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

Romantic Hotels & Resorts in Chianti Region from AU$207

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Romantic Hotels

Our top choices for Chianti Region romantic hotels

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
"very well maintained hotel with friendly staff"
United States
Lin
The price is AU$248
includes taxes & fees
28 July - 29 July
Palazzo Leopoldo Dimora Storica & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (191 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is AU$207
includes taxes & fees
30 July - 31 July
Hotel Palazzo San niccolò & Spa

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (299 reviews)
"Amazing property, I would HIGHLY recommend everyone stay here!!!"
Canada
tera
The price is AU$368
includes taxes & fees
31 July - 1 Aug
Relais Vignale & Spa

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (277 reviews)
"Very nice calm and relaxing stay"
United States
Rama
The price is AU$635
includes taxes & fees
9 Aug - 10 Aug
Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (177 reviews)
"Beautiful grounds, nice Turkish bath, good breakfast."
United States
Katelyn
The price is AU$363
includes taxes & fees
31 July - 1 Aug
Hotel Villa Campomaggio

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is AU$481
includes taxes & fees
3 Aug - 4 Aug
Chapter Chianti, a Member of Design Hotels

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (251 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is AU$810
includes taxes & fees
28 July - 29 July
Borgo Vescine

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (215 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple Maps and Google Maps gets confused otherwise."
United States
Sachin
The price is AU$786
includes taxes & fees
2 Aug - 3 Aug
Borgo Scopeto Wine & Country Relais

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 AU$377
includes taxes & fees
28 July - 29 July
Castello Vicchiomaggio

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is AU$566
includes taxes & fees
22 July - 23 July
Dievole Wine Resort
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

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

Explore a world of travel with Expedia