Skip to main content

Filter by:


Star Rating

Review Score

Castellina in Chianti – 23 hotels and places to stay
See the latest prices and deals by choosing your dates.
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.

Center of a very nice town to relax and visit the Tuscan Hill Towns and Chianti wine region. The staff was very helpful in all areas and well connected with the businesses in this very pleasant town.
9.1
Scored 9.1
Wonderful
Rated wonderful
646 reviews
Price from$222.79per night
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.

Excellent location to explore Tuscany. Hotel is a very charming and updated building with spacious rooms. Staff was very friendly and the daily breakfast was plentiful providing both hot and cold food. I would book here again!
9.2
Scored 9.2
Wonderful
Rated wonderful
495 reviews
Price from$199.83per night
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.

Beautiful place!! It’s like been inside a movie!!
9.0
Scored 9.0
Wonderful
Rated wonderful
655 reviews
Price from$126.98per night
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 3.7 mi from Castellina in Chianti.

Love it what a stay in the Tuscan Hills We stayed for 2 weeks it was a joy to say the least
9.3
Scored 9.3
Wonderful
Rated wonderful
291 reviews
Price from$269.35per night
Hotel Villa Casalecchi, hotel in Castellina in Chianti

With a pool, Villa Casalecchi is a 19th-century property 1.6 mi from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves.

Our weekend retreat was so peaceful surrounded by lush greenery. Our room with a charming rustic style was cozy, clean, and had everything we needed for a comfy stay. Breakfast was good, with lots of tasty options to choose from. The gracious owner, a courteous lady who assisted us was really friendly and so nice. We'd recommend it for a relaxing getaway!
8.4
Scored 8.4
Very Good
Rated very good
223 reviews
Price from$181.81per night
Albergo Il Colombaio, hotel in Castellina in Chianti

Set in a tranquil location 328 feet from the village of Castellina in Chianti, Albergo Il Colombaio offers rustic-style rooms with free WiFi. It features an outdoor pool and a large garden.

Fantastic spot. Gorgeous old building with fantastic breakfast. In a great location - lots of restaurants and wineries very close by.
8.5
Scored 8.5
Very Good
Rated very good
125 reviews
Price from$160.33per night
Castello di Fonterutoli Wine Resort, hotel in Castellina in Chianti

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 3.1 mi outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

Our room was incredible. The entire property is stunning. The breakfast each morning was the perfect start to our day. The staff is outstanding and very accommodating.
8.8
Scored 8.8
Excellent
Rated excellent
813 reviews
Price from$207.36per night
Villa Cristina, hotel in Castellina in Chianti

Villa Cristina is a 5-minute walk from Castellina in Chianti town center. It offers an outdoor pool and a garden. A continental breakfast is served buffet style every morning.

Beautiful, full of character old world but still completely clean, great breakfast, great staff. Beautiful location
7.9
Scored 7.9
Good
Rated good
384 reviews
Price from$104.75per night
Locanda La Casina Di Lilliano, hotel in Castellina in Chianti

Located in Castellina In Chianti, Locanda La Casina Di Lilliano offers free Wi-Fi, an outdoor pool and air-conditioned rooms with a flat-screen TV.

A beautiful place in the middle of the vines. The people were adorable to us. I strongly recommend having dinner there, the food was absolutely delicious !!
9.2
Scored 9.2
Wonderful
Rated wonderful
380 reviews
Price from$128.26per night
AZ.AGR.POGGIO REGINI, hotel in Castellina in Chianti

Offering quiet street views, AZ.AGR.POGGIO REGINI in Castellina in Chianti offers accommodations, a garden, and barbecue facilities.

The property was beautiful! It was such a cool experience staying on a small family-owned farm. The family was absolutely outstanding! We highly recommend this to anyone considering a stay in Tuscany! Manuel was great with non-Italian speakers by using Google Translate. The free wine bottle from the vineyard was a great gift. The apartment was much bigger than expected, and it was very interesting to see how the family built this unit.
8.6
Scored 8.6
Excellent
Rated excellent
172 reviews
Price from$194.53per night
See all 63 hotels in Castellina in Chianti

Most-booked hotels in Castellina in Chianti in the past month

Budget hotels in Castellina in Chianti

  • Locanda Le Piazze
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 291 reviews

    A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 3.7 mi from Castellina in Chianti.

    Setting, decor, ambience, staff and delicious food

  • Hotel Belvedere Di San Leonino
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 495 reviews

    Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.

    Perfect for couples prefering peace and country side views.

  • Albergo Il Colombaio
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 125 reviews

    Set in a tranquil location 328 feet from the village of Castellina in Chianti, Albergo Il Colombaio offers rustic-style rooms with free WiFi. It features an outdoor pool and a large garden.

