Find hotels in Castellina in Chianti from ฿2,933

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14 Dec - 15 Dec
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15 Dec - 16 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Castellina in Chianti hotels

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
Set amidst Castellina in Chianti, this family-friendly farm stay features an attached winery and refreshing outdoor pool. Enjoy complimentary WiFi and parking while exploring nearby Casa Vinicola Luigi Cecchi and Castellina Fortress, or unwind with massages and garden views.
"Wonderful setting."
United Kingdom
Simon
The price is ฿3,603
฿4,111 total
includes taxes & fees
3 Jan - 4 Jan 2026
Borgo di Pietrafitta Relais
Breakfast, lunch, dinner served; Italian cuisine, garden views
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201)
Experience Tuscan charm at this wine resort with an attached winery and Osteria di Fonterutoli restaurant serving Italian cuisine. Located in Castellina in Chianti near Mazzei Winery and Walls of Monteriggioni, guests love the helpful staff.
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is ฿5,878
฿6,614 total
includes taxes & fees
17 Dec - 18 Dec
Castello di Fonterutoli Wine Resort
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (114)
"Friendly staff and walking distance to town"
United States
Scott
The price is ฿6,721
฿7,504 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hotel Colle Etrusco Salivolpi
Aerial view
Albergo Il Colombaio

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (58)
This charming hotel offers a serene escape with an inviting outdoor pool and garden terrace. Enjoy complimentary breakfast before exploring nearby Casa Vinicola Luigi Cecchi and Castellina Fortress. Unwind with evening drinks at the bar after a day of Tuscan adventure.
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is ฿4,545
฿5,111 total
includes taxes & fees
17 Dec - 18 Dec
Albergo Il Colombaio
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers
Residenzia del Sogno

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (14)
Immerse yourself in the Chianti countryside at this charming affittacamere. Enjoy a swim in the seasonal outdoor pool, then unwind with drinks at the bar. Free WiFi and parking make exploring nearby Casa Vinicola Luigi Cecchi and Castellina Fortress convenient.
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
Residenzia del Sogno
Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.0 out of 10, Very good, (2)
Experience authentic Tuscany at this apartment featuring free WiFi and parking. A tranquil garden and terrace enhance your stay while exploring nearby Archaeological Museum of Chianti and Castellina Fortress. Apartments include convenient refrigerators and microwaves.
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ฿3,818
฿4,422 total
includes taxes & fees
15 Dec - 16 Dec
Casa Vacanze Squarcialupi
Front of property
PODERE 1384

PODERE 1384

PODERE 1384
Castellina in Chianti
The price is ฿20,202
฿22,444 total
includes taxes & fees
15 Dec - 16 Dec
PODERE 1384
Lounge
Grand Hotel Baglioni

Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1001)
"Amazing staff, property and location."
United States
Saurabh
The price is ฿4,377
฿5,333 total
includes taxes & fees
18 Dec - 19 Dec
Grand Hotel Baglioni
Garden views, open daily
Globus Urban Hotel

Globus Urban Hotel

Globus Urban Hotel
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1057)
Experience urban charm at this serene hotel just minutes from Cathedral of Santa Maria del Fiore. Wake up to delicious breakfast with excellent cappuccino before exploring nearby Piazza della Signoria. The helpful staff and convenient tram access enhance your Florence adventure.
"Staff were very friendly and helpful. Short walk to train station and main attractions. Highly recommend to anyone visiting Florence."
Singapore
Wai Kong
The price is ฿5,383
฿6,440 total
includes taxes & fees
5 Jan - 6 Jan 2026
Globus Urban Hotel
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Grand Hotel Minerva

