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Our top choices for Chianti Region hotels

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
The price is CA $299
CA $328 total
includes taxes & fees
May 4 - May 5
Castello Vicchiomaggio

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (91 reviews)
"This exceeded our expectations (which were already high) in every way possible. The accommodation and setting is everything you want from a castello in Tuscany. The local walks were breathtakingly beautiful and we can’t wait to return."
United Kingdom
Katie
The price is CA $432
CA $480 total
includes taxes & fees
May 6 - May 7
Torre a Cona Wine Estate

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (197 reviews)
"Great Toscana hotel"
United States
Jose
The price is CA $226
CA $255 total
includes taxes & fees
May 6 - May 7
Villa Sabolini

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (524 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is CA $225
CA $260 total
includes taxes & fees
May 5 - May 6
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (86 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
The price is CA $143
CA $164 total
includes taxes & fees
May 4 - May 5
Agriturismo San Sano

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (102 reviews)
"Everyone of the staff members were exceptionally pleasant and helpful"
Canada
lori
The price is CA $292
CA $334 total
includes taxes & fees
May 17 - May 18
Castello di Tornano Wine Resort

HOTEL LA FENICE

HOTEL LA FENICE
Reggello
The price is CA $116
CA $136 total
includes taxes & fees
May 4 - May 5
HOTEL LA FENICE

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (275 reviews)
"The staff were very helpful and the buffet breakfast was delicious! "
United Kingdom
Marie
The price is CA $403
CA $450 total
includes taxes & fees
May 5 - May 6
Salvadonica - Borgo del Chianti

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $424
CA $476 total
includes taxes & fees
May 3 - May 4
Fattoria di Vegi

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (147 reviews)
"Wonderful stay."
United States
Nancy
The price is CA $153
CA $170 total
includes taxes & fees
Apr 29 - Apr 30
Villa il Poggiale - Dimora Storica

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (417 reviews)
"Nice hotel and beautiful view. The property was nice and easy to get to from Florence. "
United States
Lucas
The price is CA $196
CA $225 total
includes taxes & fees
May 12 - May 13
Villa I Barronci Resort & Spa

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (171 reviews)
"Wonderful setting."
United Kingdom
Simon
The price is CA $170
CA $193 total
includes taxes & fees
May 11 - May 12
Borgo di Pietrafitta Relais

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
10.0 out of 10, Exceptional, (97 reviews)
"A beautiful base for exploring Tuscany away from the crowds."
United States
Anthony
The price is CA $261
CA $295 total
includes taxes & fees
Apr 30 - May 1
Torraccia di Chiusi

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (149 reviews)
"Beautiful place all around "
Australia
Rama Toghiani
The price is CA $155
CA $183 total
includes taxes & fees
May 11 - May 12
Ultimo Mulino Wellness Country Hotel

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (206 reviews)
"Great spot."
United States
Nilesh
The price is CA $290
CA $326 total
includes taxes & fees
May 8 - May 9
Castello di Fonterutoli Wine Resort

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (338 reviews)
"Beautiful place Great service "
United States
patricia
The price is CA $129
CA $152 total
includes taxes & fees
May 6 - May 7
Villa San Lucchese

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (202 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is CA $104
CA $120 total
includes taxes & fees
May 11 - May 12
Hotel Tenuta Il Burchio

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (266 reviews)
"Nice and cute place. Great price. "
United States
Jozsef
The price is CA $125
CA $142 total
includes taxes & fees
Apr 29 - Apr 30
Villa Castiglione

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (385 reviews)
"The staff was extremely knowledgeable, friendly, and available when we had questions. The room was clean and the bed was comfortable. The property was also well maintained and beautiful."
United States
Ryan
The price is CA $166
CA $189 total
includes taxes & fees
May 5 - May 6
Villa Casagrande Resort & SPA

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (281 reviews)
"Excellent breakfast. "
Canada
Karen
The price is CA $224
CA $256 total
includes taxes & fees
Apr 29 - Apr 30
Palazzo Leopoldo Dimora Storica & Spa
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.

