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Our top choices for Chianti Region hotels

A Casa Da Agata

A Casa Da Agata
Loro Ciuffenna
10.0 out of 10, Exceptional, (1)
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
United States
Carolina
$135 nightly
The price is $149
Dec 28 - Dec 29
Total with taxes and fees
A Casa Da Agata

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (317)
"Wonderful breakfast. Good location!"
Canada
Karen
$65 nightly
The price is $72
Jan 7 - Jan 8, 2026
Total with taxes and fees
Hotel Toscana Ambassador

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (478)
"I highly recommended "
Canada
George
$51 nightly
The price is $56
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Ristorante Alcide

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
"Beautiful place Great service "
United States
patricia
Villa San Lucchese

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
$69 nightly
The price is $76
Dec 29 - Dec 30
Total with taxes and fees
B&B Poggiobonizio

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
"Wonderful stay."
United States
Nancy
Villa il Poggiale - Dimora Storica

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
$58 nightly
The price is $64
Dec 28 - Dec 29
Total with taxes and fees
Hotel Villa San Giorgio

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
$125 nightly
The price is $142
Dec 28 - Dec 29
Total with taxes and fees
La Certosa di Pontignano

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very Good, (46)
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia

VIESCA Suites & Villas – Il Borro Toscana

VIESCA Suites & Villas – Il Borro Toscana
Reggello
9.2 out of 10, Wonderful, (7)
"A dream. Peaceful is the only word that comes to mind. "
United States
Margaux
$267 nightly
The price is $296
Jan 3 - Jan 4, 2026
Total with taxes and fees
VIESCA Suites & Villas – Il Borro Toscana

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (58)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
$120 nightly
The price is $137
Jan 11 - Jan 12, 2026
Total with taxes and fees
Relais Poggio Borgoni

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
$115 nightly
The price is $132
Dec 28 - Dec 29
Total with taxes and fees
B&B La Fonte del Machiavelli

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
$330 nightly
The price is $364
Dec 29 - Dec 30
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World

Le Lappe

Le Lappe
Cavriglia
9.6 out of 10, Exceptional, (32)
"Beautiful property in countryside Tuscany region ideal to stay for 2-7 days."
Canada
shrirang
Le Lappe

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
$134 nightly
The price is $153
Jan 15 - Jan 16, 2026
Total with taxes and fees
Villa il Fedino

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.6 out of 10, Exceptional, (7)
"What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. "
United States
Thomas
$141 nightly
The price is $162
Dec 29 - Dec 30
Total with taxes and fees
Hotel Il Castello

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
$97 nightly
The price is $110
Dec 29 - Dec 30
Total with taxes and fees
Agriturismo Nerbona

Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
10.0 out of 10, Exceptional, (97)
"A beautiful base for exploring Tuscany away from the crowds."
United States
Anthony
$189 nightly
The price is $214
Dec 29 - Dec 30
Total with taxes and fees
Torraccia di Chiusi

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (433)
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
$121 nightly
The price is $136
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA

Hotel La Magione

Hotel La Magione
Poggibonsi
6.0 out of 10, (3)
"La vista sulle colline è bella,le camere pulite e il personale accogliente "
Italy
Gerardo
$57 nightly
The price is $62
Jan 25 - Jan 26, 2026
Total with taxes and fees
Hotel La Magione
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.

Great weekend hotel deals in Chianti Region

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Stay near popular Mediterranean Region attractions

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.

Chianti Region which includes farmland

Top Chianti Region Hotel Reviews

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Hotels in Chianti Region with star-rating

Find out more about Chianti Region

Top reasons to visit Chianti Region

  • Scenic Wine Tours: Explore renowned vineyards in Chianti Classico, indulging in tastings and winery tours that highlight the region's famous wines.
  • Charming Towns: Visit picturesque towns like Greve and Radda, filled with historic architecture and vibrant piazzas.
  • Breathtaking Landscapes: Enjoy stunning views of rolling hills, olive groves, and the iconic Chianti hills.
  • Delicious Italian Cuisine: Savor exquisite local dishes paired perfectly with Chianti wines at cozy restaurants.
  • Relaxing Accommodations: Choose from charming agritourism stays or intimate bed & breakfasts for a memorable escape.

