Hotels in Chianti Region

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Villa Sabolini
Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (189 reviews)
  • cleanliness
    Sip espresso on a charming Italian terrace with views from this Tuscany retreat.
The price is AU$160
includes taxes & fees
11 Mar - 12 Mar
Villa Sabolini
Castello di Tornano Wine Resort
Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (100 reviews)
  • cleanliness
    Enchanting Tuscan winery resort offering castle grounds, pool, and tennis courts.
Castello di Tornano Wine Resort
Castello Vicchiomaggio
Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (372 reviews)
  • cleanliness
    Experience the Tuscan countryside at this winery farmstay with seasonal pool.
The price is AU$277
includes taxes & fees
13 Mar - 14 Mar
Castello Vicchiomaggio
Castello La Leccia
Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (96 reviews)
The price is AU$285
includes taxes & fees
13 Mar - 14 Mar
Castello La Leccia
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (511 reviews)
The price is AU$165
includes taxes & fees
19 Feb - 20 Feb
La Certosa di Pontignano
Hotel Borgo San Luigi
Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (408 reviews)
  • cleanliness
    Rustic Tuscan retreat with tennis court and scenic rooftop terrace awaits in Monteriggioni.
Hotel Borgo San Luigi
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201 reviews)
  • cleanliness
    Experience Tuscan elegance at this wine resort with on-site winery in Chianti.
The price is AU$267
includes taxes & fees
27 Feb - 28 Feb
Castello di Fonterutoli Wine Resort
Il Borro - Relais & Châteaux
Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (100 reviews)
  • cleanliness
    Tuscan farmhouse near Loro Ciuffenna offers winery adventures and wellness escape.
The price is AU$678
includes taxes & fees
24 Feb - 25 Feb
Il Borro - Relais & Châteaux
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169 reviews)
  • cleanliness
    Tuscan winery retreat with massages, plus easy access to Chianti attractions.
The price is AU$151
includes taxes & fees
15 Mar - 16 Mar
Borgo di Pietrafitta Relais
La pietra del cabreo
La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Experience serene Tuscan countryside living at this stylish retreat in Greve in Chianti.
La pietra del cabreo
Agriturismo Montemagni di Sopra
Agriturismo Montemagni di Sopra
Greve in Chianti
9.0 out of 10, Wonderful, (8 reviews)
  • cleanliness
    Tuscan wine country escape with seasonal pool and rooftop terrace views.
The price is AU$157
includes taxes & fees
24 Feb - 25 Feb
Agriturismo Montemagni di Sopra
Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (379 reviews)
  • cleanliness
    Enjoy a Tuscan retreat with a winery, spa, and dual dining experiences nearby.
The price is AU$177
includes taxes & fees
5 Mar - 6 Mar
Villa Casagrande Resort & SPA
Castello di Meleto
Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (93 reviews)
  • cleanliness
    Stay at a historic castle vineyard with a seasonal outdoor pool in Gaiole in Chianti.
Castello di Meleto
Borgo Del Cabreo
Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (270 reviews)
Borgo Del Cabreo
Corte di Valle Wine and Resort
Corte di Valle Wine and Resort
Greve in Chianti
9.4 out of 10, Exceptional, (31 reviews)
  • cleanliness
    Relaxing Tuscan wine resort with pool and hiking trails in the Greve countryside.
Corte di Valle Wine and Resort
Salvadonica - Borgo del Chianti
Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (265 reviews)
The price is AU$162
includes taxes & fees
23 Feb - 24 Feb
Salvadonica - Borgo del Chianti
Torrebianca Tuscany
Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40 reviews)
  • cleanliness
    Wake up to Tuscan charm at this B&B, minutes from The Mall Luxury Outlet.
The price is AU$159
includes taxes & fees
8 Mar - 9 Mar
Torrebianca Tuscany
Villa il Poggiale - Dimora Storica
Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145 reviews)
  • cleanliness
    Experience the Tuscan countryside with a rooftop terrace and spa treatments.
Villa il Poggiale - Dimora Storica
A Casa Da Agata
A Casa Da Agata
Loro Ciuffenna
10.0 out of 10, Exceptional, (1 review)
  • cleanliness
    Hike scenic trails and enjoy terrace views at this charming Loro Ciuffenna B&B.
The price is AU$204
includes taxes & fees
1 Mar - 2 Mar
A Casa Da Agata
Capanna 1826
Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (43 reviews)
  • cleanliness
    Unwind at a charming San Gimignano farm stay with winery and garden terrace.
Capanna 1826
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.

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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.

Top landmarks in Mediterranean Region

Learn more about Chianti Region

Admired for its wineries and castle, Chianti Region features attractions such as Borgo di Vescine - Tenute di Castelvecchi and Castello di Albola. This relaxing city has something for everyone including restaurants and sights like Castello di Radda Winery and Il Molino di Grace Winery—all within a rural setting.

Chianti Region showing farmland

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Frequently asked questions

Why should I book my Chianti Region hotel with Hotels.com?
There are lots of reasons to book your Chianti Region trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Chianti Region

Whispers of the Hills: Discover the Enchantment of Chianti's Countryside and Castles

Nestled in the heart of Tuscany, the Chianti Region enchants with its rolling hills, verdant vineyards, and charming medieval castles. This idyllic countryside is a haven for wine lovers, boasting some of the world’s finest vineyards, where you can indulge in exquisite Chianti Classico tastings. Explore picturesque villages like Greve and Radda, savour authentic Tuscan cuisine, and wander through olive groves under the golden sun. With its romantic landscape and rich cultural heritage, Chianti offers an unforgettable escape for those seeking adventure, relaxation, and a taste of la dolce vita.

