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Compare 15,475 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Castellina in Chianti hotels

Art Hotel Villa Agape

4.0 star property
9.8 out of 10, Exceptional, (1002)
"Comfortable bed, amazing views, wonderful staff."
The price is CA $227
CA $273 total
includes taxes & fees
Aug 26 - Aug 27
Art Hotel Villa Agape

Hotel David

3.0 star property
10.0 out of 10, Exceptional, (862)
"Wonderful place to stay in Florence. "
The price is CA $191
CA $230 total
includes taxes & fees
Aug 24 - Aug 25
Hotel David

Starhotels Tuscany

4.0 star property
9.0 out of 10, Wonderful, (1000)
"perfect staf and in front of the tram between the airport and the city center...loved it"
The price is CA $162
CA $201 total
includes taxes & fees
Aug 24 - Aug 25
Starhotels Tuscany

Castello di Fonterutoli Wine Resort

9.4 out of 10, Exceptional, (180)
"The best place to stay . I loved it "
The price is CA $267
CA $300 total
includes taxes & fees
Aug 25 - Aug 26
Castello di Fonterutoli Wine Resort

Borgo di Pietrafitta Relais

9.4 out of 10, Exceptional, (157)
" Amazing place for vacation "
The price is CA $152
CA $174 total
includes taxes & fees
Sep 11 - Sep 12
Borgo di Pietrafitta Relais

Collelungo

9.2 out of 10, Wonderful, (45)
"The place is gorgeous and very serene. I absolutely loved the atmosphere. It's very small so you feel like you're the only people here, which is nice. There are only specific times for check in so make sure you know that ahead of time. We had trouble checking in because our reservation was not in the Collelungo system. But I'm not sure if that was Expedia or the hotel. All worked out and we loved our stay. Highly recommend. "
The price is CA $183
CA $208 total
includes taxes & fees
Sep 19 - Sep 20
Collelungo

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (20)
"We had 2 beautiful days here in Chianti. Lovely property with a very good restaurant. Stunning views over the vineyards and Tuscany hills. Close drive to interesting cites. And the wine.... love to come back, and can absolutely recomend a stay here."
The price is CA $295
CA $328 total
includes taxes & fees
Aug 26 - Aug 27
Riserva di Fizzano Residence

Residenzia del Sogno

9.8 out of 10, Exceptional, (14)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
The price is CA $192
CA $218 total
includes taxes & fees
Aug 24 - Aug 25
Residenzia del Sogno

Palazzo Squarcialupi

4.0 star property
9.8 out of 10, Exceptional, (62)
"This was hands down the most spectacular vacation spot we could have asked for while travelling around Chianti. The staff are so helpful and friendly and the hotel itself is spotless and very comfortable. We hope to come back and bring many more family members with us! Thank you for such a great stay!! "
The price is CA $295
CA $334 total
includes taxes & fees
Sep 8 - Sep 9
Palazzo Squarcialupi

Castello La Leccia

10.0 out of 10, Exceptional, (77)
"The most wonderful place to stay! "
The price is CA $292
CA $327 total
includes taxes & fees
Aug 25 - Aug 26
Castello La Leccia

Albergo Il Colombaio

3.0 star property
8.4 out of 10, Very good, (57)
"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. "
The price is CA $199
CA $224 total
includes taxes & fees
Aug 26 - Aug 27
Albergo Il Colombaio

Hotel Casafrassi Wine Resort

4.0 star property
8.2 out of 10, Very good, (208)
"The hotel is very rustic - some would say in need of modernisation and investment. It is a very quiet location with beautiful scenery. "
The price is CA $175
CA $218 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Casafrassi Wine Resort

Hotel Colle Etrusco Salivolpi

3.0 star property
9.6 out of 10, Exceptional, (106)
"Charming and comfortable. "
The price is CA $177
CA $200 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Colle Etrusco Salivolpi

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (174)
"A beautiful Hotel in the Tuscany hills, great scenery..great restaurant a true Tuscan winery experience...highly recommend."
The price is CA $206
CA $236 total
includes taxes & fees
Sep 2 - Sep 3
Belvedere di San Leonino

Mariani Bed & Breakfast

9.6 out of 10, Exceptional, (14)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
The price is CA $133
CA $153 total
includes taxes & fees
Sep 4 - Sep 5
Mariani Bed & Breakfast

