Find hotels in Chianti Region from NT$2,157

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Our top choices for Chianti Region hotels

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.

"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is NT$1,948
NT$2,289 total
includes taxes & fees
Dec 21 - Dec 22
La Certosa di Pontignano

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
Set amidst Castellina in Chianti, this family-friendly farm stay features an attached winery and refreshing outdoor pool. Enjoy complimentary WiFi and parking while exploring nearby Casa Vinicola Luigi Cecchi and Castellina Fortress, or unwind with massages and garden views.

"Wonderful setting."
United Kingdom
Simon
The price is NT$2,863
NT$3,296 total
includes taxes & fees
Jan 4 - 2026/1/5
Borgo di Pietrafitta Relais

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
Escape to this charming Italian affittacamere featuring a seasonal outdoor pool, poolside bar, and full-service spa. Located near La Salceta Winery and Il Borro Wines, guests enjoy free breakfast, WiFi, and parking. Children's pool adds family appeal.

"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NT$4,510
NT$4,961 total
includes taxes & fees
Jan 15 - 2026/1/16
Villa Cassia di Baccano

Molino di Foci

Molino di Foci
1.0 star property
San Gimignano
9.4 out of 10, Exceptional, (47)
"Breakfast was fresh and beautifully presented in the atrium with a view of the Tuscan landscape. "
Canada
Diego
Molino di Foci

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (90)
Immerse yourself in authentic Tuscany at this historic castle estate. Enjoy wine tastings at the on-site winery, cool off in the seasonal outdoor pool, and dine at La Fornace di Meleto restaurant. Free WiFi and parking complement the beautiful garden and terrace settings.

"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

Locanda Il Gallo

Locanda Il Gallo
3.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (53)
Enjoy Italian countryside comfort at this Greve in Chianti hotel with complimentary breakfast and WiFi. After exploring nearby Sezzate and Verrazzano castles, unwind in the garden or savor drinks at the bar before ordering room service from the restaurant.

"The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! "
United States
Santina
The price is NT$5,027
NT$5,641 total
includes taxes & fees
Dec 30 - Dec 31
Locanda Il Gallo

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (162)
Located in Terranuova Bracciolini, this welcoming hotel offers a cozy bar/lounge and convenient coffee shop. Just minutes from Il Cassero and a short drive from Montevarchi Station, guests consistently praise the attentive staff that enhance your Italian getaway.

"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 NT$2,748
NT$3,755 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Il Viandante

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40)
Immerse yourself in Rignano sull'Arno at this welcoming B&B offering complimentary cooked-to-order breakfast, WiFi, and parking. Located near Fashion Groove and The Mall Luxury Outlet, with Reggello Station just 4 minutes away by car.

"Lovely pool Breakfast good"
United Kingdom
christine
The price is NT$3,223
NT$3,600 total
includes taxes & fees
Jan 11 - 2026/1/12
Torrebianca Tuscany

Resort 37

Resort 37
4.0 star property
Rignano sull'Arno
9.8 out of 10, Exceptional, (36)
Escape to this Tuscan hotel where you can swim in the seasonal outdoor pool and play tennis. Enjoy meals at Ristorante Al Pruno or visit the bar/lounge. Free breakfast, WiFi, and parking enhance your stay near Castello di Volognano.

"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 NT$6,832
NT$7,606 total
includes taxes & fees
Jan 7 - 2026/1/8
Resort 37

Casa di Palaia

Casa di Palaia
Greve in Chianti
10.0 out of 10, Exceptional, (22)
Surrounded by Chianti's rolling hills, this guesthouse offers free breakfast, WiFi, and private pools. Visit nearby Sezzate and Verrazzano Castles, then return to savor a meal at the on-site restaurant after a day of exploring.

"Very well located in the heart if the Tuscany region."
United States
Eli
The price is NT$2,697
NT$3,113 total
includes taxes & fees
Dec 17 - Dec 18
Casa di Palaia

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
Experience Tuscan charm at this hillside hotel with outdoor pool and poolside bar. Enjoy local cuisine at Ristorante Cortefreda after a day of massages at the spa. Near Abbey of Passignano and Casa Sola Winery with helpful staff to enhance your stay.

