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Compare 5,180 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Castello Vicchiomaggio

9.4 out of 10, Exceptional, (357)
"This property is gorgeous! The grounds are beautiful. The restaurant was excellent! "
The price is CA $287
CA $316 total
includes taxes & fees
Sep 22 - Sep 23
Castello Vicchiomaggio

Relais Vignale & Spa

4.0 star property
9.2 out of 10, Wonderful, (275)
"My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!"
The price is CA $279
CA $356 total
includes taxes & fees
Oct 1 - Oct 2
Relais Vignale & Spa

La Certosa di Pontignano

9.6 out of 10, Exceptional, (459)
"Excellent staff, great food. "
The price is CA $189
CA $215 total
includes taxes & fees
Sep 14 - Sep 15
La Certosa di Pontignano

Dievole Wine Resort

9.6 out of 10, Exceptional, (170)
"This is our third time staying at this property. We absolutely love starting our trip here. Thank you again for your warm hospitality."
The price is CA $465
CA $524 total
includes taxes & fees
Sep 14 - Sep 15
Dievole Wine Resort

Pieve Aldina - Fontenille Collection

5.0 star property
10.0 out of 10, Exceptional, (24)
"Lovely stay "
The price is CA $811
CA $904 total
includes taxes & fees
Sep 25 - Sep 26
Pieve Aldina - Fontenille Collection

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (64)
"Great place to stay in Chianti region, quiet and charming property."
The price is CA $143
CA $164 total
includes taxes & fees
Sep 1 - Sep 2
Agriturismo San Sano

Hotel Certaldo

4.0 star property
9.2 out of 10, Wonderful, (521)
"We loved this property. Lots of space to run around with our little one. The staff we amazing! "
The price is CA $155
CA $178 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Certaldo

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (92)
"Amazing place to stay in Tuscany!"
The price is CA $539
CA $609 total
includes taxes & fees
Sep 17 - Sep 18
Hotel Le Fontanelle

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 $292
CA $331 total
includes taxes & fees
Sep 8 - Sep 9
Palazzo Squarcialupi

Hotel Villa Campomaggio

4.0 star property
9.2 out of 10, Wonderful, (155)
"Loved our three night stay. Very beautiful property, great food, and lovely staff. "
The price is CA $275
CA $312 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Villa Campomaggio

Salvadonica - Borgo del Chianti

9.6 out of 10, Exceptional, (234)
"Rooms are nice Staff is helpful Good restaurant Beautiful location"
The price is CA $412
CA $460 total
includes taxes & fees
Sep 2 - Sep 3
Salvadonica - Borgo del Chianti

Villa I Barronci Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (398)
"Beautiful hotel!"
The price is CA $157
CA $183 total
includes taxes & fees
Sep 2 - Sep 3
Villa I Barronci Resort & Spa

Villa Le Barone

4.0 star property
9.4 out of 10, Exceptional, (133)
"A lovely retreat - quiet and serene. The grounds of the villa are amazing and all of the staff are lovely. Panzano is a short and scenic 20 minute walk away. We wish we could have stayed longer! "
The price is CA $294
CA $333 total
includes taxes & fees
Sep 23 - Sep 24
Villa Le Barone

Hotel Il Piccolo Castello

4.0 star property
8.6 out of 10, Excellent, (328)
"Hotel for a country style experience!"
The price is CA $199
CA $227 total
includes taxes & fees
Sep 24 - Sep 25
Hotel Il Piccolo Castello

Villa la Palagina

4.0 star property
9.0 out of 10, Wonderful, (335)
"The perfect Tuscan experience. We’ll located, well maintained and checked off all the boxes for us as a family and as adult couples without kids who joined us. "
The price is CA $85
CA $97 total
includes taxes & fees
Sep 1 - Sep 2
Villa la Palagina