Agriturismo Villa Godenano - Pool & Relax

9.0 out of 10, Wonderful, (38)
"This is a beautiful property and beautiful location. Excellent service. Excellent staff. The restaurant over there is unique. Jessica helped us a lot. Giovanna, Debora, Esperanza all lovely ladies working there, would go out of the way to any help needed. Aniza is a great pastry chef and good baker. Loved our three days stay over there. "
The price is CA $176
CA $196 total
includes taxes & fees
Aug 28 - Aug 29
Agriturismo Villa Godenano - Pool & Relax

Locanda le Piazze

4.0 star property
9.8 out of 10, Exceptional, (181)
"Great place to stay!! Plenty of vineyards and towns close by! "
The price is CA $460
CA $516 total
includes taxes & fees
Aug 24 - Aug 25
Locanda le Piazze

Casa Vacanze Squarcialupi

8.0 out of 10, Very good, (1)
The price is CA $207
CA $237 total
includes taxes & fees
Aug 27 - Aug 28
Casa Vacanze Squarcialupi

Hotel Italia

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Near train station and main areas the place is really comfy and nice. "
The price is CA $127
CA $148 total
includes taxes & fees
Aug 28 - Aug 29
Hotel Italia

Palazzo Ravizza

4.0 star property
9.4 out of 10, Exceptional, (689)
"Gorgeous building, big rooms, friendly staff, great location."
The price is CA $168
CA $193 total
includes taxes & fees
Aug 24 - Aug 25
Palazzo Ravizza
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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.

Castellina in Chianti showing heritage architecture, religious elements and a church or cathedral

Find out more about Castellina in Chianti

Find out more about Castellina in Chianti

Top reasons to visit Castellina in Chianti

  • Scenic Chianti Countryside: Experience the breathtaking rolling hills and picturesque landscapes that define the Chianti region.
  • Local Wine and Cuisine: Indulge in authentic Italian dishes and sample world-renowned Chianti wines at nearby farms.
  • Cultural Attractions: Explore historic churches, lively piazzas, and engaging museums showcasing the area's rich heritage.
  • Relaxing Spa Treatments: Enjoy rejuvenating spa experiences that offer relaxation amidst stunning natural beauty.
  • Charming Accommodations: Choose from a variety of unique stays, including agritourism and luxurious hotels.

Find great hotels in Castellina in Chianti

Castellina in Chianti presents an array of accommodation options to cater to every traveler's needs, from charming agritourism properties to luxurious 5-star hotels. Whether you're seeking a family-friendly stay, a pet-friendly retreat, or a romantic getaway amidst the stunning Tuscan landscape, this enchanting destination offers the perfect blend of comfort and style. Explore the best hotels in Castellina and immerse yourself in the rich culture and breathtaking scenery of the Chianti region.

  • Hotel Athena: Experience a delightful blend of family-friendly adventure and pet-friendly amenities at Hotel Athena. Located 17.7km from Castellina in Chianti, this 4-star hotel is an ideal choice for families and adventure seekers alike. Guests can partake in a variety of outdoor activities such as mountain biking, rafting, and hiking, all within close proximity. The hotel also offers thoughtful amenities for children, including travel cribs. For pet owners, the property welcomes small pets and provides complimentary food and water bowls, ensuring that your furry friends feel right at home.
  • NH Siena: Discover the perfect mix of business convenience and urban sophistication at NH Siena, situated 16.1km from Castellina in Chianti. This 4-star hotel is tailored for business travellers, featuring well-equipped meeting rooms and a conference centre to facilitate productive stays. Its central location makes it easy to explore the vibrant city while enjoying the comfort of modern accommodations. NH Siena is also pet-friendly, allowing dogs and cats, with a service animal fee waived, making it a perfect option for those who want to bring their pets along during their business trip.
  • Hotel Chiusarelli: Nestled in the heart of the city and just 17.7km from Castellina in Chianti, Hotel Chiusarelli offers a delightful blend of comfort and convenience for business travellers and pet owners alike. This 3-star hotel features essential business facilities while maintaining a welcoming atmosphere for pets, including complimentary food and water bowls. The central location allows guests to easily explore the city's attractions, making it a convenient base for both work and leisure. Enjoy a comfortable stay at this charming accommodation that caters to both your professional and personal needs.

Where to stay in Castellina in Chianti

Castellina in Chianti offers a charming escape into Tuscany's enchanting landscapes, perfect for a romantic getaway. Explore the picturesque Chianti countryside and rolling hills, where you can indulge in local wines and savour the authentic Italian cuisine. The warm and friendly atmosphere invites relaxation, while luxurious accommodations provide a perfect blend of comfort and elegance. Discover hidden gems and immerse yourself in the rich history that surrounds this captivating destination.

