Skip to main content

Places to Stay in Castellina in Chianti

Find the places to stay that appeal to you the most

The best places to stay in Castellina in Chianti

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

Filter by:

Review score

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.

N
Nicole
From
Italy
A very comfortable apartment, with everything needed, including access to the hotel pool. The position is really great for Tuscany. The staff were very friendly and helped us kindly with extra tea for the apartment. I would love to stay a week!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 237 reviews
Price from
US$138.43
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.

R
Randi
From
Norway
A stunningly beautiful place with views over olive groves and vineyards. So much charm and lovely details throughout. The view is unrealistically beautiful – it feels like a dream!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 181 reviews
Price from
US$153
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.

G
Glen
From
Canada
The location, the vineyards, the pool, the comfy club chairs and fireplace in our room. Fabiola and her staff were friendly and efficient. Fabiola was especially calm and caring during powerful thunder storm and power interruptions.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 211 reviews
Price from
US$159.35
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.

T
Timothy Batchelder
From
United Kingdom
perfect location with stunning views of the vineyards. perfect for a romantic getaway like wedding anniversary celebration.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 211 reviews
Price from
US$246.57
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.

A
Anca
From
Romania
This hotel exceeded our expectations a lot, it is super well positioned in the village, everything was SUPERB. The restaurant had a really nice view, room nice and big, they thought of everything. I totally recommend this hotel for a special Tuscan experience.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 522 reviews
Price from
US$255.65
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.

W
Weronika
From
Poland
Absolutely wonderful place, great hosts, amazing views and delicious food. We loved spending these few days in the villa and we are looking forward to come back.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 127 reviews
Price from
US$426.08
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.

N
Nina
From
Slovakia
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 out of 10, guest rating 9.1
Superb - What previous guests thought, 119 reviews
Price from
US$142.61
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.

P
Pacheco Deppe
From
United States
The service was top notch! It was a great getaway with all the amenities you could ever want, plus the pool is gorgeous.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 276 reviews
Price from
US$329.84
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.

C
Clara
From
United Kingdom
We spent 3 fabulous days at this hotel. Nestled in the Chianti hills but less than 30 is drive from Siena. The room was very comfortable and quiet with excellent air conditioning. The grounds were lovely with lots of different areas to sit in, both in and out of the shade. Pool beautiful. We are in the restaurant all 3 nights. Food, service and sunset all amazing. No more expensive than other restaurants around. All staff friendly professional and efficient. Would highly recommend
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 462 reviews
Price from
US$140.30
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.

M
Maria
From
United States
The entire hotel is fabulous. Nice breakfast, nice pool, friendly staff, big room and overall very elegantly renovated. We would definitely go back.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 399 reviews
Price from
US$100.46
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

See all

Popular with guests booking places to stay in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 181 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, 455 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, 276 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, 522 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 9.1
Superb - What previous guests thought, 399 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, 609 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, 414 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, 462 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, 1,012 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, 63 reviews

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

From US$115.47 per night

Agriturismo La Moraia

Poggibonsi
Budget options available
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 515 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$64.95 per night

Borgo Carpineto

Vagliagli
Budget options available
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 9.0
Superb - What previous guests thought, 369 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$79.59 per night

La Corte del Frate

Panzano
Budget options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 141 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$67.72 per night

Casalgallo

Quercegrossa
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 538 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$92.38 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 195 reviews

Set in Monteriggioni and only 10 km from Piazza del Campo, La Limonaia Country House offers accommodation with garden views, free WiFi and free private parking.

From US$115.47 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 105 reviews

Offering pool views, Agriturismo "Crocino in Chianti" is an accommodation located in Gaiole in Chianti, 26 km from Piazza del Campo and 27 km from Piazza Matteotti.

From US$109.70 per night

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.

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$143.16 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,080 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$154.85 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 124 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$173.20 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 152 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$154.81 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 114 reviews

Boasting a garden and views of inner courtyard, Palazzo Malaspina B&B is a bed and breakfast set in a historic building in Tavarnelle in Val di Pesa, 19 km from Piazza Matteotti.

From US$164.54 per night

Rosso Del Chianti

Panzano
Breakfast options
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 417 reviews

Offering a garden and inner courtyard view, Rosso Del Chianti is situated in Panzano, 34 km from Piazzale Michelangelo and 36 km from Ponte Vecchio.

From US$169.74 per night
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 410 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$139.42 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 328 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.

From US$150.11 per night

FAQ about places to stay in Castellina in Chianti

Places to stay that guests love in Castellina in Chianti

See all
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, 276 reviews
Amazing location In the middle of Toscana Relaxing and peaceful place
Guest review by
Enver
Group
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 328 reviews
Absolutely beautiful location and views. The property is wonderfully presented by the warm and welcoming staff. All meal services are divine, showcasing amazing produce and intelligent cooking.
Guest review by
Danielle
Young couple
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 414 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$224.01
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,012 reviews
Beautify location and friendly staff, especially at breakfast.
Guest review by
David
Family with young children
Avg. price/night: US$224.01
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,012 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
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 237 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, 414 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$224.01
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,012 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, 462 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, 455 reviews
Look Feel Location
Guest review by
roland
Family with young children