines. a place full of character, not at all corporate. Unique.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 454 reviews
Price from
US$138.52
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.

I
Ieva
From
Latvia
Nice pool area, gorgeous atmosphere, great location, very good service.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 408 reviews
Price from
US$101.04
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.

B
Bobbie
From
Australia
It’s homely and full of love- all the creature comforts of home
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 615 reviews
Price from
US$164.84
1 night, 2 adults
All accommodation in Castellina in Chianti

Most booked accommodation in Castellina in Chianti and surroundings in the past month

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Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 220 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 713 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 455 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 436 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 530 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 408 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 312 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 412 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 612 reviews

Popular with guests booking accommodation in Castellina in Chianti

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 reviews

Enjoy breakfast in Castellina in Chianti and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 330 reviews

Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence.

From US$394.88 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Offering garden views, One Belvedere Tuscany in Poggibonsi features accommodation, an infinity pool, a fitness centre, an open-air bath, a tennis court and a terrace.

From US$397.20 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 912 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$163.85 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,102 reviews

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

From US$176.65 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Situated 18 km from Piazza del Campo, Il Giardino di Cristina - A literary B&B in Chianti offers accommodation with a balcony, as well as a garden and a shared lounge.

From US$228.80 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 127 reviews

Featuring city views, Locanda di Pietracupa features accommodation with a garden, a terrace and a bar, around 18 km from Piazza Matteotti.

From US$174.21 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 601 reviews

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

From US$678.26 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 158 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.

From US$151.91 per night

Save money on accommodation in Castellina in Chianti and nearby – budget options available

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 62 reviews

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

From US$116.14 per night

Agriturismo La Moraia

Poggibonsi
Budget options available
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 526 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.

From US$72.59 per night

Chianti Art Room

Poggibonsi
Budget options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 79 reviews

Featuring garden views, Chianti Art Room offers accommodation with a garden and a patio, around 33 km from Piazza Matteotti.

From US$73.17 per night

Agriturismo La Magione

Quercegrossa
Budget options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 145 reviews

Set in Quercegrossa, in a historic building, 14 km from Piazza del Campo, Agriturismo La Magione is an apartment with a seasonal outdoor swimming pool and garden.

From US$104.53 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 382 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$87.06 per night

Casa Volpini

Panzano
Budget options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 320 reviews

Situated within 6.3 km of Piazza Matteotti and 33 km of Ponte Vecchio, Casa Volpini features rooms with air conditioning and a private bathroom in Panzano.

From US$110.33 per night

Casalgallo

Quercegrossa
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 540 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$92.91 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 81 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.

From US$103.19 per night

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

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 530 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 in Castellina in Chianti in the Tuscany region, Chianti Classico Home Panoramic View - Happy Rentals has a terrace. Offering a garden, the property is located within 22 km of Piazza del Campo.

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 accommodation in Castellina in Chianti

Accommodation that guests love in Castellina in Chianti

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Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 52 reviews
I'm not very easily impressed but this accomodation was just perfect for us. Your own little 'home' on a family owned winefarm. Raisa and her family made us feel welcome from the first moment. It was so beautiful and the dog and cats running around just made it a perfect stay.
Guest review by
Annet
Young couple
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 412 reviews
The location represents fully the Tuscan landscape. You can stay in the gardens/restaurant and enjoy the amazing view. The apartment is spacious, nicely decorated and quiet. Restaurant perfect, with great food. However, accommodation is nothing without the people, so I cannot miss to thank the ladies in the reception, especially Ilaria. They are ready to help, all smiles and attention to detail.
Guest review by
Vasiliki
Family with young children
Avg. price/night: US$153.89
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 180 reviews
The location is amazing! Staying in the vineyard with an amazing view, the most relaxing vacation I could ever dream of. The staff was amazing and help with everything and the hotel restaurant is incredible!!! Will definitely come back
Guest review by
michal
People with friends
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 11 reviews
Wonderful location; warm hospitality from Edith; fabulous Tuscan food and very comfortable accommodation. Tregole was a perfect base to explore Tuscany and my family and I had a very memorable stay. I would heartily recommend!
Guest review by
Joanne
Family with young children
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 412 reviews
We LOVED our stay here. The desk staff were beyond lovely and communicative and the accommodations were quintessentially Tuscany. Will definitely return.
Guest review by
Karyn
Young couple
Avg. price/night: US$283.50
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 220 reviews
The view was incredible and so was the accommodation site in general. The pool was lovely and relaxed and clean with great views on the other side of the hill. The accommodation we stayed in was great, had a lovely patio to sit and eat dinner all together.
Guest review by
Rebekah
Group
Avg. price/night: US$241.57
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 312 reviews
this stay was everything I had wanted from a Tuscan stay- beautiful surroundings- wonderful accommodation and great food and wine tasting
Guest review by
Denise
Young couple
Avg. price/night: US$176.53
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 455 reviews
An exceptional location on a wine farm. Accommodation was charming and befitting it's location. Lovely bedrooms and comfortable bed. Kitchen was well stocked but could do with a few sharp knives for cutting. Staff were friendly and gave us information on where to visit and eat during our stay. BEST PART their wine is fabulous and well worth purchasing.
Guest review by
Ward.k
Young couple