Find great hotels near Chianti Region

Discover the enchanting Chianti Region of Tuscany, where a variety of accommodations await to enhance your Italian getaway. Whether you prefer the charm of agritourism properties or the intimacy of cozy bed & breakfasts, you'll find options that cater to pet-friendly, family, and romantic escapes. With a selection of Chianti hotels and Tuscany hotels, you're bound to find the perfect retreat to unwind and experience the breathtaking landscapes and rich culture of Italy.

  • Villa Ermellina Siena, a Tribute Portfolio Hotel: Nestled 14 miles from the enchanting Chianti Region, Villa Ermellina Siena is a refined 4-star hotel that embodies a perfect blend of family-friendly charm and business convenience. With pet-friendly amenities, including food and water bowls for furry companions, this hotel is an ideal choice for travelers seeking comfort and functionality. Families will appreciate the dedicated children's amenities, including a children's pool and babysitting services. Business travelers are well catered to with versatile meeting spaces and an accessible business center, making this hotel an excellent hub for work and leisure alike.
  • Hotel Borgo San Luigi: Located 14 miles from the picturesque Chianti Region, Hotel Borgo San Luigi offers a serene retreat surrounded by nature. This 4-star hotel features a rustic yet elegant design that reflects the beauty of Tuscany. It caters to both business and leisure travelers, providing essential amenities like a business center and multiple meeting rooms. Pet-friendly policies, including food and water bowls, ensure that your furry friends are welcome. The tranquil setting makes it an ideal destination for those looking to relax and reconnect with nature while still having access to modern conveniences.
  • Four Points by Sheraton Siena: Situated a mere 13 miles from the stunning Chianti Region, the Four Points by Sheraton Siena is a sophisticated 4-star property that combines family-friendly amenities with a professional atmosphere. This hotel offers a comprehensive suite of business facilities, including a 24-hour business center and versatile meeting spaces, ensuring that work can be accomplished seamlessly. Families will find thoughtful amenities for children, such as free cribs and in-room babysitting services. With pet-friendly policies, this hotel welcomes all members of the family, making it a versatile choice for your stay in Tuscany.

Where to stay near Chianti Region

Discover the enchanting Chianti Region in Tuscany, where romance meets breathtaking scenery. Explore charming towns like Greve and Radda, indulge in wine tastings at local vineyards, and savor exquisite Italian cuisine. Enjoy the relaxing atmosphere and friendly locals as you wander through picturesque landscapes dotted with olive groves and rolling hills. Whether you're seeking a secluded getaway or a luxurious experience, the Chianti area offers unforgettable adventures for every traveler.

  • Volpaia: Nestled just a mile from the heart of the Chianti Region, Volpaia is a picturesque village that beckons romantic souls and outdoor enthusiasts alike. With a moderate influx of visitors, especially from July to September, it offers a delightful blend of entertainment and relaxation. The village is known for its charming spas and engaging outdoor activities. Nearby, you can explore local landmarks such as historic monuments and ancient castles, immersing yourself in the rich tapestry of Tuscany's history. The serene atmosphere and stunning landscapes make Volpaia a perfect retreat for couples and those seeking tranquility.
  • Lamole: Located two miles from the Chianti Region, Lamole enchants visitors with its cultural allure and romantic ambiance. Like its neighboring villages, Lamole experiences peak tourism from July to September, attracting those looking for a blend of entertainment and cultural experiences. Wander through this quaint village, where you can discover historic palaces and castles that whisper tales of the past. The tranquil surroundings and welcoming atmosphere make it an ideal spot for travelers seeking both adventure and relaxation, ensuring a memorable stay in this charming Italian destination.
  • Radda in Chianti: Situated three miles from Chianti, Radda in Chianti is a vibrant city where romance meets outdoor adventure. Unlike its neighboring villages, Radda enjoys a steady flow of visitors year-round, with peak times in April, July, and September. This lively city offers a range of activities, including rejuvenating spa treatments and outdoor excursions that showcase the breathtaking Tuscan landscape. Explore historic sites and castles that tell the story of the region's rich heritage. With a perfect balance of entertainment and culture, Radda in Chianti promises an unforgettable experience for every traveler.

