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Compare 15,145 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Castello di Fonterutoli Wine Resort

9.4 out of 10, Exceptional, (162)
"I enjoyed my slow life and quiet stay. The room "
The price is $285
includes taxes & fees
$255 per night
May 25 - May 26
Castello di Fonterutoli Wine Resort

Locanda le Piazze

4.0 star property
9.8 out of 10, Exceptional, (174)
"Great location and staff "
The price is $373
includes taxes & fees
$333 per night
May 5 - May 6
Locanda le Piazze

Palazzo Squarcialupi

4.0 star property
9.8 out of 10, Exceptional, (54)
"Central location, secure gated parking to rear. Staff were very helpful. Nice restaurants, easy walking distance. Good base for exploration of the chianti region"
The price is $222
includes taxes & fees
$195 per night
May 12 - May 13
Palazzo Squarcialupi

Castello La Leccia

10.0 out of 10, Exceptional, (60)
"Fantastic property, amazing experience, unforgettable wine. "
The price is $334
includes taxes & fees
$300 per night
May 5 - May 6
Castello La Leccia

Collelungo

9.2 out of 10, Wonderful, (40)
"Beautiful and charming!"
The price is $157
includes taxes & fees
$138 per night
May 14 - May 15
Collelungo

Hotel Colle Etrusco Salivolpi

3.0 star property
9.6 out of 10, Exceptional, (98)
"Wonderful hotel "
The price is $136
includes taxes & fees
$120 per night
May 14 - May 15
Hotel Colle Etrusco Salivolpi

Villa Casalecchi Country Hotel

4.0 star property
9.4 out of 10, Exceptional, (109)
"Beautiful spot and wonderul hosts"
The price is $198
includes taxes & fees
$173 per night
May 16 - May 17
Villa Casalecchi Country Hotel

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (163)
"Staff was amazing ..quiet location It was easy to relax there "
The price is $154
includes taxes & fees
$133 per night
May 21 - May 22
Belvedere di San Leonino

Agriturismo Villa Godenano - Pool & Relax

8.8 out of 10, Excellent, (23)
"Amazing place!"
The price is $151
includes taxes & fees
$136 per night
May 28 - May 29
Agriturismo Villa Godenano - Pool & Relax

Hotel Casafrassi Wine Resort

4.0 star property
8.2 out of 10, Very Good, (204)
"Nice location, great staff."
The price is $185
includes taxes & fees
$162 per night
May 4 - May 5
Hotel Casafrassi Wine Resort

Albergo Il Colombaio

3.0 star property
8.4 out of 10, Very Good, (55)
"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 $173
includes taxes & fees
$154 per night
May 4 - May 5
Albergo Il Colombaio

Borgo di Pietrafitta Relais

9.4 out of 10, Exceptional, (147)
" Amazing place for vacation "
The price is $126
includes taxes & fees
$111 per night
May 26 - May 27
Borgo di Pietrafitta Relais

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 $140
includes taxes & fees
$123 per night
May 12 - May 13
Residenzia del Sogno

Mariani Bed & Breakfast

9.6 out of 10, Exceptional, (13)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
The price is $124
includes taxes & fees
$109 per night
May 6 - May 7
Mariani Bed & Breakfast

Villa Cristina

7.8 out of 10, Good, (39)
"Arnaque absolue par rapport aux photos. Sdb salle moisi partout, wc jaune de calcaire. Aucune isolation phonique. Photos ne correspondent pas Chambre dans garage hauteur sous planfond nulle obligé de se baisser."
Villa Cristina

IQ Hotel Firenze

4.0 star property
9.6 out of 10, Exceptional, (792)
"Excellent stay & location! "
The price is $247
includes taxes & fees
$210 per night
May 4 - May 5
IQ Hotel Firenze

Hotel La Scaletta Al Ponte Vecchio

3.0 star property
8.8 out of 10, Excellent, (845)
"Lovely place, lovely staff, good walking distance from all things in Florence, would recommend"
The price is $333
includes taxes & fees
$290 per night
May 19 - May 20
Hotel La Scaletta Al Ponte Vecchio

Ruby Bea Hotel Florence

4.0 star property
9.6 out of 10, Exceptional, (206)
"Excellent hotel. Very clean, comfortable beds and amazing staff. "
The price is $231
includes taxes & fees
$196 per night
May 29 - May 30
Ruby Bea Hotel Florence

Hotel Borgo di Cortefreda Relais

4.0 star property
9.4 out of 10, Exceptional, (414)
"The location was beautiful, staff were excellent, property offered everything we needed and more. Will stay again! "
The price is $144
includes taxes & fees
$125 per night
May 12 - May 13
Hotel Borgo di Cortefreda Relais

The Market Urban Hotel

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent hotel, very clean, ideal location. Would definitely stay there again & would recommend."
The price is $262
includes taxes & fees
$224 per night
May 4 - May 5
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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Learn more about Castellina in Chianti

High up on a hill in the Tuscan countryside sits this old town with an ancient castle, centuries-old churches and burial sites that date back to Etruscan times.

