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Our top choices for Chianti Region hotels

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Great place to stay , beautyfull with very spot on the Hill !! Thank you for you kind!"
Canada
Nelson
Borgo di Pietrafitta Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (481)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is NZ$166
includes taxes & fees
11 Jan - 12 Jan
Hotel Borgo di Cortefreda Relais

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (162)
"Arrived very late due to flight delay , communication and support from the hotel about late check in was fantastic and the owner even stayed until I arrived at 00.30. Recommended."
United Kingdom
James
The price is NZ$216
includes taxes & fees
10 Jan - 11 Jan
Hotel Il Viandante

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NZ$229
includes taxes & fees
10 Jan - 11 Jan
Villa Cassia di Baccano

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (91)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto

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
The price is NZ$204
includes taxes & fees
11 Jan - 12 Jan
Relais Poggio Borgoni

Casa di Palaia

Casa di Palaia
Greve in Chianti
10.0 out of 10, Exceptional, (22)
"Very well located in the heart if the Tuscany region."
United States
Eli
The price is NZ$172
includes taxes & fees
8 Jan - 9 Jan
Casa di Palaia

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (377)
"Always beautiful when I stay here, staff are helpful and every room clean and tidy "
United Kingdom
Claire
The price is NZ$198
includes taxes & fees
11 Jan - 12 Jan
Villa Casagrande Resort & SPA

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40)
"Lovely pool Breakfast good"
United Kingdom
christine
The price is NZ$169
includes taxes & fees
1 Feb - 2 Feb
Torrebianca Tuscany

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico

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
The price is NZ$295
includes taxes & fees
7 Feb - 8 Feb
Villa il Fedino

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is NZ$220
includes taxes & fees
27 Jan - 28 Jan
Antica Pieve B&B

Agriturismo La Posta Reale

Agriturismo La Posta Reale
Castiglion Fibocchi
9.0 out of 10, Wonderful, (2)
"Our host was very attentive and lovely. She invited us to a very nice evening wine party on-site aside of a small lake. It was quite charming. It was also nice to see the vineyards and olive trees. One downside was no A/C as advertised, but we had fans. Still very quaint."
United States
Michael
Agriturismo La Posta Reale

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116)
"Friendly staff and walking distance to town"
United States
Scott
Hotel Colle Etrusco Salivolpi

Fattoria Lornano Winery

Fattoria Lornano Winery
Monteriggioni
8.0 out of 10, Very good, (5)
"The staff were so friendly and polite to us during our stay. Such a gem of a place to stay and we are very happy we chose to stay there "
Canada
Tamara
Fattoria Lornano Winery

Hotel Villa Cesi

Hotel Villa Cesi
4.0 star property
Impruneta
8.6 out of 10, Excellent, (70)
"We had a wonderful stay."
United Kingdom
Kanhaiya
Hotel Villa Cesi

Agriturismo La Forra

Agriturismo La Forra
Cavriglia
9.6 out of 10, Exceptional, (14)
"Loved it! Super helpful at check-in telling us about everything that was available. We wrote horses for two hours at a very affordable price. The restaurant on site was was good and breakfast was wonderful. Hiking trails and views were amazing. Would definitely stay again. Nearest grocery and shopping were only about 15 minutes away in montevechi."
United States
Joshua or Stephani
Agriturismo La Forra

Resort 37

Resort 37
4.0 star property
Rignano sull'Arno
9.8 out of 10, Exceptional, (37)
"Excellent option if you are planning on shopping!! Food was outstanding, service was excellent and views were incredible. I wish we had stayed longer! "
United States
Kathy
The price is NZ$385
includes taxes & fees
14 Jan - 15 Jan
Resort 37

Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
9.2 out of 10, Wonderful, (32)
"Beautiful boutique type stay. They are so welcoming and kind. Room was spacious, bed was comfortable. Breakfast was very tasty. Walked around the village and it was beautiful. Not one complaint, book your stay! "
United States
Shannon
Dimora Casa Eugenia

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
The price is NZ$435
includes taxes & fees
21 Jan - 22 Jan
Torraccia di Chiusi
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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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 showing farmland

Top Chianti Region Hotel Reviews

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Find out more about Chianti Region

Top reasons to visit Chianti Region

  • Stunning Countryside: Experience the breathtaking Chianti hills and picturesque landscapes perfect for outdoor adventures.
  • Charming Villages: Explore quaint villages, historic churches, and majestic castles that embody the heart of Tuscany.
  • Delicious Wine Tours: Indulge in immersive tours through renowned vineyards, tasting exquisite local wines.
  • Relaxing Accommodations: Enjoy diverse lodging options from agritourism to cosy B&Bs, ideal for a romantic escape.
  • Cultural Experiences: Immerse yourself in the region's rich heritage through local attractions and delightful piazzas.

