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, (198 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $150
$170 total
includes taxes & fees
May 19 - May 20
Villa Sabolini
Agriturismo San Sano
Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (86 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $98
$113 total
includes taxes & fees
May 10 - May 11
Agriturismo San Sano
Salvadonica - Borgo del Chianti
Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (277 reviews)
The price is $170
$191 total
includes taxes & fees
May 5 - May 6
Salvadonica - Borgo del Chianti
Villa San Lucchese
Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (338 reviews)
Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.
The price is $94
$111 total
includes taxes & fees
May 6 - May 7
Villa San Lucchese
Villa il Poggiale - Dimora Storica
Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (147 reviews)
Escape to this quiet Tuscan villa with an outdoor pool and bar. After a day of sightseeing nearby Florence attractions, enjoy hot stone massages and body treatments. Free breakfast, WiFi and parking complete your peaceful retreat.
The price is $105
$117 total
includes taxes & fees
May 5 - May 6
Villa il Poggiale - Dimora Storica
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (207 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $222
$249 total
includes taxes & fees
May 13 - May 14
Castello di Fonterutoli Wine Resort
Castello di Tornano Wine Resort
Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (103 reviews)
Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.
The price is $217
$249 total
includes taxes & fees
May 13 - May 14
Castello di Tornano Wine Resort
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (172 reviews)
Escape to this charming farm stay in Castellina in Chianti with an outdoor pool and attached winery. After a massage, explore the garden or sip drinks at the bar. Nearby Casa Vinicola Luigi Cecchi and free WiFi enhance your Italian getaway.
The price is $135
$153 total
includes taxes & fees
May 11 - May 12
Borgo di Pietrafitta Relais
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (527 reviews)
The price is $154
$179 total
includes taxes & fees
Jun 3 - Jun 4
La Certosa di Pontignano
Castello Vicchiomaggio
Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
Set in Greve in Chianti, this charming property offers regional cuisine at restaurant Vicchiomaggio plus complimentary WiFi and parking. Explore nearby Verrazzano Castle and Piazza Matteotti, then return to enjoy the terrace and garden views celebrated by guests.
The price is $238
$262 total
includes taxes & fees
May 5 - May 6
Castello Vicchiomaggio
Torre a Cona Wine Estate
Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (92 reviews)
Immerse yourself in vineyard views at this farm stay with a restaurant and bar. Free perks include breakfast, WiFi, and parking. Explore nearby Castello di Volognano, just a short drive from Rignano sull'Arno-Reggello Station.
The price is $333
$370 total
includes taxes & fees
May 4 - May 5
Torre a Cona Wine Estate
Hotel Il Viandante
Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (163 reviews)
Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cozy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.
The price is $100
$134 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Il Viandante
Hotel Borgo San Luigi
Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (420 reviews)
Immerse yourself in Italian charm at this countryside hotel featuring a seasonal outdoor pool with dedicated children's area. Enjoy Italian cuisine at LA BIANCA RESTAURANT before unwinding at the poolside bar. Near Le Caldane Thermal Baths with free breakfast and parking.
The price is $269
$304 total
includes taxes & fees
May 13 - May 14
Hotel Borgo San Luigi
Hotel Tenuta Il Burchio
Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (202 reviews)
Escape to this Tuscan retreat with an inviting outdoor pool and poolside bar. Enjoy regional specialties at the hotel restaurant after exploring nearby Fashion Groove and The Mall Luxury Outlet. Free breakfast, WiFi, and parking complete your family-friendly stay.
The price is $83
$95 total
includes taxes & fees
May 12 - May 13
Hotel Tenuta Il Burchio
Dievole Wine Resort
Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (182 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is $357
$402 total
includes taxes & fees
May 5 - May 6
Dievole Wine Resort
HOTEL LA FENICE
HOTEL LA FENICE
Reggello
The price is $85
$100 total
includes taxes & fees
May 4 - May 5
HOTEL LA FENICE
La pietra del cabreo
La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (99 reviews)
Nestled in charming Greve in Chianti, this countryside B&B offers a seasonal outdoor pool and complimentary perks including breakfast, WiFi, and parking. Located near Montefioralle Winery and Wine Museum, guests consistently praise the attentive staff.
The price is $230
$258 total
includes taxes & fees
May 6 - May 7
La pietra del cabreo
Agriturismo Montemagni di Sopra
Agriturismo Montemagni di Sopra
Greve in Chianti
9.0 out of 10, Wonderful, (9 reviews)
Sip estate wines at this charming farm stay in Greve in Chianti with free breakfast and outdoor pool. Explore Verrazzano Castle nearby or unwind on the scenic rooftop terrace after dining at the on-site restaurant.
The price is $144
$163 total
includes taxes & fees
May 4 - May 5
Agriturismo Montemagni di Sopra
Villa I Barronci Resort & Spa
Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (418 reviews)
Escape to this luxurious resort in San Casciano in Val di Pesa offering Italian cuisine at da Tiberio restaurant. Unwind in the outdoor pool, hot tub, or indulge in deep-tissue massages at the spa, all while exploring nearby museums.
The price is $139
$160 total
includes taxes & fees
May 4 - May 5
Villa I Barronci Resort & Spa
Castello La Leccia
Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (103 reviews)
The price is $371
$413 total
includes taxes & fees
May 12 - May 13
Castello La Leccia
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 Chianti Region

Learn more about Chianti Region

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

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