A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region romantic hotels

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is ¥48,513
¥54,476 total
includes taxes & fees
Jul 25 - Jul 26
Chapter Chianti, a Member of Design Hotels

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.4 out of 10, Very Good, (51 reviews)
"A beautiful place. The staff were so nice and helpful as we were running late for our check in. Would have loved to stay longer!!"
Canada
harman
The price is ¥11,362
¥13,425 total
includes taxes & fees
Jul 21 - Jul 22
Tenuta Decimo

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is ¥20,618
¥24,161 total
includes taxes & fees
Jul 30 - Jul 31
La Certosa di Pontignano

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (400 reviews)
"The hotel is beautiful."
United States
Ruth
The price is ¥38,837
¥42,721 total
includes taxes & fees
Jul 28 - Jul 29
Castello Vicchiomaggio

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (104 reviews)
"Everything from the welcome at the start of our stay, until the moment we checked out was fantastic. The location is breathtaking, the rooms and pool were amazing."
United Kingdom
Tom
The price is ¥45,152
¥50,223 total
includes taxes & fees
Jul 19 - Jul 20
Torre a Cona Wine Estate

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (217 reviews)
"Great Toscana hotel"
United States
Jose
The price is ¥27,137
¥30,591 total
includes taxes & fees
Aug 6 - Aug 7
Villa Sabolini

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (112 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is ¥38,681
¥44,031 total
includes taxes & fees
Aug 5 - Aug 6
Castello di Tornano Wine Resort

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (166 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is ¥15,650
¥20,912 total
includes taxes & fees
Jul 26 - Jul 27
Hotel Il Viandante

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (226 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is ¥9,916
¥13,865 total
includes taxes & fees
Jul 26 - Jul 27
Hotel Casafrassi

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (274 reviews)
"What a place, incredible locafion. Very friendly staff, well decorated rooms. We will be going back again soon. I cant believe this is shown as 2 star on here, easily 5* in my eyes"
United Kingdom
Lee
The price is ¥16,904
¥19,149 total
includes taxes & fees
Jul 28 - Jul 29
Villa Castiglione
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.

Find out more about Chianti Region

Chianti Region attractions for couples

In the picturesque Chianti Region of Italy, travelers can immerse themselves in a tapestry of experiences that blend adventure, culture, and culinary delights. Begin your journey by exploring the charming town of Greve in Chianti, known for its vibrant piazza and wine shops where you can sample some of the finest Chianti Classico. Don't miss a visit to the historic Castello di Brolio, where you can tour the castle and its vineyards, learning about the winemaking process while enjoying breathtaking views of the rolling hills. For those looking to connect with nature, the Chianti hills offer numerous hiking trails that wind through vineyards and olive groves, perfect for a family day out. Indulge in local cuisine at a traditional trattoria, where you can savor dishes prepared with farm-fresh ingredients and paired with local wines. For a luxurious stay, consider accommodations in the quaint village of Radda in Chianti, where boutique hotels offer personalized service and stunning views. Here, you can unwind at a spa after a day of exploration, making each moment of your stay feel special and tailored to your family's needs.

Top Chianti Region Hotel Reviews

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