Grand Hotel Minerva

Grand Hotel Minerva
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1000)
Elegant boutique hotel with a seasonal outdoor pool and poolside bar just minutes from Florence's treasures. Enjoy easy access to the Uffizi Gallery and Cathedral with tram stops nearby. The fitness centre and restaurant complete your Italian adventure.
"Great breakfast and spacious rooms"
United States
James
The price is ฿9,764
฿11,259 total
includes taxes & fees
7 Jan - 8 Jan 2026
Grand Hotel Minerva
Lobby
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
4.0 star property
Santa Maria Novella
9.4 out of 10, Exceptional, (446)
Located minutes from the Belfiore Tram Stop, this business-friendly Florence hotel puts you close to Uffizi Gallery and Cathedral of Santa Maria del Fiore. Enjoy a swim in the seasonal outdoor pool, workout in the 24-hour fitness centre, and connect with free WiFi.
"The staff were friendly and very helpful, the room was clean and modern and the bed was very comfortable. "
United States
Kathleen
The price is ฿2,500
฿3,269 total
includes taxes & fees
21 Dec - 22 Dec
The Social Hub Florence Belfiore
Premium bedding, memory-foam beds, free minibar, in-room safe
Hotel Spadai

Hotel Spadai

Hotel Spadai
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (1003)
Enjoy Florence's iconic Cathedral just a 5-minute walk away from this elegant spa hotel. Unwind with deep-tissue massages, aromatherapy treatments, a hot tub, and sauna after exploring nearby attractions. The helpful staff ensures a memorable stay.
"Perfectnlocarion and stay and breakfast!!!"
United States
sunkyung
The price is ฿4,680
฿5,667 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Spadai
Minibar, in-room safe, iron/ironing board, free WiFi
The Hoxton Florence

The Hoxton Florence

The Hoxton Florence
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (159)
Immerse yourself in Florence's cultural heart, just a 15-minute walk from the Academy Gallery and Central Market. This boutique hotel offers a restaurant, bar/lounge, and room service, with the stunning Cathedral and Basilica nearby.
"Lovely staff, nice ambience."
United Kingdom
James Robert
The price is ฿4,218
฿5,159 total
includes taxes & fees
21 Dec - 22 Dec
The Hoxton Florence
Breakfast area
Art Atelier

Art Atelier

Art Atelier
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1002)
Immerse yourself in Florentine charm at this boutique hotel near Santa Maria Novella Basilica. Just 10 minutes from Uffizi Gallery and the Cathedral, with a stylish bar, café, and 24-hour airport shuttle. Tram stops within 4 minutes make city exploration effortless.
"We loved how close everything is! The staff were quick to accommodate our needs and the complimentary breakfast was a nice addition to jumpstart our day. "
United States
Katie
The price is ฿3,535
฿4,407 total
includes taxes & fees
15 Dec - 16 Dec
Art Atelier
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Ville sull'Arno

Hotel Ville sull'Arno

Hotel Ville sull'Arno
5.0 star property
Campo di Marte
9.6 out of 10, Exceptional, (767)
Escape to a luxurious haven on the Arno with indoor and outdoor pools. Pamper yourself at the full-service spa offering massages and body treatments, then savour a meal at the restaurant. Just minutes from Uffizi Gallery and Florence's magnificent cathedral.
"The hotel was clean and quaint, the food was very good, and the staff were very kind and accommodating "
United States
Jacob
The price is ฿4,664
฿5,723 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Ville sull'Arno
Daily buffet breakfast (EUR 17 per person)
Wyndham Garden Florence

Wyndham Garden Florence

Wyndham Garden Florence
4.0 star property
Florence
8.6 out of 10, Excellent, (602)
Just a 7-minute walk from Guidoni Tram Stop, this hotel offers a convenient base for exploring Florence. Enjoy meals at the restaurant, workouts in the fitness centre, and evening drinks at the bar. Clean rooms and helpful staff enhance the stay.
"Great location, nice and modern, spotless place, super comfortable bed and a great bathroom. The staff were genuinely wonderful. Great place to stay before your flight! "
United States
Bruno
The price is ฿1,364
฿2,019 total
includes taxes & fees
18 Dec - 19 Dec
Wyndham Garden Florence
Front of property
Hotel Accademia

Hotel Accademia

Hotel Accademia
3.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (776)
Steps from Piazza di Santa Maria Novella and Central Market, this hotel offers free daily continental breakfast and convenient tram access. Cathedral of Santa Maria del Fiore and Uffizi Gallery are within walking distance, with 24-hour staff ready to assist.
"Great location "
United States
Rodrigo
The price is ฿2,527
฿3,224 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Accademia
Superior Room, Balcony | Balcony
Orto De Medici Hotel