Things to do near Chianti Region

The Chianti Region in Tuscany is perfect for a romantic and outdoor getaway. Enjoy a variety of activities, including scenic tours of Chianti, wine and winery tours that showcase the region's famous vineyards. For some fun, try mini golf, or indulge in relaxation with spa treatments and body pampering options. Whether you're looking to explore or unwind, Chianti offers a delightful blend of entertainment and relaxation.

Shopping

The Chianti Region offers a delightful shopping experience. Visit The Mall Luxury Outlet, 13 miles away, for luxury brands and family-friendly entertainment. Ra-Ma snc, located 12 miles from Chianti, is perfect for unique finds, while Fashion Groove, also 12 miles away, combines style with a vibrant atmosphere.

Recreation

At Villa a Sesta Polo Club, indulge in a luxurious wellness experience surrounded by lush landscapes and equestrian activities. For sports enthusiasts, Siena Stadium and Stadio Artemio Franchi offer thrilling events, blending wellness with excitement in the heart of Tuscany's vibrant culture.

Adventure

Explore the Sentierelsa Trail, a scenic hiking route located 14 miles from Chianti Region, perfect for nature lovers. For a thrilling experience, head to the Siena Circuit, 16 miles away, where you can enjoy exhilarating karting adventures. Don't miss out on the Tuscany MTB Guide, also 14 miles away, offering exciting outdoor biking experiences.

Nightlife

The Chianti Region offers a vibrant nightlife with unique experiences. Visit the Arcetri Observatory for stunning celestial views, or immerse yourself in culture and romance at Teatro dei Rinnovati. For a more casual night, the Chianti Observatory provides an entertaining atmosphere with its captivating planetarium shows.

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

Booking tips and Expedia advantages for Chianti Region

To save money on your trip to the Chianti Region, consider visiting during the low season in January, February, or November for better hotel rates. Booking your hotel about a month in advance can yield savings, and look for last-minute deals on platforms like Expedia. Mondays are typically the cheapest days to stay, while Fridays are the most expensive. Utilize Expedia's search tool to filter for budget-friendly options and consider package deals for flights and accommodations. Joining Expedia's One Key membership can also provide exclusive discounts and rewards for future stays.

  • 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: The cheapest time to book a hotel around Chianti Region 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.
  • 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 options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter 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 stay in the Chianti Region with your flights and activities by opting for 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 near Chianti Region

The Chianti Region in Tuscany, Italy, offers a perfect blend of romance and outdoor adventure. Visitors can explore charming churches, historic castles, and lively piazzas while soaking in the region's rich culture. Don't miss the breathtaking Chianti hills and renowned vineyards in the Chianti Classico area, where wine enthusiasts can indulge in tastings and tours of this famous wine region. It's an ideal destination for those seeking a memorable experience filled with beauty and flavor.

  • Castello di Albola: Nestled 2 miles from Chianti Region, this enchanting castle offers a romantic atmosphere steeped in history and culture. Explore its picturesque grounds, savor exquisite wines, and immerse yourself in the beauty of Tuscany’s landscape.
  • Piazza Matteotti: Located 5 miles away, this vibrant square serves as a cultural hub in the heart of the city. Enjoy local cuisine at charming cafes, admire the architecture, and soak in the lively atmosphere that reflects the essence of Italian urban life.
  • Pieve di San Leolino: Just 3 miles from Chianti Region, this historic church showcases stunning architecture and rich cultural heritage. Experience the serene ambiance and appreciate the artistry of its interior, making it a perfect stop for reflection.

Best time to go to Chianti Region

The best time to visit Chianti Region can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Chianti Region falls in July, when visitor numbers are moderately high and weather is sunny with no rain. The coolest average temperature around Chianti Region falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.6°F (4.800000000000001°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 (24.200000000000003°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

Traveling to the Chianti Region in Tuscany, Italy, is convenient with several nearby airports. Florence Airport (FLR-Peretola) is located 21 miles away, with excellent hotel options such as the 5-star Bernini Palace and Palazzo Montebello, both offering various transportation services including airport shuttles. Pisa Airport (PSA-Galileo Galilei) is 50 miles away, featuring luxurious hotels like Bagni di Pisa Palace & Thermal Spa, providing shuttle services as well. Lastly, Perugia San Francesco d'Assisi Airport (PEG) is 65 miles from Chianti, with nearby options like Sina Brufani, offering convenient airport transportation. These airports provide great access to the beautiful Chianti Region.

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