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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
Borgo di Pietrafitta Relais
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, (115)
"Friendly staff and walking distance to town"
United States
Scott
Hotel Colle Etrusco Salivolpi
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.
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
The price is NZ$349
includes taxes & fees
4 Jan - 5 Jan
Castello di Fonterutoli Wine Resort
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3)
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 NZ$233
includes taxes & fees
9 Jan - 10 Jan
Casa Vacanze Squarcialupi
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 NZ$250
includes taxes & fees
9 Jan - 10 Jan
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
The price is NZ$259
includes taxes & fees
4 Jan - 5 Jan
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
Front of property
PODERE 1384

PODERE 1384

PODERE 1384
Castellina in Chianti
The price is NZ$1,107
includes taxes & fees
13 Jan - 14 Jan
PODERE 1384
Seasonal outdoor pool
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini
4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1290)
Soak in city views from the seasonal outdoor pool at this modern hotel with a rooftop terrace. Just a 15-minute walk to Gallery of the Academy and 3 minutes from the tram. Enjoy 2 bars, a fitness centre, and praised breakfast before exploring nearby Uffizi Gallery.
"Super friendly staff! Great location! "
United States
Jutta
The price is NZ$164
includes taxes & fees
9 Jan - 10 Jan
The Social Hub Florence Lavagnini
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

IQ Hotel Firenze
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1104)
Experience Florentine charm near Cathedral of Santa Maria del Fiore. This hotel offers a seasonal outdoor pool, poolside bar, and full-service spa with sauna and spa pool. Enjoy Italian cuisine at i'Qortile restaurant, just a 5-minute walk from San Marco University Tram Stop.
"The rooms were clean, and the staff was quite friendly. They also provided us with a complementary welcome drink as well as complimentary mini bar inside the room, which was appreciated. Overall the stay was quite excellent. "
United Kingdom
Rakshinda Shahid
The price is NZ$208
includes taxes & fees
11 Jan - 12 Jan
IQ Hotel Firenze
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, (1004)
"We had a wonderful time staying and close to a lot of wonderful spots to visit. "
United States
JoAnn
The price is NZ$251
includes taxes & fees
11 Jan - 12 Jan
Orto De Medici Hotel
Terrace/patio
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1007)
This business-friendly hotel offers a scenic rooftop terrace, free WiFi, and complimentary parking. Guests praise the delicious breakfast and attentive staff. Sample local cuisine at Mangia restaurant, relax at the bar, or visit nearby National Museum of Archaeology.
"Excellent stay! "
United States
Monica
The price is NZ$163
includes taxes & fees
27 Jan - 28 Jan
Hotel Athena
Lobby
Hotel Chiusarelli

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
Charming hotel with a restaurant and garden terrace near Stadio Artemio Franchi. Enjoy the complimentary breakfast before exploring nearby Fontebranda. The attentive staff ensures a comfortable stay while room service and free WiFi add convenience.
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
United States
Kenneth
The price is NZ$184
includes taxes & fees
2 Feb - 3 Feb
Hotel Chiusarelli
Restaurant
Palazzo Ravizza

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (753)
Located near Pinacoteca Nazionale, this Siena hotel offers free WiFi, room service, and a tranquil terrace garden. Just minutes from the National Museum of Archaeology, guests rave about the delicious breakfast and attentive staff.
"We enjoyed our stay here."
United States
LAURIA
The price is NZ$205
includes taxes & fees
7 Jan - 8 Jan
Palazzo Ravizza
Rooftop terrace
Villa del Sole Siena

Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (627)
This business-friendly hotel offers free breakfast and WiFi near All'Orto de' Pecci and Piazza del Mercato. Enjoy drinks at the bar or snacks from the deli before relaxing in the garden. Guests consistently praise the exceptionally helpful staff.
"Very well situated and friendly staff"
United Kingdom
Christopher
The price is NZ$288
includes taxes & fees
27 Jan - 28 Jan
Villa del Sole Siena
Premium bedding, minibar, in-room safe, desk
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1001)
Experience Siena from this convenient hotel near the train station. Enjoy hiking and mountain biking trails nearby, plus visit Porta Camollia and Siena Stadium. Relax at the bar or on the terrace after exploring. Guests consistently praise the helpful staff and morning breakfast.
"Great scrambled eggs and butter! Warm and kind staff! "
United States
Seonmi
The price is NZ$132
includes taxes & fees
12 Jan - 13 Jan
Hotel Italia
Lobby
Hotel Horto Convento

Hotel Horto Convento

Hotel Horto Convento
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (603)
Discover this Art Deco hotel near Pitti Palace, offering a lush garden and daily buffet breakfast. Enjoy the bar/lounge, snack bar, and room service while being just minutes from Ponte Vecchio and Santa Maria Novella station.
"Excellent stay"
United States
Renata
The price is NZ$201
includes taxes & fees
29 Jan - 30 Jan
Hotel Horto Convento
Executive Suite (Jacuzzi)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio
4.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (954)
"Nice, clean room. Good location and walkable"
United States
Shawn Dee
Hotel La Scaletta Al Ponte Vecchio
Exterior detail
Art Hotel Villa Agape

Art Hotel Villa Agape

Art Hotel Villa Agape
4.0 star property
Oltrarno
9.8 out of 10, Exceptional, (1000)
Set in a charming Tuscan villa, this hotel offers a tranquil garden escape just 15 minutes from Piazzale Michelangelo. Enjoy regional cuisine at the restaurant, sip wine at the bar, and take in city views from the rooftop terrace, all while staying close to Uffizi Gallery.
"A beautiful hotel, extremely clean and with stunning gardens."
United Kingdom
Elizabeth
The price is NZ$242
includes taxes & fees
21 Jan - 22 Jan
Art Hotel Villa Agape
Free daily buffet breakfast
Il Guelfo Bianco

Il Guelfo Bianco

Il Guelfo Bianco
Historic Centre of Florence
9.6 out of 10, Exceptional, (528)
This charming hotel in Florence sits within a 10-minute walk of the Academy Gallery and Cathedral. Enjoy free daily buffet breakfast and WiFi. San Marco tram stop is just 3 minutes away, making city exploration effortless.
"Clean, comfortable, great breakfast and great location "
United States
Lily
The price is NZ$215
includes taxes & fees
25 Jan - 26 Jan
Il Guelfo Bianco
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 romantic 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 walkable 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

Hotel Pendini

Hotel Pendini

10/10 Excellent
"Super clean, great service, perfectly located. "
Luis 2-night trip
Posted 3 days ago
Hotel Pendini

More cheap accommodation in Castellina in Chianti

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is NZ$145 per night from 12 Jan to 13 Jan
NZ$145
12 Jan - 13 Jan
includes taxes & fees
8/10 Very Good! (776 reviews)

Frequently asked questions

Where is the best place to stay in Castellina in Chianti?
Hotel Colle Etrusco Salivolpi is a favourite with Expedia customers. This hotel offers an outdoor pool and free parking. Other favourite options based on reviews include Castello La Leccia and Castello di Fonterutoli Wine Resort. 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?
Villa La Stella - Casa per Ferie: This holiday home rental outside Castellina in Chianti is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Some other top choices in Castellina in Chianti are Farmhouse in the heart of the real chiantishire and Villa with large garden in the Chianti hills. 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. Beautiful house on Chianti hilltop with exceptional views. is another good option for your child-friendly holiday. Also, attractions in the area such as Borgo di Vescine - Tenute di Castelvecchi and Villa Medicea di Lilliano - Malenchini 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 Borgo di Pietrafitta Relais and Collelungo. 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. Features 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 Palazzo Squarcialupi and Locanda le Piazze. 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 278 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 Walls of Monteriggioni, Montecalvario and Castellina Fortress 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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