"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is NT$2,706
NT$3,198 total
includes taxes & fees
Jan 6 - 2026/1/7
Hotel Borgo di Cortefreda Relais

Agriturismo La Forra

Agriturismo La Forra
Cavriglia
9.4 out of 10, Exceptional, (13)
Immerse yourself in Tuscany at this family-friendly farm stay featuring 2 outdoor pools and local cuisine at La Cucina de La Forra. Explore nearby attractions while enjoying free breakfast and parking, plus fitness center and terrace amenities.

"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

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (375)
Escape to this Tuscan retreat featuring 2 restaurants, a winery, and full spa services. Enjoy deep-tissue massages after exploring nearby Franciscan Monastery. Just a 12-minute walk from Figline Valdarno Station with free WiFi and parking for convenient travel.

"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
Canada
Stefanie
The price is NT$3,337
NT$3,744 total
includes taxes & fees
Jan 16 - 2026/1/17
Villa Casagrande Resort & SPA

Agriturismo La Posta Reale

Agriturismo La Posta Reale
Castiglion Fibocchi
9.0 out of 10, Wonderful, (2)
Escape to this charming Castiglion Fibocchi farm stay featuring an attached winery and regional cuisine at Osteria Le 4 Lire restaurant. Explore nearby Il Borro Wines and Fattoria La Vialla with convenient free parking and WiFi throughout your countryside retreat.

"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

Castello di Volpaia

Castello di Volpaia
3.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (65)
This historic Radda farm stay enchants with its winery, Italian cuisine at Osteria Volpaia, and both indoor and outdoor pools. Explore renowned wine tastings near Volpaia and Castello di Albola while enjoying free WiFi and convenient parking.

"A beautiful property with amazing views. The staff is very nice, the room was wonderful and food options were excellent. I highly recommend staying here. The tour of the winery was also fantastic. I loved my time here. "
United States
Gabrielle
The price is NT$6,208
NT$6,976 total
includes taxes & fees
Jan 9 - 2026/1/10
Castello di Volpaia

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
Enchanting affittacamere featuring a seasonal outdoor pool, relaxing massage services, and convenient bar. Located near Monastary of Sorelle Clarisse and Antinori nel Chianti Classico, with complimentary breakfast, WiFi, and parking for a perfect Italian countryside retreat.

"Great people, great location great service"
Canada
James
The price is NT$4,569
NT$5,173 total
includes taxes & fees
Jan 7 - 2026/1/8
Villa il Fedino

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
Escape to this family-friendly hotel featuring an outdoor pool, children's splash area, and poolside bar. Just 15 minutes from Florence attractions like Pitti Palace and Ponte Vecchio, with free breakfast, WiFi, and parking.

"Nice and cute place. Great price. "
United States
Jozsef
The price is NT$1,861
NT$2,157 total
includes taxes & fees
Dec 18 - Dec 19
Villa Castiglione

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
Sip local wines at this charming countryside retreat between Florence and Chianti. The seasonal outdoor pool, hot tub, and Osteria del Poggio restaurant create a relaxing Italian escape. Free breakfast, WiFi and parking complement the attentive service.

"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is NT$3,022
NT$3,470 total
includes taxes & fees
Dec 17 - Dec 18
Relais Poggio Borgoni

Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
Immersed in charming Colle di Val d'Elsa, this B&B offers complimentary buffet breakfast and WiFi access. Explore nearby Art in Color and the Archeological Museum, or discover local hiking trails. Daily housekeeping ensures a comfortable visit in this Tuscan gem.

"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
The price is NT$3,129
NT$3,516 total
includes taxes & fees
Dec 28 - Dec 29
Arnolfo B&B

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201)
Experience Tuscan charm at this wine resort with an attached winery and Osteria di Fonterutoli restaurant serving Italian cuisine. Located in Castellina in Chianti near Mazzei Winery and Walls of Monteriggioni, guests love the helpful staff.