Borgo di Pietrafitta Relais

9.4 out of 10, Exceptional, (159)
" Amazing place for vacation "
The price is CA $139
CA $160 total
includes taxes & fees
Sep 28 - Sep 29
Borgo di Pietrafitta Relais

Il Borro - Relais & Châteaux

9.2 out of 10, Wonderful, (92)
"I am a frequent international traveler and our II Borro experience was among the best. The Concierge staff was amazing! And a key to our great stay. Will recommend without reservation. "
The price is CA $921
CA $1,014 total
includes taxes & fees
Sep 14 - Sep 15
Il Borro - Relais & Châteaux

Villa Casagrande Resort & SPA

4.0 star property
9.2 out of 10, Wonderful, (364)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
The price is CA $166
CA $186 total
includes taxes & fees
Sep 14 - Sep 15
Villa Casagrande Resort & SPA

Torrebianca Tuscany

9.6 out of 10, Exceptional, (37)
"Excelent would stay again "
The price is CA $154
CA $174 total
includes taxes & fees
Sep 28 - Sep 29
Torrebianca Tuscany

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (250)
"Beautiful hotal located in such a paradise location amazing view very good food. The staff was very nice. The service was amazing. I definitely recommend the place. It’s a beautiful relaxing, gorgeous. "
The price is CA $591
CA $666 total
includes taxes & fees
Sep 28 - Sep 29
Castello di Spaltenna- Small Luxury Hotels of the World
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

Showing deals for:Sept 12 - Sept 14
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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

Stay near popular Chianti Region attractions

More cheap stays in Chianti Region

More cheap stays in Chianti Region

Hotels in Chianti Region with star-rating

Hotels in Chianti Region with star-rating

Find out more about Chianti Region

Find out more about Chianti Region

Top reasons to visit Chianti Region

  • Scenic Vineyard Tours: Explore the picturesque vineyards and indulge in wine tastings, experiencing the renowned Chianti wines.
  • Charming Hilltop Towns: Visit quaint towns with historic churches, castles, and lively piazzas, perfect for leisurely strolls.
  • Luxurious Accommodations: Enjoy a range of charming agritourism properties and boutique hotels that showcase Italian hospitality.
  • Outdoor Adventures: Experience the stunning landscapes through hiking, cycling, and exploring the enchanting countryside.
  • Rich Cultural Heritage: Immerse yourself in Tuscany's vibrant culture and history, creating unforgettable memories.

Find great hotels near Chianti Region

Discover the enchanting Chianti Region of Tuscany, where a variety of accommodation options await you. From charming agritourism properties to cozy bed and breakfasts, you'll find the perfect spot for your getaway. Whether you're seeking a pet-friendly hotel, a family-friendly retreat, or a romantic escape, Chianti offers boutique hotels that cater to every traveller's desire. Experience the unique charm of Italy's hospitality and immerse yourself in the breathtaking landscapes of this iconic wine region.

  • Villa Ermellina Siena, a Tribute Portfolio Hotel: Nestled 22.5km from the picturesque Chianti Region, Villa Ermellina Siena offers a sophisticated blend of business amenities and pet-friendly accommodations. This 4-star hotel caters to business travellers with features such as multiple meeting rooms, an accessible business centre, and expansive conference spaces. The environment is welcoming for pets, providing necessary amenities like food and water bowls, making it an excellent choice for those travelling with furry companions. With a focus on professional services and comfort, this hotel is ideal for those seeking a productive yet relaxing retreat.
  • Hotel Borgo San Luigi: Located 22.5km from the enchanting Chianti Region, Hotel Borgo San Luigi is a 4-star haven for nature enthusiasts and business travellers alike. This charming property seamlessly combines a tranquil natural setting with essential business facilities, including multiple meeting rooms and a dedicated business centre. Surrounded by the beauty of Tuscany, guests can unwind in a serene environment while having access to modern amenities that accommodate work needs. Whether you're attending a conference or enjoying the scenic landscape, this hotel provides a delightful and versatile experience.
  • Four Points by Sheraton Siena: Situated 20.9km from the captivating Chianti Region, Four Points by Sheraton Siena is the perfect family-friendly getaway. This 4-star accommodation is well-equipped for families, offering amenities such as free cribs and childcare services, ensuring a comfortable stay for guests of all ages. The hotel is also pet-friendly, allowing pets on-site and providing essential amenities for their care. With a focus on family and nature, this hotel invites guests to explore the beautiful surroundings while enjoying a relaxing, home-like atmosphere.