Discover great hotels near Chianti Region

Discover a range of charming hotels and accommodations in the picturesque Chianti Region of Tuscany. From rustic villas to welcoming B&Bs, you’ll find options in Castellina in Chianti that offer stunning views, delicious local cuisine, and easy access to the area's renowned vineyards and rolling hills. Here are some of the most popular hotels with our travellers near Chianti Region:

  1. Borgo CastelvecchiOpens in a new window: This charming agritourism lodging offers a serene getaway for leisure travellers seeking a pet-friendly experience. The property features comfortable accommodations with warm, rustic decor, allowing guests to immerse themselves in the beautiful Tuscan landscape. Key amenities include a welcoming atmosphere for pets, ensuring a delightful stay for those travelling with furry companions. Frequent travellers appreciate the unique blend of tranquility and comfort this hotel provides, making it a preferred choice for those looking to relax and enjoy nature.
  2. Farmhouse Borgo CastelvecchiOpens in a new window: This inviting hotel is ideal for leisure travellers who relish exquisite dining experiences. With a sophisticated restaurant on-site, guests can indulge in a variety of culinary delights prepared with fresh, local ingredients. The stylish decor and attentive service create a welcoming ambience that enhances every meal. Visitors find the hotel's commitment to quality and comfort particularly enjoyable, making it a desirable destination for those seeking a memorable culinary retreat in the heart of the Chianti Region.
  3. Castello di VolpaiaOpens in a new window: This exceptional agritourism lodging is tailored for leisure travellers desiring a unique winery-themed escape. Guests can explore the easily accessible winery vineyard, enjoying curated wine tasting experiences that showcase the region's renowned vineyards. The property features pet-friendly amenities, allowing those travelling with pets to relax in a luxurious setting. Travellers appreciate the authentic Tuscan charm and the opportunity to immerse themselves in the local wine culture, making this hotel a standout choice for those looking to indulge in a distinctive and memorable getaway.

Things to do near Chianti Region

The Chianti Region enchants travellers with its rolling vineyards, picturesque castles, and charming countryside. Expect leisurely vineyard tours, scenic hiking through lush hills, and delightful picnics amidst olive groves. The area’s serene landscapes invite exploration, making it a perfect escape for those seeking both relaxation and adventure in the heart of Tuscany.

  • Verrazzano CastleOpens in a new window – Step into the past at Verrazzano Castle, where you can stroll through ancient stone walls and soak up the rich history of the region. The beautiful countryside surrounding the castle offers a picturesque backdrop for a leisurely walk or a picnic.
  • Piazza MatteottiOpens in a new window – Experience the heart of Chianti at Piazza Matteotti, a charming square perfect for enjoying a coffee or a gelato. This lively piazza is an ideal spot to people-watch and take in the local atmosphere, surrounded by quaint shops and delightful cafés.
  • Meleto CastleOpens in a new window – Discover Meleto Castle, a stunning fortress that invites you to explore its well-preserved architecture. Wander through its gardens and take in breathtaking views of the rolling hills, making it a perfect location for those seeking a serene escape.
  • Monteriggioni CastleOpens in a new window – Visit Monteriggioni Castle, a historic landmark that rises majestically above the landscape. Walk along its ancient walls and imagine life as it was centuries ago, all while enjoying panoramic views that stretch for miles across the Tuscan countryside.
  • Castello di AlbolaOpens in a new window – Uncover the beauty of Castello di Albola, a remarkable castle set amidst lush vineyards. Take a guided tour to learn about its storied past and indulge in wine tasting sessions that celebrate the rich viticulture of the region.

4 tips for savvy savings when booking a hotel near Chianti Region

  1. Book for the cheapest times: The most affordable time to visit the Chianti Region is during January, February, and November, when hotel prices are typically lower. For a truly enriching experience, it’s recommended to stay for at least 3 to 4 days to fully appreciate the area's historical and cultural landmarks. This budget-friendly trip allows you to indulge in winery tours, relax amidst the stunning countryside scenery, and enjoy romantic dining experiences. Visitors can take in the luxury of the region’s castles while engaging in sightseeing opportunities that offer great value for money.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals in the Chianti Region, start by exploring the Deals or Last-Minute Deals sections on Hotels.com, where you may discover reduced rates on nearby hotels as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you seize opportunities for savings. Additionally, Smart Shopping is a useful comparison tool available via the app, enabling you to compare hotel prices and amenities. With these resources, you're more likely to see price drops or new availability, ensuring a memorable last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel’s location, star rating, and the time of year. Therefore, being flexible with your travel dates could enable you to save on your stay near a hotel in the Chianti Region. For those in search of distinctive accommodations, boutique hotels often provide a more personalised experience and may occasionally offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, helping you to find the best deal.
  4. Consider your location: Staying nearer to key attractions or city centres may provide convenience but often comes with a higher price tag. For more affordable options, consider hotels in less central areas or neighbourhoods, striking a balance between cost and accessibility to the places you wish to visit. You might also look into independent hotels situated further out, which can offer a more authentic and budget-friendly experience.

Best time to go to Chianti Region

Chianti Region has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Chianti Region, July to September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is sunny to mostly sunny, with little to no rainfall. However, if you prefer a more relaxed experience, January, February, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

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