Find great hotels near Chianti Region

Discover the enchanting Chianti Region, where diverse accommodation options await to enhance your Italian getaway. From charming agritourism properties to cosy bed and breakfasts, you'll find the perfect spot for a romantic escape or a family adventure. Many establishments offer pet-friendly amenities, ensuring that your furry friends can join in the fun. With a focus on quality and personalised service, your holiday accommodation in Chianti promises a memorable experience amidst stunning landscapes.

  • Villa Ermellina Siena, a Tribute Portfolio Hotel: Nestled 22.5km from the enchanting Chianti Region, Villa Ermellina Siena offers a blend of business sophistication and family-friendly charm. This 4-star hotel is ideal for both corporate travellers and families seeking a memorable vacation. With a comprehensive range of business amenities including multiple meeting rooms and a fully equipped business centre, professionals can work with ease. Families will appreciate the thoughtful child-friendly services such as babysitting options and a dedicated children's pool, ensuring a delightful stay for guests of all ages.
  • Hotel Borgo San Luigi: Located 22.5km from the scenic Chianti Region, Hotel Borgo San Luigi is a 4-star haven that embraces nature and pet-friendly hospitality. This property caters to both business travellers and those seeking a tranquil retreat surrounded by lush landscapes. With multiple meeting rooms and a well-appointed business centre, guests can balance work and leisure seamlessly. The hotel’s pet policy allows furry companions to join in the adventure, complete with food and water bowls, making it a perfect choice for animal lovers looking to explore the beauty of Tuscany together.
  • Four Points by Sheraton Siena: Just 20.9km from the captivating Chianti Region, Four Points by Sheraton Siena is a 4-star establishment that strikes a perfect balance between business and family-oriented services. With 24-hour access to a comprehensive business centre and multiple conference spaces, it’s a great choice for corporate guests. Families will enjoy the complimentary cribs and babysitting services available in the rooms, ensuring a comfortable stay for those travelling with little ones. This hotel promises a welcoming atmosphere for all types of travellers, making it a standout option in Tuscany.

Where to stay near Chianti Region

Exploring the enchanting Chianti Region in Tuscany is a romantic getaway like no other. With its picturesque countryside, charming villages, and welcoming locals, you'll revel in the serene atmosphere and stunning scenery. Discover the hidden gems of Chianti, from quaint vineyards to breathtaking landscapes, perfect for outdoor adventures or leisurely strolls. Whether you're sipping wine in a rustic trattoria or wandering through the beautiful Chianti countryside, this region promises an unforgettable experience for every traveller.

  • Volpaia: Nestled a mere mile from the enchanting Chianti Region, the picturesque village of Volpaia offers a delightful blend of romance and outdoor adventure. With moderately seasonal visitor numbers, the village comes alive between July and September. Travellers flock here for its charming atmosphere and access to various activities, such as rejuvenating spa treatments. The area is rich in history, featuring local landmarks like monuments and castles that showcase the region's storied past. Whether you’re exploring the quaint streets or indulging in the local fare, Volpaia promises a memorable experience steeped in Italian culture.
  • Lamole: Just two miles from the heart of Chianti, Lamole is a quaint village that beckons with its cultural and romantic allure. With similar seasonal patterns to its neighbouring villages, Lamole peaks in popularity during the warm summer months. Visitors are drawn to its historical sites, including majestic castles and palatial structures that narrate tales of yesteryear. The village’s intimate atmosphere makes it a perfect spot for couples and culture enthusiasts alike, offering opportunities for scenic walks and delightful local dining experiences that will make your stay truly enchanting.
  • Radda in Chianti: Located three miles from Chianti, Radda in Chianti is a vibrant city that attracts a steady stream of visitors year-round. With peak times in April, July, and September, this city is a hub for outdoor enthusiasts and those seeking entertainment. Radda boasts various activities, including luxurious spa treatments and stunning vistas that will leave you breathless. The city's rich history is evident in its historic places and castles, inviting exploration and discovery. Whether you’re sipping wine at a local vineyard or wandering the charming streets, Radda in Chianti offers a captivating blend of culture and leisure.