Orto De Medici Hotel

Orto De Medici Hotel
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1006)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is ฿3,670
฿4,556 total
includes taxes & fees
11 Jan - 12 Jan 2026
Orto De Medici Hotel
Exterior
The Market Urban Hotel

The Market Urban Hotel

The Market Urban Hotel
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1003)
This urban retreat sits just steps from Central Market and Santa Maria Novella. Enjoy quiet rooms despite the bustling location, a welcoming café with excellent coffee, and easy access to Florence's treasures including the Cathedral and Uffizi Gallery.
"Very friendly staff, excellent breakfast, great location "
Canada
Jia
The price is ฿4,095
฿5,024 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Market Urban Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Castellina in Chianti attractions

Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area.
See properties

Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area or enjoy its local tours.
See properties

Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

See all hotels in Castellina in Chianti
Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral

Top Castellina in Chianti Hotel Reviews

The Hoxton Florence

The Hoxton Florence

10/10 Excellent
"The staff were very attentive. The hotel is located at a quiet street which I like, quiet but not like in a dark alley or on a scary street. It is a safe neighbourhood and there is bus stop and tram stop nearby.The room and bathroom were spacious compared to most hotels I have stayed in Europe"
Nikki 6-night trip
Posted 10 days ago
The Hoxton Florence

More cheap stays in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is ฿2,364 per night from 7 Jan to 8 Jan
฿2,364
฿2,933 total
7 Jan - 8 Jan 2026
includes taxes & fees
8/10 Very Good! (776 reviews)

Frequently asked questions

Where is the best place to stay in Castellina in Chianti?
Belvedere di San Leonino is a favourite with Expedia customers. This hotel offers a winery and a restaurant. Other favourite options based on reviews include Hotel Colle Etrusco Salivolpi and Mariani Bed & Breakfast. See all available top hotels, or vacation rentals in Castellina in Chianti.
What are some of the best holiday rentals that Castellina in Chianti has to offer?
QK Costa58 Home Tower: This holiday home rental outside Castellina in Chianti is located in the historical district, and offers a terrace, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Castellina in Chianti.
If I need to cancel my hotel reservation in Castellina in Chianti, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.
What's the best family accommodation in Castellina in Chianti?
Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Borgo di Pietrafitta Relais is another good option for your child-friendly holiday. Also, attractions in the area such as Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are fun for children of all ages. Find more child-friendly accommodations in Castellina in Chianti.
What's the best dog-friendly place to stay in Castellina in Chianti?
Castello di Fonterutoli Wine Resort is a top B&B for people travelling with their pets, and offers a winery and a restaurant for its human guests. Two other good options to stay with your pet include Hotel Casafrassi Wine Resort and Borgo di Pietrafitta Relais. See more pet-friendly hotel accommodations in Castellina in Chianti.
What's the best luxury hotel in Castellina in Chianti?
Locanda le Piazze is a luxury hotel with a winery and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Castellina in Chianti.
What are some accommodation options with pools in Castellina in Chianti?
IQ Hotel Firenze: Hotel, 12-minute walk from Cathedral of Santa Maria del Fiore. Offers a full-service spa, a seasonal outdoor pool and a sauna. The Social Hub Florence Lavagnini and Villa Neroli are a couple of other choices with an on-site pool. View all hotels with pools in Castellina in Chianti.
What is the best spa hotel in Castellina in Chianti?
Castello La Leccia is a top spa hotel featuring a bar and a restaurant. Treat yourself to a massage, steam room or sauna at the on-site spa. Other popular spa hotels in Castellina in Chianti include Locanda le Piazze and Palazzo Squarcialupi. See all spa hotels in Castellina in Chianti.
What is staying in Castellina in Chianti like?
Visitors to Castellina in Chianti will definitely enjoy the wineries. Tourists can also enjoy so much more including its forests. In Castellina in Chianti, there are 277 hotels and other accommodation options to choose from. Find out more about Castellina in Chianti.
What are the top places to visit in Castellina in Chianti?
Landmarks like Montecalvario, Castellina Fortress and Walls of Monteriggioni might be worth a visit. Wine tasting is a great activity, and Buondonno Winery is one place to visit. A couple of additional sights to add to your itinerary are City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi. Take a look at what more there is to see and do in Expedia's Castellina in Chianti guide.
What's the seasonal weather like in Castellina in Chianti?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.

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