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

Romantic Hotels & Resorts in Chianti Region from AU$165

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Check availability on Chianti Region Romantic Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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
AU$264
includes taxes & fees
19 Oct - 20 Oct
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
Caleb M.
AU$427
includes taxes & fees
19 Oct - 20 Oct
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

3. 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.
AU$218
includes taxes & fees
22 Oct - 23 Oct
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

4. 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
Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

5. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
United States
Kathleen F.
AU$206
includes taxes & fees
31 Oct - 1 Nov
Old medieval apartment

6. Sorbeto Vacation Home

Sorbeto Vacation Home
impruneta
United States
Christine F.
AU$474
includes taxes & fees
21 Oct - 22 Oct
Sorbeto Vacation Home

7. 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.
AU$237
includes taxes & fees
20 Oct - 21 Oct
Glicini 1, holiday home with pool 30' from Florence

8. Colle di Val d'Elsa - Siena - White Apartment - D

Colle di Val d'Elsa - Siena - White Apartment - D
Colle di Val d'Elsa
AU$260
includes taxes & fees
19 Oct - 20 Oct
Colle di Val d'Elsa - Siena - White Apartment - D

9. Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi

Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi
Reggello
France
Jean-marc L.
AU$165
includes taxes & fees
18 Oct - 19 Oct
Appartment with swimming pool 30 min of Florence, private garden, parking, WiFi

10. Tuscany countryside appartment with pool

Tuscany countryside appartment with pool
Reggello FI
AU$197
includes taxes & fees
18 Oct - 19 Oct
Tuscany countryside appartment with pool
View all properties

Find out more about Chianti Region

Chianti Region attractions for couples

The Chianti Region in Italy is a dream for travellers who seek quality experiences amidst stunning landscapes. Begin your adventure in the charming town of Greve in Chianti, where you can visit the picturesque Piazza Matteotti, renowned for its bustling weekly market and delightful local shops offering exquisite wines and handmade products. Next, indulge in the art of wine-making with a visit to Castello di Verrazzano, where you can tour the vineyard and enjoy a tasting session of their celebrated Chianti Classico wines. For a touch of history, head to the medieval village of Radda in Chianti, where cobblestone streets and ancient walls evoke a timeless charm. Families will appreciate the opportunity to explore the expansive hiking trails at the Castello di Brolio, which not only offer breathtaking views of the rolling hills but also a chance to enjoy a picnic amidst nature. Lastly, don’t miss a cooking class in one of the region’s renowned agriturismos, where you and your family can learn to prepare traditional Tuscan dishes with fresh, local ingredients. For a truly immersive experience, consider staying in a rustic yet luxurious villa in the heart of the Chianti countryside. Properties like Villa Le Barone offer not just elegant rooms but also stunning views and easy access to local attractions. Here, you can unwind by the pool after a day of exploring, enjoy attentive service, and savour authentic Tuscan cuisine at the on-site restaurant. The blend of adventure and relaxation in such a setting ensures your family will create unforgettable memories while enjoying the very best of what Chianti has to offer.

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 6 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 weeks ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 3 weeks ago
Villa Le Barone
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 1 month ago
COMO Castello Del Nero

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