Vacation Rentals in Chianti Region

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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

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Find out more about Chianti Region

Top reasons to visit Chianti Region

  • Stunning Countryside: Experience the breathtaking landscapes of the Chianti Hills, filled with picturesque vineyards and rolling hills.
  • World-Class Wine: Indulge in exquisite wine tastings at renowned vineyards within the celebrated Chianti Classico region.
  • Charming Towns: Explore delightful medieval towns, historic castles, and enchanting churches that enrich the cultural experience.
  • Outdoor Adventures: Engage in various outdoor activities, including hiking, skiing, and tennis, amidst the stunning natural scenery.
  • Cozy Accommodations: Choose from charming agritourism properties and romantic retreats for a memorable stay.

Find great hotels near Chianti Region

Explore the enchanting Chianti Region of Tuscany, where you'll find a diverse range of accommodations, including charming agritourism properties and cozy bed & breakfasts. Whether you're seeking a pet-friendly retreat, a family getaway, or a romantic escape, the area boasts an array of quality hotels to suit your needs. Discover the best places to stay in Castellina in Chianti and immerse yourself in the beauty of this iconic wine region.

  • Villa Ermellina Siena, a Tribute Portfolio Hotel: This charming 4-star hotel, with a guest rating of 8.6, is located 22.5km from the Chianti Region and is perfect for adventurous families seeking a unique vacation experience. Surrounded by stunning natural landscapes, Villa Ermellina offers a variety of onsite and nearby adventure sports, including horseback riding, hiking, and biking. Families will appreciate the kid-friendly amenities, such as a pool specifically for children, breakfast options, and babysitting services, ensuring a fun and safe holiday for all ages.
  • Hotel Borgo San Luigi: With an impressive guest rating of 9.2, this 4-star hotel is also situated 22.5km from the Chianti Region. Hotel Borgo San Luigi provides a serene escape for business travelers and nature enthusiasts alike. The hotel’s focus on natural accommodations and wellness is highlighted by its picturesque rooftop terrace, where guests can relax while enjoying the tranquil surroundings. The inviting atmosphere and commitment to sustainability make it an ideal choice for those looking to reconnect with nature while enjoying modern comforts.
  • Four Points by Sheraton Siena: This well-rated 4-star hotel, with a guest rating of 8.8, is located 20.9km from the Chianti Region, making it a convenient choice for families and city explorers. Nestled in the heart of the city, Four Points offers a harmonious blend of urban amenities and wellness features. Families will find thoughtful amenities such as complimentary cribs and babysitting services, making travel with children easier. The hotel’s commitment to providing a natural accommodation experience ensures a relaxing stay, whether you’re exploring the bustling city or unwinding after a day of adventures.

Where to stay near Chianti Region

Embark on a romantic getaway in the Chianti Region, where rolling hills and picturesque vineyards await. Explore charming towns like Greve and Radda, each offering a friendly atmosphere and stunning scenery. Enjoy outdoor adventures, savour local wines, and immerse yourself in the tranquil vibes of Tuscany. Don't miss the chance to visit neighbouring areas, where the beauty of Italy unfolds in every direction, promising a truly memorable vacation experience.

  • Volpaia: Nestled just 1.6km from the heart of the Chianti Region, Volpaia is a charming village that offers a delightful blend of romance and outdoor adventure. With a moderate flow of visitors throughout the year, the village sees a peak in travel from July to September, making it a vibrant spot during the summer months. Known for its entertainment-themed experiences, guests can enjoy activities like cable car rides and relaxing spa visits. The picturesque surroundings are dotted with historic landmarks, monuments, and even a castle, providing a rich cultural backdrop to your stay.
  • Lamole: Located 3.2km away from Chianti Region, Lamole is a quaint village famed for its breathtaking scenery and outdoor excursions. This hidden gem attracts visitors year-round, especially during the summer months of July to September. Ideal for romantic getaways, Lamole offers scenic hiking trails that wind through the stunning Tuscan landscape. You’ll also find notable local attractions such as a historic castle and a modern civic government building that reflect the area's rich heritage and charm.
  • Radda in Chianti: Just 4.8km from the Chianti Region, Radda in Chianti is a vibrant city that welcomes tourists throughout the year, with peak visits occurring in April, July, and September. Known for its romantic ambiance and outdoor activities, Radda offers a range of experiences including indulgent spa treatments and visits to exclusive country clubs. The city is also home to several significant historic places, castles, and monuments, ensuring that visitors can immerse themselves in the rich cultural tapestry of the region.