    Location was excellent and the charm of the property.

  • Hotel Villa Casalecchi
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 223 reviews

    With a pool, Villa Casalecchi is a 19th-century property 1.6 mi from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves.

    Excellent location, very helpful and friendly staff.

FAQs about hotels in Castellina in Chianti




Subscribe to receive premium deals

Prices drop the second you sign up!

What Guests Said About Castellina in Chianti:

  • 10
    Scored 10

    I made a mistake with my comment about the car park.

    I made a mistake with my comment about the car park. There is good access and plenty of parking spaces. I muddled up my comments about another location. Castellina is a lovely town with some history and good places to eat.
    graham
    United Kingdom
  • 10
    Scored 10

    We loved the location, amazing scenery and ambience of the...

    We loved the location, amazing scenery and ambience of the property. It is an authentic rural family owned winery originally owned by Host’s grandparents. Excellent personal service is also a standout plus the split level room is very spacious and comfortable. Highly recommended.
    Mae
  • 10
    Scored 10

    Walking round the Tuscan vineyards is an amazing way to see...

    Walking round the Tuscan vineyards is an amazing way to see the local area. We walked around Castellina, Radda,. Giaole, Volpaie, San Gimignano, Volterra and Badia a Passignano. All fabulous walks - don’t forget to stop for coffee when you can, to sit and watch the world go by. Florence and Siena are a short distance away too and we’ll worth visiting - enjoy!
    Tina
    United Kingdom
  • 10
    Scored 10

    The location in the countryside was excellent.

    The location in the countryside was excellent. Plenty of room for parking, somebody always on duty at reception & beautiful large room with very spacious bathroom. Choice of either A La Carte or Set Menu & the food was excellent paired with local Chianti of course. Downtime can be spent at the pool & indulge in some wine tasting from their large stock on site. Had a free wine tasting in Castellina the following morning from a very informative host. The hotel is surrounded by local vines which just adds to the atmosphere of the area. Staff always available & always helpful. Sad to leave after a lovely breakfast with plenty of choices in the morning but must return for longer on our next trip now that we have found such a star offering.
    Donal Mc
    Ireland
  • 10
    Scored 10

    This was one of, if not, the best stay in recent memory.

    This was one of, if not, the best stay in recent memory. For anyone, or any couple, looking for a quiet getaway in one of the most beautiful villa’s in Tuscany, this is your place. Villa Di Capovento is even more beautiful in person than it is in pictures: the grounds are beautiful, the pool is amazing/incredibly relaxing and the rooms are spacious, air conditioned (!) and some even come with their own jacuzzi. The only thing that was more impressive than the Villa itself was the unmatched care that Stella, Ettore and Nerina (their cat) took of us on our entire stay. They were incredibly caring to all needs, flexible in setting up wine tastings/motor bikes for us to get around, and easily accessible for anything related to the room. Ettore even went the extra mile and drove to pick us up at a nearby winery when one of our bike tires went flat. On top of the beautiful grounds and the incredibly caring staff, we had the best food on our entire trip (Amalfi, Tuscany, Milan) at Villa Di Capovento. We will absolutely be back next year and hopefully for many years to come
    Gaelyn
  • 10
    Scored 10

    Lovely, sweet, small town inside the Chianti area with a...

    Lovely, sweet, small town inside the Chianti area with a most beautiful views in Tuscany. Grapes, olives all arround and places to walk through. Everything needed - available. People very nice and open - and very testy "Gelato" at the end of the main street :)
    Jozepfh_ka
    Poland