"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is NT$5,813
NT$6,541 total
includes taxes & fees
Dec 17 - Dec 18
Castello di Fonterutoli Wine Resort
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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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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Find out more about Chianti Region

Top reasons to visit Chianti Region

  • Scenic Vineyards: Experience the breathtaking landscapes of the Chianti hills while indulging in world-class wine tastings at picturesque vineyards.
  • Charming Towns: Explore delightful towns like Greve and Radda in Chianti, where friendly locals and rich culture await.
  • Cultural Heritage: Discover ancient churches, majestic castles, and lively piazzas that showcase the region's rich history.
  • Outdoor Adventures: Enjoy various outdoor activities, from hiking to mini-golf, amidst stunning natural scenery.
  • Relaxation and Wellness: Pamper yourself with spa treatments and cozy accommodations for a truly rejuvenating getaway.

Find great hotels near Chianti Region

In the stunning Chianti Region of Tuscany, you'll discover a diverse array of accommodation options, including charming agritourism properties and cozy bed & breakfasts. Whether you're seeking a pet-friendly retreat, a family-friendly environment, or a romantic getaway, Chianti has something to offer every traveler. Explore the beauty of this iconic Italian landscape while enjoying the comforts of a variety of hotels designed to enhance your visit to this enchanting part of Italy.

  • Villa Ermellina Siena, a Tribute Portfolio Hotel: Experience a blend of family-friendly amenities and adventure at Villa Ermellina Siena. This 4-star hotel is designed for those seeking an active vacation, featuring nearby options like biking, hiking, and horseback riding. The property caters to families with children, offering babysitting services and a dedicated kids' pool area. The inviting atmosphere and varied recreational activities make it an ideal choice for families and adventure enthusiasts alike.
  • Hotel Borgo San Luigi: A charming retreat for business travelers and pet owners, Hotel Borgo San Luigi combines convenience with a warm atmosphere. This 4-star hotel welcomes pets, providing amenities such as food and water bowls, making it easy to travel with your furry friend. With its picturesque surroundings and essential services for business travelers, this hotel stands out for offering a comfortable stay with a touch of Tuscan hospitality.
  • Four Points by Sheraton Siena: Nature lovers and families will find their perfect getaway at Four Points by Sheraton Siena. This 4-star accommodation is pet-friendly and features amenities designed for children, including complimentary cribs and in-room babysitting services. Nestled near beautiful landscapes, guests can enjoy a blend of relaxation and adventure, making it a perfect base for exploring the stunning Tuscan countryside while accommodating the needs of families and pets.

Where to stay near Chianti Region

The Chianti Region in Tuscany, Italy, offers a delightful blend of romance and relaxation, perfect for any traveler. Explore charming towns like Greve in Chianti and Radda in Chianti, where friendly locals welcome you with open arms. Immerse yourself in the stunning scenery, indulge in world-class wines, and enjoy outdoor adventures amidst picturesque vineyards. Whether seeking tranquility or entertainment, Chianti promises an unforgettable vacation experience filled with beauty and warmth.

  • Volpaia: Nestled just 1.6km from the heart of the Chianti Region, Volpaia is a charming village that captivates visitors with its romantic atmosphere and rich cultural heritage. This quaint destination sees moderate seasonal traffic, with the busiest months from July to September. Travelers flock here to indulge in spa experiences and to explore the nearby historic monuments and palaces. The picturesque streets of Volpaia, lined with traditional stone buildings, invite leisurely strolls, making it an ideal spot for couples seeking a tranquil retreat amidst stunning Tuscan landscapes.
  • Lamole: Located 3.2km from the Chianti Region, Lamole is a hidden gem known for its breathtaking outdoor adventures and romantic ambiance. This village experiences similar seasonal trends, peaking in summer months, particularly from July to September. Visitors can immerse themselves in nature by hiking the scenic trails that wind through the surrounding hills. Lamole's proximity to historical landmarks like ancient castles and town halls adds an enriching cultural layer to the outdoor experience. Whether you are seeking a peaceful getaway or an adventure in nature, Lamole offers a delightful blend of both.
  • Radda in Chianti: Just 4.8km from the Chianti Region, Radda in Chianti is a vibrant city that draws travelers year-round, with peak visits in April, July, and September. Renowned for its enchanting blend of romance, entertainment, and outdoor activities, Radda features an array of spas, shopping areas, and charming streets. Visitors can explore historic sites, including castles and quaint buildings that tell the story of this picturesque locale. With its lively atmosphere and rich history, Radda serves as an excellent base for discovering the enchanting beauty of the Chianti countryside.