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

Find out more about Castellina in Chianti

Find out more about Castellina in Chianti

Top reasons to visit Castellina in Chianti

  • Romantic Getaways: Castellina in Chianti is ideal for couples seeking a romantic escape amidst stunning landscapes.
  • Outdoor Adventures: Enjoy a range of outdoor activities, from hiking to exploring the beautiful Chianti countryside.
  • Cultural Experiences: Discover local museums, historic piazzas, and charming churches that showcase Tuscany's rich heritage.
  • Wine and Culinary Delights: Participate in Tuscany cooking classes and indulge in exquisite local wines.
  • Charming Accommodations: Choose from a variety of hotels, including cozy stays and luxurious villas, catering to all preferences.

Find great hotels in Castellina in Chianti

Explore a diverse selection of hotel accommodations in Castellina in Chianti, ranging from cozy budget stays to luxurious 5-star retreats. Whether you're seeking pet-friendly options, family-oriented facilities, or a charming agritourism experience, this enchanting Tuscan destination has it all. Discover the best hotels in Castellina that cater to every traveler's needs and immerse yourself in the breathtaking beauty of the Chianti region.

  • Hotel St. James: Experience a delightful blend of city living and pet-friendly hospitality at Hotel St. James. Located in the heart of the city, this charming hotel caters to travelers seeking a unique and welcoming atmosphere. With amenities designed for furry friends, such as free pet stays and food and water bowls, you can enjoy your vacation without leaving your pets behind. The central location puts you close to local attractions, making it a convenient base for exploring.
  • Hotel Pendini: Embrace a boutique shopping experience at Hotel Pendini, a distinctive 3-star hotel situated in the vibrant shopping district. Its eclectic decor and artistic touches create a unique ambiance that reflects the local culture. This pet-friendly property allows small dogs and offers amenities like free stays for service animals. Guests appreciate the personalized service and the opportunity to explore the nearby shops, making it an ideal choice for those who enjoy a stylish yet comfortable stay.
  • Globus Urban Hotel: For adventure seekers and golf enthusiasts, Globus Urban Hotel is the perfect 4-star lodging option. Situated in the city center, this hotel provides easy access to a variety of recreational activities, including nearby golf courses and biking trails. Guests can indulge in adventure sports, making it a thrilling choice for active travelers. The modern design and comfortable accommodations ensure a relaxing retreat after a day filled with exploration and excitement.

Discover the best areas to stay in Castellina in Chianti

Castellina in Chianti offers a delightful blend of romance and relaxation, perfect for your Tuscan getaway. Explore the charming nearby village of Panzano in Chianti, where friendly locals welcome you to experience authentic Tuscany. Don’t miss the historical allure of nearby Siena, and indulge in the luxury of classic Tuscan villas. With its secluded atmosphere and breathtaking landscapes, Castellina in Chianti promises an unforgettable outdoor adventure in the heart of Tuscany.

  • Florence: Located 21 miles from Castellina in Chianti, Florence is a cultural treasure trove that attracts travelers year-round, with peak visits in March to April and September. Known for its rich history and artistic heritage, Florence offers a vibrant mix of shopping areas, public markets, and historic sites. Visitors can explore iconic landmarks such as the Duomo and the Uffizi Gallery, making it a perfect destination for culture enthusiasts, families, and outdoor adventurers alike.
  • Fonterutoli: Nestled within the Chianti landscape, Fonterutoli is a charming destination that sees steady visitor numbers throughout the year, with peaks in April, July, and September. This quaint town is ideal for couples seeking romance and entertainment, as well as those looking to immerse themselves in the outdoors. Popular activities include guided tours that reveal the area's historic buildings and monuments, offering glimpses into its rich past and picturesque surroundings.
  • Lilliano: Located near Castellina in Chianti, Lilliano features a moderately seasonal influx of visitors, with the highest numbers in June to July and September. This lovely town is perfect for those in search of entertainment, romance, and cultural experiences. Lilliano boasts historic buildings and event venues that cater to a variety of interests, making it an appealing stop for tourists seeking a mix of relaxation and exploration in a beautiful Tuscan setting.

Things to do in Castellina in Chianti

Castellina in Chianti is perfect for a romantic and entertaining getaway, offering outdoor activities and relaxation. Visitors can indulge in spa treatments, explore local stores, and embark on a Chianti trip. Enjoy guided tours through Italy, visit museums in the region, take part in Tuscany cooking classes, and play a round at nearby golf courses. Experience the charm of this beautiful Tuscan town while enjoying its rich culture and stunning landscapes.

