The 10 best accommodation in Castellina in Chianti, Italy | Booking.com
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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.

P
Penny
From
South Africa
The location was perfect, we needed a spot for one evening and secure parking for our car. It was a lovely apartment and we had access to all the facilities in the hotel. They had restaurants and we could have breakfast at the hotel too. Although it was only for one evening we could still enjoy beautiful Castellina in Chianti.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 253 reviews
Price from
US$139.98
1 night, 2 adults

Agriturismo La Ferrozzola

Castellina in Chianti

Set in Castellina in Chianti and only 22 km from Piazza Matteotti, Agriturismo La Ferrozzola offers accommodation with pool views, free WiFi and free private parking.

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$154.72
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.

J
Jo
From
United Kingdom
quiet. well maintained. off the beaten track
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 208 reviews
Price from
US$161.14
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.

C
Catherine
From
United States
Amazing, gorgeous property with very professional, friendly, and attentive staff. It's a truly magical place that is easy to fall head over heels in love with.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 223 reviews
Price from
US$249.35
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.

B
Breanna
From
Australia
Absolutely loved this place! So picturesque. Beautiful traditional Tuscan rooms
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 534 reviews
Price from
US$258.53
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, 130 reviews
Price from
US$530.14
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, 278 reviews
Price from
US$333.55
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.

T
Tim
From
Netherlands
Dreamy location with a wonderful view of the Tuscany landscapes. The restaurant was of really high quality and the staff was very friendly!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 456 reviews
Price from
US$134.79
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.

J
Julia
From
Brazil
Everything. Stunning location, great facilities and wonderful staff.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 408 reviews
Price from
US$101.59
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.

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, 618 reviews
Price from
US$165.73
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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Enjoy breakfast in Castellina in Chianti and nearby

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 329 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$719.26 per night
  • Scored out of 10, guest rating 10.0
    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$399.35 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 190 reviews

    Set within 18 km of Piazza Matteotti and 36 km of Piazza del Campo, Tenuta Cortedomina features rooms with air conditioning and a private bathroom in Radda in Chianti.

    From US$269.74 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,106 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$177.61 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$230.04 per night
  • Borgo Carpineto

    Vagliagli
    Breakfast options
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 508 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.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 129 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$204.35 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 594 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$390.01 per night

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

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 145 reviews

    Set in Castellina in Chianti and only 20 km from Piazza Matteotti, Mariani Bed&Breakfast offers accommodation with garden views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 534 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 8.2
    Very good - What previous guests thought, 13 reviews

    Al Poggio Della Capannina, a property with a garden and barbecue facilities, is located in Castellina in Chianti, 44 km from Piazzale Michelangelo, 44 km from Pitti Palace, as well as 44 km from...

  • 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.

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

  • Scored out of 10, guest rating 8.0
    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$116.77 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$72.98 per night
  • Chianti Art Room

    Poggibonsi
    Budget options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 78 reviews

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

    From US$73.57 per night
  • Agriturismo La Magione

    Quercegrossa
    Budget options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 144 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$105.09 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 383 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.

  • La Corte del Frate

    Panzano
    Budget options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 137 reviews

    Featuring garden views, La Corte del Frate provides accommodation with barbecue facilities and a patio, around 8.7 km from Piazza Matteotti.

    From US$68.49 per night
  • Casalgallo

    Quercegrossa
    Budget options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 539 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$87.58 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 79 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$103.75 per night

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, 407 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$154.72
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 181 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, 407 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
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 146 reviews
    Such a cosy place to stay if you are visiting Chianti! Simone, the owner is super nice and helpful! He gave us great recommendations for restaurants and wine tasting places. Our room was super cute and clean, and the location of the accommodation is very convenient to visit around the area. Totally recommend it and will stay again to this amazing place if in the area! Grazie Simone!
    Guest review by
    LanaPapafili
    Young couple
  • Avg. price/night: US$285.04
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 223 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$242.88
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 310 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$186.01
    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