Where to stay near Chianti Region

Exploring the Chianti Region in Tuscany is a dream come true for any traveller seeking romance and natural beauty. Nestled among picturesque hillside towns and stunning vineyards, the area offers a relaxing atmosphere that is perfect for unwinding. With friendly locals and luxurious accommodations, you'll find a convenient base to explore the charming Chianti hills, indulge in local wines, and soak in the breathtaking scenery that defines this enchanting region.

  • Volpaia: Nestled a mile from the heart of the Chianti Region, Volpaia is a picturesque village known for its charming ambiance and romantic allure. Visitors often flock here during the summer months, particularly from July to September, seeking outdoor adventures and entertainment-themed experiences. The village offers a unique blend of historic charm, with nearby monuments and castles that invite exploration. After a day of sightseeing, unwind at one of the local spas, making Volpaia a perfect destination for couples and those looking for a peaceful retreat.
  • Lamole: Located two miles from the Chianti Region, Lamole is a quaint village steeped in culture and history. Like Volpaia, it attracts tourists mainly in the warmer months, especially from July to September. Visitors are drawn to its enchanting atmosphere and cultural experiences, with historic places and majestic castles nearby. Lamole is ideal for those seeking a blend of romantic getaways and entertainment, making it a delightful stop for anyone looking to immerse themselves in the rich tapestry of Tuscan life.
  • Radda in Chianti: Just three miles from the Chianti Region, Radda in Chianti is a vibrant city that offers a year-round appeal to travellers. Known for its romantic settings and outdoor activities, peak visitor times occur in April, July, and September. The city boasts a range of spas and wellness centres, perfect for unwinding after a day of exploring its historic sites and castles. Radda in Chianti is a hub of culture and charm, making it a must-visit for those wanting to experience the best of Tuscany.

Things to do near Chianti Region

The Chianti Region is perfect for a romantic and entertaining outdoor vacation. Visitors can indulge in rejuvenating spa treatments, explore charming boutiques, and enjoy scenic vineyard tours. Don't miss the opportunity to visit Chianti itself, where you can soak in the stunning landscapes and experience the rich culture and history of Tuscany. It's a delightful destination for those seeking both relaxation and adventure.

Shopping

Experience the Chianti Region’s shopping charm at The Mall Luxury Outlet, located 20.9km away, offering luxury brands in a vibrant atmosphere. Closer to home, visit Ra-Ma snc and Fashion Groove, both 19.3km away, for unique gifts and souvenirs amidst family-friendly vibes.

Recreation

At Villa a Sesta Polo Club, indulge in a luxurious wellness experience surrounded by scenic landscapes. Enjoy rejuvenating spa treatments and unwind in elegant settings. For sports enthusiasts, Siena Stadium and Stadio Artemio Franchi offer thrilling events, allowing you to immerse yourself in the vibrant local sports culture.

Adventure

The Sentierelsa Trail offers a scenic hiking experience, located 22.5km from Chianti Region, perfect for outdoor enthusiasts seeking adventure amidst stunning landscapes. For a thrill, the Siena Circuit provides an exciting karting experience 25.7km away, while Tuscany MTB Guide caters to mountain biking enthusiasts nearby.

Nightlife

The Chianti Region offers an enchanting nightlife experience. Enjoy a romantic evening at the Teatro dei Rinnovati or the Vittorio Alfieri Theater, both known for their cultural charm. For a unique twist, visit the Chianti Observatory for a cosmic adventure just a short drive away.