Food and drinks

Il Molino di Grace Winery offers exquisite Chianti wines in a romantic setting, just 4 miles from Castellina. For a delightful dining experience, Frateria di Padre Eligio, 11 miles away, serves authentic Italian cuisine with a family-friendly atmosphere. Don't miss the charming Tenuta Maiano, 14 miles out, perfect for outdoor dining.

Shopping

In Castellina in Chianti, visit Ra-Ma snc for unique local goods, just 8 miles away, or Enoteca Italiana, 10 miles away, for fine wines. If you're up for a drive, The Mall Luxury Outlet, 18 miles away, boasts luxury brands and great shopping vibes.

Recreation

At Palasport Mens Sana, experience vibrant sports activities just 10 miles from Castellina in Chianti, perfect for fitness enthusiasts. For luxury vibes, indulge in recreational offerings at Villa a Sesta Polo Club, located 15 miles away. Alternatively, enjoy outdoor adventures at Circolo Golf Ugolino, also 15 miles from town.

Adventure

Explore the Sentierelsa Trail, an 8-mile hiking adventure with stunning outdoor scenery. For a thrill, head to the Siena Circuit, 15 miles away, for an exhilarating karting experience. Finally, experience the Saltalbero Adventure Park, 20 miles from Castellina, featuring exciting zip lines and ropes courses amidst beautiful nature.

Nightlife

In Castellina in Chianti, enjoy a night out at the Teatro dei Rinnovati for captivating performances, or unwind at Il Fiaschetto for a cozy drink. For a unique experience, visit the Chianti Observatory to gaze at the stars with family and friends.

Booking tips and Expedia advantages for Castellina in Chianti

To save money during your visit to Castellina in Chianti, consider enjoying free attractions like Piazza del Campo, Castello della Paneretta, and Fattoria di Montecchio. For transportation, walking is a great option, and buses are affordable. Traveling during the cheaper months of January, February, or November can help reduce costs. Book hotels about a month in advance, or check Expedia for last-minute deals. Combine your hotel, flights, and activities for package savings, and join Expedia's One Key membership for exclusive discounts and future cash rewards.

  • 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: The cheapest time to book a hotel in Castellina in Chianti is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your travel preferences, such as your budget, desired location, and preferred hotel style. For instance, selecting the "Eco-certified" option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Castellina in Chianti with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Castellina in Chianti

Castellina in Chianti is a charming destination perfect for romance and outdoor adventures. Visitors can explore local attractions like the beautiful churches, historic piazzas, and intriguing museums. Don't miss the stunning castles and abbeys of Chianti, which offer a glimpse into the region's rich culture and history. This picturesque town is ideal for those seeking an unforgettable romantic getaway or a cultural experience amidst Tuscany's breathtaking landscapes.

  • Piazza del Campo: Located just 11 miles from Castellina in Chianti, this iconic square is renowned for its stunning medieval architecture and vibrant atmosphere. It's the heart of Siena, where locals and tourists gather, especially during the famous Palio horse race. Enjoy local cafes and shops while soaking up the rich culture and history.
  • Monteriggioni Castle: Only 6 miles away, this well-preserved medieval fortress offers a glimpse into the past with its impressive walls and towers. Walk along the battlements and take in breathtaking views of the surrounding countryside, all while experiencing the charm of Tuscan history.
  • Siena Cathedral: Situated 11 miles from Castellina in Chianti, this stunning cathedral is a masterpiece of Italian Gothic architecture. Marvel at its intricate façade, beautiful artworks, and the breathtaking interior, making it a must-visit for art and history lovers.

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 is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, 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 located 23 miles away, with excellent hotel options like the 5-star Bernini Palace and Villa Cora, both around 4 miles from the airport, offering various transportation services including 24-hour airport shuttles. Pisa Airport (PSA-Galileo Galilei), situated 47 miles away, has notable hotels such as the 5-star Pisa Tower Plaza and Bagni di Pisa Palace & Thermal Spa, providing easy access to the airport. These hotels ensure comfortable stays and convenient transportation to either airport for your travel needs.

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 House in a typical village in the heart of Chianti. 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 budget-friendly accommodation in Castellina in Chianti?

Based on reviews, Belvedere di San Leonino is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Castellina in Chianti.

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 Villa Casalecchi Country Hotel and Borgo di Pietrafitta Relais. Attractions in the area like Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also fun for kids of all ages. Find more child-friendly accommodations in Castellina in Chianti.

What's the best accommodation for a couple going to Castellina in Chianti?

Albergo Il Colombaio is a favorite hotel for couples, and features free breakfast and free WiFi. Other good choices for your romantic getaway include Hotel Casafrassi Wine Resort and Residenzia del Sogno. See all romantic hotels 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 Villa Casalecchi Country Hotel and Palazzo Squarcialupi. 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 277 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 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 agenda are Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti. 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.