Things to do near Chianti Region

The Chianti Region in Tuscany, Italy, is perfect for a romantic outdoor getaway, offering a blend of relaxation and adventure. Visitors can indulge in rejuvenating spa treatments, partake in wine tastings at renowned vineyards, and explore the breathtaking landscape through outdoor activities. Additionally, opportunities for skiing and tennis courts add to the variety of experiences available, making it an ideal destination for those seeking both entertainment and adventure.

Shopping

Discover the charming local markets in the Chianti Region, such as the Greve in Chianti Market, where you can find artisanal goods and local produce. Additionally, visit the Castellina in Chianti, known for its unique boutiques offering handmade crafts and wine, perfect for souvenirs and gifts.

Recreation

At Villa a Sesta Polo Club, indulge in a serene escape with luxury amenities surrounded by rolling hills. Enjoy rejuvenating spa treatments and unwind in an elegant atmosphere, perfect for relaxation and connecting with nature in the heart of Tuscany's picturesque landscape.

Adventure

In the Chianti Region, explore the scenic vineyards on a thrilling bike tour through rolling hills. Experience the excitement of hot air ballooning for breathtaking views. Alternatively, embark on a hiking adventure to discover hidden villages and enjoy wine tasting at local wineries along the way.

Nightlife

In the Chianti Region, locals and visitors gather at charming wine bars to sip exquisite Chianti wines and enjoy live music. Trattorias come alive with traditional folk performances, while outdoor piazzas buzz with laughter and conversation, creating a warm, inviting atmosphere perfect for a memorable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chianti Region

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Chianti Region 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 around Chianti Region 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 around Chianti Region is Monday. The most expensive day to stay around Chianti Region is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your travel preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options currently available. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in the Chianti Region with your flights and activities through an Expedia package.

Find the best attractions near Chianti Region

The Chianti Region in Tuscany, Italy, is perfect for romantic and outdoor vacations, offering a mix of entertainment and cultural experiences. Explore charming churches, historic castles, and palaces while indulging in the renowned Chianti wine district. With its picturesque vineyards and various wine categories, the region provides an enchanting backdrop for travellers seeking a unique blend of romance and city life.

  • Piazza del Campo: This stunning square, located 22.5km from Chianti, is famed for its unique shell shape and vibrant atmosphere. Experience local culture as you relax in cafés or marvel at the historic architecture while soaking in the lively city vibes.
  • Castello di Radda Winery: Just 3.2km from Chianti, this enchanting castle offers a romantic setting surrounded by vineyards. Enjoy wine tastings and tours that celebrate the rich cultural heritage of the Chianti region, making it a perfect spot for couples.
  • Palazzo Pubblico: Located 22.5km away, this historic palace showcases stunning medieval architecture. Explore its fascinating history and enjoy the cultural ambiance, making it a must-visit for history enthusiasts.

Best time to go to Chianti Region

The best time to visit Chianti Region is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.6°F (4.8°C)Light RainMostly SunnyModerately LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyModerately LowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
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 RainSunnyModerately HighAverage
August75.6°F (24.2°C)No RainSunnyModerately HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyModerately HighSlightly High
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly Low
December43.2°F (6.2°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Chianti Region

To visit the stunning Chianti Region in Tuscany, you can fly into three major airports. Florence Airport (FLR-Peretola) is 33.8km away and offers several luxurious hotels like the 5-star Bernini Palace, 6.4km from the airport, and Hotel Lungarno, 4.8km away, both providing various transportation services. Bologna Airport (BLQ-Guglielmo Marconi) is 112.7km from Chianti, with nearby options such as the 5-star Grand Hotel Majestic, 4.8km away. Alternatively, Pisa Airport (PSA-Galileo Galilei) is 80.5km away, featuring hotels like the 5-star Bagni di Pisa Palace & Thermal Spa, 8.0km from the airport. Each location offers accessible transport options for a seamless journey.

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