*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, consider travelling during the off-peak months of January, February, or November for lower accommodation rates. Booking about a month in advance or exploring last-minute deals on platforms like Expedia can yield significant savings. Aim to stay on a Monday for the best rates, and use Expedia to compare hotel prices, especially by selecting eco-friendly options. Additionally, combining your hotel, flights, and activities into a package can further reduce costs. Don’t forget to take advantage of free outdoor activities and scenic walks in the picturesque countryside.

  • 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 refine your choices based on factors such as your budget, desired location, and type of accommodation. For instance, by selecting the Eco-certified option, you can view a selection of sustainable and environmentally-friendly hotels currently available. To discover the best prices and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some 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, offers a delightful mix of romance, entertainment, and outdoor adventures. Visitors can explore charming churches, historic castles, and lively piazzas, all while indulging in the area's renowned wineries and picturesque vineyards. With the stunning hills of Chianti as a backdrop, this destination is perfect for travellers seeking rich cultural experiences and a romantic getaway.

  • Castello di Radda Winery: Nestled within a picturesque landscape, this enchanting castle offers a romantic atmosphere and a glimpse into Tuscany's rich cultural heritage. Enjoy wine tastings and guided tours that unveil the secrets of winemaking while soaking in stunning views of the surrounding vineyards.
  • Piazza del Campo: A vibrant hub in the heart of Siena, this iconic square is renowned for its unique shell shape. Experience the lively atmosphere, local cafés, and cultural events, making it a perfect spot to immerse yourself in Tuscan life.
  • Palazzo Pubblico: This historic palace stands as a testament to Siena's political history. Explore its stunning architecture and impressive frescoes, and take in panoramic views of the city from its tower, enriching your cultural experience.

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

Accessing the Chianti Region is convenient via several major airports. Florence Airport (FLR-Peretola) is approximately 33.8km away, with nearby hotels like the 5-star Bernini Palace and Palazzo Montebello, offering various transportation services including 24-hour airport shuttles. Pisa Airport (PSA-Galileo Galilei) is 80.5km away, featuring luxurious options such as Bagni di Pisa Palace & Thermal Spa and Pisa Tower Plaza, both providing shuttle services. Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) is 104.6km from Chianti, with top hotels like Sina Brufani, offering on-request airport shuttles and transfers. Each airport presents excellent access to the enchanting landscapes of Tuscany.

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Frequently asked questions

Where can I find the best nightlife in Chianti Region?
The Chianti Region in Tuscany is renowned for its stunning landscapes, exquisite wines, and charming villages, but it also offers delightful options for those seeking a taste of the local nightlife.

The town of Greve in Chianti is a lovely spot to begin your evening. Known for its picturesque piazza, you'll find a variety of wine bars and traditional trattorias that often host live music events, allowing you to sip on local Chianti wines while enjoying a lively atmosphere.

Further along, the village of Radda in Chianti features quaint wine cellars and rustic bars where you can unwind after a day of exploring. Here, you might stumble upon small gatherings and local events that celebrate Tuscan culture, making it a superb choice for a relaxed night out.

If you're in Castellina in Chianti, you'll discover a vibrant scene with a mix of wine bars and restaurants that often stay open late, allowing you to savour delicious Tuscan cuisine paired with regional wines in a warm and inviting setting.

Finally, the nearby town of San Gimignano, while a bit further from the heart of Chianti, has bars and gelaterias that come alive in the evenings, especially during the summer months. The breathtaking views from the town's towers make for a memorable backdrop to your night out.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chianti Region.
How can I save on a Chianti Region hotel booking with Expedia?
Members always get our best prices. Find our best Chianti Region hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Chianti Region hotel?
Prices for hotels in Chianti Region often vary, but you can find a great deal from CA $65 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.