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

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 ¥19,176
¥22,571 total
includes taxes & fees
Jul 16 - Jul 17
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (98 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is ¥18,361
¥20,935 total
includes taxes & fees
Jul 14 - Jul 15
Agriturismo San Sano

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (74 reviews)
"Everything was great. I strongly recommend "
Canada
Kody
The price is ¥10,871
¥12,696 total
includes taxes & fees
Jul 14 - Jul 15
B&B Poggiobonizio

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (351 reviews)
"The hotel staff was very unenthusiastic, parking was convenient, it was okay, breakfast was amazing, overall just average. "
Canada
Shalayna
The price is ¥10,221
¥12,350 total
includes taxes & fees
Jul 17 - Jul 18
Hotel Toscana Ambassador

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 ¥14,882
¥20,062 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Il Viandante

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (273 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 ¥15,750
¥17,880 total
includes taxes & fees
Jul 27 - Jul 28
Villa Castiglione

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is ¥53,692
¥60,168 total
includes taxes & fees
Jul 18 - Jul 19
Chapter Chianti, a Member of Design Hotels

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (349 reviews)
"Beautiful place to spend your time while discovering Tuscany."
United States
Simona
The price is ¥26,961
¥30,764 total
includes taxes & fees
Jul 22 - Jul 23
Villa San Lucchese

Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (126 reviews)
"The staff was amazing!"
United States
Nancy
The price is ¥12,642
¥14,644 total
includes taxes & fees
Jul 14 - Jul 15
Hotel Bellavista Impruneta

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (225 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 ¥9,061
¥12,920 total
includes taxes & fees
Jul 14 - Jul 15
Hotel Casafrassi
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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