Explore guest reviews of hotels in Castellina in Chianti

  • From $351.65 per night
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 812 reviews
    A beautiful step back in time with modern facilities and comfort. We stayed 5 days and the staff was friendly and always made you feel important and cared for. The space in our apartment was very nice and a welcome change to regular hotel rooms in Europe. We did the tour of the winery and tasting and it was well done. The resort offered several dining options and it's central location allowed us to also try other local restaurants. Each day it was easy to drive and see new places. I would most definitely return!
    Wochinski
    United States of America
  • From $152.63 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 655 reviews
    The hotel is beautiful and quaint. Old-style Italian Chalet. Since it was low season, we were given a choice of rooms and they offered us a free upgrade. The staff was VERY friendly and always helpful, especially when we needed to translate and navigate the results of our COVID text before returning home. It was all in Italian and very complicated. We didn't get to try the breakfast but we were told that it's a pretty standard Italian breakfast (bread, croissant, hard-boiled eggs).
    Gary
    Israel
  • 8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 137 reviews
    Amazing location with stunning views & Castellina in Chianti is the perfect little town to have nearby. the apartments are clean and well equipped with everything you need & even has their own little outdoor area, perfect for the kids to runaround. The pool is stunning and so clean, with incredible views. Staff are super helpful and welcoming & so accommodating of families. Everything has a very relaxed and laid back feel. Amazing stay and we will definitely be back!
    Polly
    United Kingdom
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 373 reviews
    If you are looking for the best place to stay in Tuscany - you found your place! The view is breathtaking!!! The location is perfect! The stuff was amazing and helped us with everything we needed! The room was huge and had everything that we needed! The pool was amazing! Clean, good water and beautiful view. The wines were incredible! We booked a wine tasting and bought their wine only! Can’t wait for my next trip here!
    Adi
    Israel
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 291 reviews
    Beautiful hotel in the middle of vineyards and olive groves. Amazing service from the staff, who are all very friendly. We stayed in a 2 bed apartment which was very spacious - the in-room facilities aren’t that of a 5 star hotel (eg no PowerPoints by the bed, no smart tv, bathrooms a little dated, lock a little tricky to work) but overall amazing place to stay which gives an authentic experience.
    Natasha
    United Kingdom
  • From $264.54 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 291 reviews
    A lovely hotel in the middle of luscious Tuscan hills with clean and comfortable rooms. The staff were always extremely kind and attentive to detail. As a bonus, the hotel has a top notch restaurant where we got to enjoy a 7-course degustation menu which was exquisite. There is also a spa and pool which we did not have time to enjoy so this will provide a nice excuse to return.
    Melanie
    Malta
  • From $207.78 per night
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 646 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
    מיכאל
    Israel
  • From $184.70 per night
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 277 reviews
    Well equipped kitchen and all the furnitures. View from the terrace was breathtaking. All the staff were kind enough to provide needed instructions and services. Feel comfortable all the time. My family is having private short trip at least once in 2 months but we can say this hotel was definitely No.1 satisfaction among the past 2.5 years.
    Akihiro
    Japan
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 186 reviews
    Very quiet in the middle of Tuscanys nature, yet only 10min drive to Castellina in Chianti with wine bars, ristorante and small shops. La Fiaba is a lovely stonehouse with a garden where you can relax. The host Simone gave us a warm welcome and tipps to explore the Chianti region. The room was big and clean. We would definitely come again!
    Verena
    Germany
  • From $351.65 per night
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 812 reviews
    I made the reservation for me and my partner and later have given it to my parents. They cannot stop mentioning how great and amazing everything was. They really enjoyed every minute of this gift and felt supported from the staff. Hopefully the next time I do a reservation in this hotel, I can enjoy it myself as they have done.
    Anganie
    United Kingdom
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 291 reviews
    The best location possible. Spectacular views from every angle. Up on a hilltop overlooking Tuscany. Better than what we dreamed a Tuscan view would be. Great pool area with a view. Restaurant and service were great. Staff were outstanding, attentive and always willing to go the extra mile. We will be back!!!
    Gina
    Canada
  • From $306.76 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 339 reviews
    We had a lovely stay at Castello La Leccia. We have stayed in Tuscany many times but have never come across a Boutique Hotel that matches the Castello for location, facilities, exceptional staff and food. We cannot speak too highly of our stay.
    Mervyn
    United Kingdom
  • From $160.33 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 233 reviews
    Beautiful stay in the Colle Lungo vineyard and their Chianti, Campocerchi 2019, was the best Chianti we tasted throughout the Chianti region. The pool is an added bonus in the hot summer months! Fabiola was very helpful.
    Raymond
    United States of America
  • From $323.22 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 495 reviews
    very nice hotel, exceptional reception staff, very pleasant location. Restaurant was good although there were not many choices in the menu Breakfast was ok, again some more choices would be appreciated
    TRMMRA
    Italy
  • From $106.89 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 224 reviews
    This B&B has the best views ever! Very conveniently located and has stress-free and convenient parking either right in front of the building or behind the building. Host was very kind and helpful!
    Keeheon
    United States of America
  • From $152.63 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 655 reviews
    Beautiful hotel & location, friendly staff, rooms very clean and well taken care of, breakfast very good too, very close to Castellina which is beautiful and definitely worth the visit!
    Ilias R
    Switzerland
  • From $106.89 per night
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 224 reviews
    Nice B&B close to the historical center of Castellina in Chianti. It had all the comforts. The hostess Serena is very kind and helpful. The house has private parking. Good breakfast.
    Mila
    Bulgaria
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 186 reviews
    Location is great. Only a 10 minute walk / trail, with no traffic, to reach beautiful Castellina in Chianti.
    Michael & Gladys
    United States of America
  • From $306.76 per night
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 339 reviews
    Everything. The best service, best breakfast, gorgeous location. Ok
    Alex
    United States of America
  • From $128.26 per night
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 380 reviews
    beautiful hotel in a beautiful location.
    Heather
    United States of America