Skip to main content

Search hotels in Castellina in Chianti

Enter your dates to see the latest prices and deals for Castellina in Chianti hotels

Castellina in Chianti – 96 hotels and places to stay

Filter by:

Star rating
Review score

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, 530 reviews
Price from
US$257.40
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$332.10
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$138.66
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$165.01
1 night, 2 adults

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$139.37
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.

C
Caroline
From
Canada
The beautiful views of vineyards and hills, we felt very welcome and on vacation. The appartment on two storeys was well decorated and the swimming pool very refreshing with a stunning view. Wow Tuscany at its best. The owners and their friendly dog were also nice. The village is closeby to get the grocery and that's where you do the check-in before arrival.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 181 reviews
Price from
US$154.04
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.

k
kayreenz
From
New Zealand
Collelungo, a slice of paradise in the heart of Chianti country! We took advantage of the Prima Spesa service on arrival, a great selection that fed us amply for two dinners, two breakfasts, morning, afternoon and pre-dinner snacks, and we gave away the extras to our neighbours. Fabiola is an absolute gem. We hadn't realised that there were no taxis in Castellina in Chianti and Fabiola was wonderful helping us to work around that. You really do need a vehicle here, so don't be tempted to do without one! We had a fabulous stay, sampling not only Collelungo's fine wines but those on offer from other vineyards. We also highly recommend visiting the Pomona winery which Fabiola can help arrange. Thoroughly enjoyed our pool time also and have no hesitation recommending Collelungo to anyone wanting an authentic Tuscany experience. Thank you so much Fabiola! ❤️
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 210 reviews
Price from
US$160.44
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.

D
Dr. Heidi Schwartz
From
Austria
Filippo was very nice and helpful. The appartment was beautiful, clean and in a wonderful landscape. The wine was tasty and we liked that some of the wines were already placed in the appartment so we were free to try them. I highly recommend this accomodation and we will come again for sure! Highly recommended to everyone, who loves a beautiful appartment, good wine and being a little outside in the calm nature.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 221 reviews
Price from
US$248.26
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$527.82
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$101.15
1 night, 2 adults
See all 96 hotels in Castellina in Chianti

Hotels with airport shuttles in Castellina in Chianti

Airport shuttle (additional charge)
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 93 reviews
From US$1,039.38 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,781 reviews
From US$138.40 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,940 reviews
From US$147.71 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 912 reviews
From US$164.02 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,195 reviews
From US$91.85 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,102 reviews
From US$176.83 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 594 reviews
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 61 reviews
From US$174.39 per night
Airport shuttle (additional charge)
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 506 reviews

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

See all

Popular with guests booking hotels in Castellina in Chianti

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 188 reviews

Popular with guests booking hotels in Castellina in Chianti

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 276 reviews

Popular with guests booking hotels in Castellina in Chianti

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

Popular with guests booking hotels in Castellina in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 529 reviews

Popular with guests booking hotels in Castellina in Chianti

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 613 reviews

Popular with guests booking hotels in Poggibonsi

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,194 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,002 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,102 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 620 reviews

Popular with guests booking hotels in Radda in Chianti

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 913 reviews

Best hotels with 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$395.28 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$397.61 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 913 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$164.02 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$176.83 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$229.03 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$174.39 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 600 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$678.96 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$152.07 per night

Budget hotels in Castellina in Chianti and nearby

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$116.26 per night
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$72.66 per night
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$73.24 per night
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$104.63 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.

From US$87.15 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 319 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$110.45 per night
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$93.01 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$103.30 per night

Hotels located in the centre of Castellina in Chianti

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 529 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.

FAQs about hotels in Castellina in Chianti

What guests said about Castellina in Chianti:

10

The place feels like a little castle, full of charm and...

The place feels like a little castle, full of charm and character. The hosts were incredibly kind and waited for us until late at night to give us the keys and explain everything about the surroundings. Breakfast was nice, and everyone we met was genuinely friendly and welcoming. The view is absolutely outstanding. There are also plenty of great restaurants nearby for dinner, which made our evenings even more enjoyable. We didn’t use the pool since it was already out of season and quite cold.
Guest review by
The Vaisermans
Israel
10

Castellina in Chianti is a great place to stay in the Heart...

Castellina in Chianti is a great place to stay in the Heart of Chianti; a lovely town with a great selection of restaurants from pizza to pasta to Florentine steaks! Not over touristy and well worth a visit. We were staying on the Lilliano estate where we were well looked after even at the start of harvesting when life gets busy!
Guest review by
Andrew
United Kingdom
10

Castellina in Chianti is a beautiful village.

Castellina in Chianti is a beautiful village. Lovely wine farms to visit. It is a great location for a 30 minute drive into Siena or San Gimignano and lots of other charming Tuscan villages. A great place to relax and enjoy the scenery.
Guest review by
Julia
United States
10

Castellina is an excellent place to visit.

Castellina is an excellent place to visit. A small but high quality location. Pleasant buildings and a variety of restaurants. All of our shopping needs were satisfied, particularly at the COOP in the main centre.
Guest review by
Peter
United Kingdom
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!!!!
Guest review by
Patricia
United States
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.
Guest review by
Tom Snyder
United States

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

See all
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 529 reviews
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
Guest review by
מיכאל
Israel
From US$266.24 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,003 reviews
We liked the resort so much that we ended up extending our stay. It is a beautiful place with amazing views, great wines, nice area to work around and has access to the swimming pool. The breakfast was fantastic. The hotel has a unique design and each room is different. We had the family suite which was perfect. My kids enjoyed staying there.
Guest review by
Luiza
United States
From US$154.04 per night
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
Israel
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 565 reviews
Nice property just outside Castellina in Chianti. The room we stayed in was very nice.
Guest review by
Kathryn
Australia
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 38 reviews
Nice place closed to Castellina in Chianti by feet, parking place, Nice check-in
Guest review by
Pascale
France