Things to do near Chianti Region

Experience the romantic charm of the Chianti Region in Tuscany, perfect for outdoor adventures and entertainment. Enjoy rejuvenating spa treatments, explore the scenic SentierElsa trail, and indulge in delightful picnics. Don't miss out on immersive Chianti tours that showcase the region's stunning landscapes and rich culture. Make the most of your time in Tuscany by visiting its captivating tourist destinations for an unforgettable holiday.

Shopping

Experience shopping in the Chianti Region with a visit to The Mall Luxury Outlet, 20.9km away, offering luxury brands amid a vibrant atmosphere. Ra-Ma snc, located 19.3km away, is perfect for unique gifts, while Fashion Groove, also 19.3km away, combines family-friendly vibes with great shopping.

Recreation

Villa a Sesta Polo Club offers a luxurious countryside retreat with stunning landscapes and equestrian activities, perfect for relaxation. For sports enthusiasts, Siena Stadium and Stadio Artemio Franchi provide thrilling matches and vibrant atmospheres, allowing you to immerse yourself in Italy's sporting culture.

Adventure

The Sentierelsa Trail offers a fantastic hiking experience, set 22.5km from Chianti Region, with stunning scenery and outdoor adventure vibes. For a thrilling ride, the Siena Circuit karting, located 25.7km away, lets you unleash your competitive spirit in a fun environment. Enjoy the Tuscany MTB Guide for outdoor cycling adventures, also 22.5km away.

Nightlife

Experience the enchanting Chianti nightlife by visiting the Chianti Observatory for stellar views, or enjoy culture and romance at the Vittorio Alfieri Theater. For more cosmic vibes, head to the Arcetri Observatory, where entertainment awaits under the stars, all within easy reach from the region.

*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 while visiting the Chianti Region, plan your trip for January, February, or November when prices are lower. Book accommodation about a month in advance, and consider last-minute deals on Expedia. Mondays are the most economical days to stay, while Fridays tend to be pricier. Use Expedia's search tool to filter by budget and eco-friendly options. Look for package deals that combine flights and activities for additional savings. Enjoy free activities like vineyard walks and local markets to immerse yourself in the region without breaking the bank.

  • 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: Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can easily organise your results to display prices from lowest to highest, allowing you to find the most affordable accommodation first. Additionally, you can refine your choices by hotel type; for instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You might find that you can save some money by combining your hotel stay in the Chianti Region with your flights and activities through an Expedia package deal.

Find the best attractions near Chianti Region

The Chianti Region in Tuscany is perfect for a romantic getaway filled with entertainment and outdoor activities. Explore charming villages, historic churches, and majestic castles while soaking in the stunning Chianti hills and renowned wine district. This region offers a wealth of cultural experiences, making it ideal for those seeking romance and adventure. Don't miss the lovely piazzas and local attractions that truly capture the essence of Chianti.

  • Castello di Albola: Nestled 3.2km from Chianti Region, this enchanting castle offers a romantic atmosphere steeped in culture. Explore its stunning architecture and indulge in wine tasting from the estate's vineyards.
  • Piazza Matteotti: Located 8.0km away, this vibrant square buzzes with city vibes and cultural charm. Enjoy the lively cafés, local markets, and beautiful architecture that make it a perfect spot for people-watching.
  • Church of Santa Maria Assunta: Just 4.8km from Chianti Region, this historic church showcases remarkable art and architecture. Its serene atmosphere invites reflection and appreciation of its cultural significance.

Best time to go to Chianti Region

The best time to visit Chianti Region is dependant 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 (4.800000000000001°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

Flying into the Chianti Region is convenient via three major airports. Florence Airport (FLR-Peretola) is approximately 33.8km away, with notable hotels nearby such as the 5-star Bernini Palace and Palazzo Montebello, both offering various shuttle services. Pisa Airport (PSA-Galileo Galilei), located 80.5km away, features excellent options like the 5-star Bagni di Pisa Palace & Thermal Spa, also providing transport services. Further afield, Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) is around 104.6km from Chianti, with luxurious stays like Sina Brufani, offering airport shuttles. Each airport presents a range of accommodations and transport options for an enjoyable visit to Tuscany.

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