  • Fonterutoli: Nestled in the heart of the Chianti region, Fonterutoli is a charming village offering a picturesque escape for travellers. Known for its romantic ambiance and outdoor experiences, it attracts visitors year-round, with peaks in April, July, and September. The village is rich in history, showcasing stunning historic buildings and sites that reflect its cultural heritage. Enjoy guided tours that reveal the enchanting stories behind its landmarks, making Fonterutoli a delightful stop for anyone seeking a blend of entertainment and exploration.
  • Lilliano: Just a stone's throw from Castellina in Chianti, Lilliano is a quaint village renowned for its cultural allure and romantic settings. Visitors flock here primarily from July to September, enjoying the vibrant atmosphere and various entertainment offerings. Lilliano is home to fascinating museums and historic buildings that provide insights into the region's past. The local event conference venue often hosts cultural events, making it an ideal place for those eager to immerse themselves in authentic Tuscan culture while soaking in the village's serene charm.
  • Colle Petroso: Located two miles from Castellina in Chianti, Colle Petroso combines the allure of culture and romance with a unique beach experience. This village sees a moderate influx of visitors, especially during the summer months of July to September. Colle Petroso is distinguished by its historic places and a captivating castle, offering a glimpse into the region's storied past. While it may not be a coastal beach destination, the nearby scenic spots create a perfect backdrop for leisurely strolls and memorable experiences, making it a must-visit on your Tuscan adventure.

Things to do in Castellina in Chianti

Castellina in Chianti offers a charming blend of romance and outdoor adventures. Visitors can indulge in relaxing spa treatments, enjoy the scenic picnic areas, and explore delightful farm stays that showcase the region's agricultural beauty. Whether you're seeking a tranquil retreat or lively entertainment, this Tuscan gem provides a perfect getaway for those looking to immerse themselves in its natural splendour and local culture.

Shopping

In Castellina in Chianti, you can enjoy local shops for unique souvenirs. If you're up for a drive, consider visiting The Mall Luxury Outlet, 29.0km away, for luxury finds, or explore the Central Market, 33.8km away, for a vibrant selection of local goods.

Recreation

At Alta Val d'Elsa River Park, immerse yourself in nature with tranquil hiking trails and serene picnic spots, perfect for relaxation. Enjoy the energy of sports at Siena Stadium, or indulge in the luxury of Villa a Sesta Polo Club, where you can unwind in a sophisticated country setting.

Adventure

Embark on the Sentierelsa Trail for a scenic hike 12.9km from Castellina in Chianti, where stunning landscapes await. For some adrenaline, head to the Siena Circuit 24.1km away for thrilling karting. Finally, explore the Tuscany MTB Guide, located 25.7km away, perfect for outdoor biking adventures.

Nightlife

Experience the vibrant nightlife of Castellina in Chianti by visiting the Teatro dei Rinnovati for cultural performances, or gaze at the stars at the Chianti Observatory. For a romantic evening, unwind at Il Fiaschetto pub, where you can enjoy drinks and entertainment in a cozy atmosphere.

Booking tips and Expedia advantages for Castellina in Chianti

When visiting Castellina in Chianti, you can save money by exploring free attractions like Isole e Olena Winery and Piazza del Campo. Opt for walking or the bus for affordable transportation. The best times to visit are January to February and November for lower accommodation rates. Booking about a month in advance often offers the best deals, with Tuesday being the cheapest day to stay. Consider using Expedia's last-minute deals and package options to combine flights and hotel reservations for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Castellina in Chianti are January to February and November, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Castellina in Chianti about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Castellina in Chianti is Tuesday. The most expensive day to stay in Castellina in Chianti is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Castellina in Chianti with your flights and activities through an Expedia package.

Find the best attractions in Castellina in Chianti

Castellina in Chianti offers a charming blend of romance and outdoor adventures, perfect for a memorable getaway. Explore local attractions like historic churches, lively piazzas, and engaging museums that showcase the rich culture of the area. For a taste of Tuscany, consider visiting nearby farms or the beautiful Chianti region close to Siena. This picturesque setting is ideal for travellers seeking a romantic and culturally enriching experience.

