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

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Check availability on Chianti Region Romantic Hotels

Tonight
Sep 1 - Sep 2
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Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chianti Region romantic hotels

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
¥14,976
¥29,813 total
includes taxes & fees
Sep 1 - Sep 2
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

2. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Ruffoli
United States
Lorna M.
¥23,368
¥49,889 total
includes taxes & fees
Sep 1 - Sep 2
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

3. Glicini 1, holiday home with pool 30' from Florence

Glicini 1, holiday home with pool 30' from Florence
Tavarnelle Val di Pesa
United States
Joe M.
¥30,638
¥30,638 total
includes taxes & fees
Sep 19 - Sep 20
Glicini 1, holiday home with pool 30' from Florence

4. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
United States
Lynn P.
¥25,501
¥26,057 total
includes taxes & fees
Sep 1 - Sep 2
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

5. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
¥25,965
¥29,118 total
includes taxes & fees
Sep 1 - Sep 2
Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

6. Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views
impruneta
United States
Christine F.
¥15,393
¥47,849 total
includes taxes & fees
Sep 4 - Sep 5
Wonderful Tuscan farmhouse with large spaces and panoramic views

8. Suite Rosso di Sera with A/C and Private bathroom- Villa le Facezie B&B

Suite Rosso di Sera with A/C and Private bathroom- Villa le Facezie B&B
Terranuova Bracciolini
¥34,681
¥35,237 total
includes taxes & fees
Sep 1 - Sep 2
Suite Rosso di Sera with A/C and Private bathroom- Villa le Facezie B&B

9. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
United States
Lara W.
¥75,112
¥93,380 total
includes taxes & fees
Sep 1 - Sep 2
Farmhouse in Chianti

10. La Quercia, apartment with garden for 6/8 people in the heart of Chianti

La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Montespertoli
United States
Mark S.
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
View all properties

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

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Staff was incredibly friendly, rooms very clean and were cleaned every day, and the property is amazing! The restaurant had such great food with a nice atmosphere as well! Highly recommend staying here!"
Eric 5-night trip
Posted 8 days ago
Castello Vicchiomaggio
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"This property is amazing! The views are absolutely breathtaking, and the food is delicious. I highly recommend it. It’s also a fantastic choice for families, as the staff are incredibly accommodating and welcoming toward children."
Stacey 2-night trip
Posted 10 days ago
Hotel Villa Campomaggio
Castello di Tornano Wine Resort

Castello di Tornano Wine Resort

8/10 Good
"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome but its a climb"
John 6-night trip
Posted 3 weeks ago
Castello di Tornano Wine Resort
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 1 month ago
Castello di Spaltenna- Small Luxury Hotels of the World
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"Great staff!"
Philip 1-night trip
Posted 2 months ago
COMO Castello Del Nero
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Loved staying at Villa Le Barone during my time in Tuscany. The property is beautiful, and super relaxing. Breakfast was delicious, and the space for breakfast and dinner was very nice. Pool was amazing a well. Would recommend and would stay there again!"
Nour 3-night trip
Posted 3 months ago
Villa Le Barone

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