Things to do near Chianti Region

The Chianti Region in Tuscany is perfect for a romantic getaway filled with entertainment and outdoor adventures. Engage in delightful wine tastings and explore the beautiful vineyards. Pamper yourself with spa and body treatments, or enjoy a round of mini-golf. Don't miss a tour of Chianti to experience the stunning landscapes and local culture, ensuring a memorable vacation in this enchanting part of Italy.

Shopping

In the Chianti Region, indulge in shopping at The Mall Luxury Outlet, located 20.9km away, featuring luxury brands and a vibrant atmosphere. Ra-Ma snc, a charming local store just 19.3km from Chianti, offers unique gifts. Don't miss Fashion Groove, also 19.3km away, for trendy finds.

Recreation

At Villa a Sesta Polo Club, indulge in high-end wellness experiences surrounded by serene landscapes. For sports enthusiasts, Siena Stadium and Stadio Artemio Franchi offer thrilling sporting events, ensuring a lively and energetic atmosphere to complement your Chianti getaway.

Adventure

Embark on the Sentierelsa Trail, a scenic 22.5km hiking adventure showcasing the beauty of the Chianti Region. Experience thrills at the Siena Circuit, a karting venue located 25.7km away. For mountain biking, join Tuscany MTB Guide, also 22.5km from Chianti, and enjoy the great outdoors.

Nightlife

The Chianti Region offers a unique nightlife experience. Enjoy stargazing at the Chianti Observatory, just 9.7km away, or immerse yourself in culture and romance at the Vittorio Alfieri Theater, located 22.5km away. For family-friendly entertainment, visit the Arcetri Observatory, 27.4km from Chianti.

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

Booking tips and Expedia advantages for Chianti Region

For a budget-friendly trip to the Chianti Region, consider visiting in January to February or November when prices are lower. Book your hotel about a month in advance, and look for last-minute deals on Expedia, especially on Mondays for the best rates. Utilize Expedia’s search tools to compare accommodation prices and filter for eco-friendly options. Combine your hotel, flights, and activities for additional savings through package deals. Don’t forget to explore free activities like wine tastings and scenic hikes to fully enjoy the area without overspending.

  • 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 refine your options based on your budget, desired location, and preferred hotel style. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort 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 deal.

Find the best attractions near Chianti Region

The Chianti Region in Tuscany, Italy, offers a perfect blend of romance, outdoor adventures, and entertainment. Visitors can explore charming churches, majestic castles, and lively piazzas while indulging in the area's rich culture. Don't miss the stunning Chianti hills and renowned wine regions, including the famous Chianti wine district and picturesque vineyards. This enchanting destination is truly a gateway to unforgettable experiences in the heart of Tuscany.

  • Castello di Albola: Nestled 3.2km from Chianti, this enchanting castle offers a romantic atmosphere steeped in history. Explore its beautiful grounds, enjoy wine tastings, and immerse yourself in the rich cultural heritage of Tuscany.
  • Piazza Matteotti: Located 8.0km away, this vibrant square is the heart of local life, bustling with cafes, shops, and cultural events. Stroll through its charming streets and soak in the lively ambiance that reflects the essence of city life in Tuscany.
  • Church of Santa Maria Assunta: Just 4.8km from Chianti, this stunning church boasts exquisite architecture and a serene atmosphere. Experience the spiritual culture and admire the artistic details that tell the story of its rich past.

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 is convenient with major airports nearby. Florence Airport (FLR-Peretola) is 33.8km away, with luxury hotels like Bernini Palace and Palazzo Montebello just 4 and 4.8km from the airport, offering various transportation services. Pisa Airport (PSA-Galileo Galilei) is located 80.5km away, featuring hotels such as Bagni di Pisa Palace & Thermal Spa and Pisa Tower Plaza, both providing shuttle services. For those flying into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is 104.6km away, options like Sina Brufani and Borgobrufa Spa Resort are available, with comprehensive transport services offered.

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