  • Piazza del Campo: This iconic square, located 17.7km from Castellina in Chianti, is known for its vibrant atmosphere and rich culture. Surrounded by stunning medieval architecture, it serves as a gathering place for locals and tourists alike, especially during the famous Palio horse race.
  • Castello di Radda Winery: Just 8.0km away, this enchanting castle offers a romantic experience amidst the picturesque vineyards of Chianti. Enjoy wine tastings and tours that delve into the region's rich viticultural heritage, all set against a backdrop of stunning landscapes.
  • Palazzo Pubblico: Positioned 17.7km from your base, this historic palace is a cultural gem featuring remarkable art and stunning architecture. Explore its fascinating history and enjoy panoramic views of the surrounding area from its towers.

Best time to go to Castellina in Chianti

Visitor numbers in Castellina in Chianti is generally unchanged in popularity throughout the year. The best time to visit Castellina in Chianti can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Castellina in Chianti falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Castellina in Chianti falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighAverage
August75.6°F (24.2°C)No Rain (Dry)SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Castellina in Chianti

To reach Castellina in Chianti, you can fly into two major airports. Florence Airport (FLR-Peretola) is situated 37.0km away and offers excellent hotel options like the 5-star Bernini Palace, located 6.4km from the airport, and Palazzo Montebello and Hotel Lungarno, both 4.8km away, with various transportation services including on-request airport shuttles. Alternatively, Pisa Airport (PSA-Galileo Galilei) is 75.6km from Castellina in Chianti, with luxurious hotels such as Bagni di Pisa Palace & Thermal Spa, 8.0km away, and Pisa Tower Plaza, just 3.2km from the airport, providing convenient access for travellers.

Frequently asked questions

What's the best place to stay in Castellina in Chianti?

Palazzo Squarcialupi is a favorite with Expedia customers. This hotel offers a winery and a full-service spa. Other favorite options based on reviews include Castello La Leccia and Belvedere di San Leonino. See all available top hotels, or vacation rentals in Castellina in Chianti.

What are some of the best vacation rentals in Castellina in Chianti?

QK Costa58 Home Tower: This vacation 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. 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, most hotel reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.

Where can I learn more about changing or cancelling my trip to Castellina in Chianti?

To access more information about changing or cancelling your trip to Castellina in Chianti, go to https://www.expedia.com/service/.

What's the best place to stay for a family trip to 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. Other good choices for your family trip include Beautiful house on Chianti hilltop with exceptional views. and Villa Casalecchi Country Hotel. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Castellina in Chianti.

What's the best pet-friendly place to stay in Castellina in Chianti?

Castello di Fonterutoli Wine Resort is a top B&B for people traveling 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 Agriturismo Villa Godenano - Pool & Relax. See more pet-friendly hotel accommodations in Castellina in Chianti.

Where is the best hotel to stay with easy access to Casa Vinicola Luigi Cecchi?

Adjacent to Casa Vinicola Luigi Cecchi, Albergo Il Colombaio is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and a restaurant. Other good options close by include Villa Cristina and Mariani Bed & Breakfast.

What about the best place to stay near City Hall Castellina In Chianti?

One of the top choices for your stay is Mariani Bed & Breakfast, located next to City Hall Castellina In Chianti, and this townhouse offers free breakfast and free parking. Villa Cristina and Albergo Il Colombaio are other good choices nearby.

What's the best luxury place to stay 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 travelers looking for an elegant place to stay. Find more luxury hotels in Castellina in Chianti.

What are some accommodations with pools in Castellina in Chianti?

Residenzia del Sogno is a top affittacamere with a seasonal outdoor pool, free WiFi, and free parking. View all hotels with pools in Castellina in Chianti.

What is the best spa hotel in Castellina in Chianti?

Locanda le Piazze is a top luxury spa hotel featuring a fitness center, a bar, an outdoor pool, and a restaurant. Spend an afternoon at the spa where you’ll find facials, body scrubs, and Swedish massages. In-room massages are also available. Other popular spa hotels in Castellina in Chianti include Castello La Leccia and Palazzo Squarcialupi. See all spa hotels in Castellina in Chianti.

What's the best accommodation near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

What is staying in Castellina in Chianti like?

Visitors to Castellina in Chianti are sure to enjoy the wineries. Tourists can also enjoy so much more including its forests. In Castellina in Chianti, there are 274 hotels and other accommodations to choose from. Find out more about Castellina in Chianti.

What should I see while I'm in Castellina in Chianti?

Landmarks like Castellina Fortress, Walls of Monteriggioni, and Montecalvario 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 agenda are City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi. Check out what more to see and do in Expedia's Castellina in Chianti guide.

What's the weather like in Castellina in Chianti?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.