Find Romantic Hotels in Chianti Region

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Romantic Hotels

Top Chianti Region Romantic Hotels

Exterior detail
La Certosa di Pontignano
La Certosa di Pontignano
9.6 out of 10, Exceptional, (485)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is NT$2,403
NT$2,787 total
includes taxes & fees
Oct 23 - Oct 24
La Certosa di Pontignano
Seasonal outdoor pool
Castello Vicchiomaggio
Castello Vicchiomaggio
9.4 out of 10, Exceptional, (368)
"Beautiful grounds. Room was spacious and the breakfast was delicious. Very friendly staff."
United States
Devin
The price is NT$5,420
NT$5,962 total
includes taxes & fees
Oct 19 - Oct 20
Castello Vicchiomaggio
2 outdoor pools, pool umbrellas, sun loungers
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5.0 star property
9.2 out of 10, Wonderful, (188)
"This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint "
United States
Jennifer
Borgo Scopeto Wine & Country Relais
Lobby lounge
Villa Cassia di Baccano
Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NT$4,403
NT$4,843 total
includes taxes & fees
Nov 4 - Nov 5
Villa Cassia di Baccano
Seasonal outdoor pool
Pieve Aldina - Fontenille Collection
Pieve Aldina - Fontenille Collection
5.0 star property
10.0 out of 10, Exceptional, (30)
"Everything was exquisite!! From the service , the food, wine, olive oil, pool, bedding, room decor, outdoor seating spaces etc etc etc - perfection !!!! We enjoyed celebrating our 25th anniversary here so much and hope we are fortunate enough to come back. "
Canada
Karen
Pieve Aldina - Fontenille Collection
Poolside bar
Relais Vignale & Spa
Relais Vignale & Spa
4.0 star property
9.2 out of 10, Wonderful, (281)
"Beautiful clean quiet. Would visit again. "
United States
jaycie
The price is NT$5,069
NT$6,674 total
includes taxes & fees
Oct 20 - Oct 21
Relais Vignale & Spa
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers
Villa I Barronci Resort & Spa
Villa I Barronci Resort & Spa
4.0 star property
9.2 out of 10, Wonderful, (405)
"Staff wa really accommodating. Resort really has it all to almost never had to leave they even helped us book a nice wine tour! "
United States
Luis
The price is NT$2,897
NT$3,402 total
includes taxes & fees
Nov 17 - Nov 18
Villa I Barronci Resort & Spa
Restaurant
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
9.4 out of 10, Exceptional, (163)
" Amazing place for vacation "
United States
Tania
The price is NT$4,583
NT$5,184 total
includes taxes & fees
Oct 21 - Oct 22
Borgo di Pietrafitta Relais
Breakfast, lunch, dinner served; Italian cuisine, garden views
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
9.4 out of 10, Exceptional, (189)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
The price is NT$4,952
NT$5,590 total
includes taxes & fees
Oct 19 - Oct 20
Castello di Fonterutoli Wine Resort
Seasonal outdoor pool, sun loungers
Castello di Meleto
Castello di Meleto
8.8 out of 10, Excellent, (86)
"Lovely views and the apartment we stayed in was perfect and spacious. Weather was a bit too hot but the pools really helped control it. Would definitely go back!"
United Kingdom
Vladimir
Castello di Meleto
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.
View all properties

Top Chianti Region Hotel Reviews

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

10/10 Excellent
"It was a glorious place. So quaint, clean and rustic. Very relaxing and peaceful stay. Friendly team members and excellent wine. We met some friendly people on the wine tour. The breakfast was delicious! Many options for those who don’t eat pork and a beautiful location. This is a place to return for another vacation. I will be back! 😊 "
Angela 1-night trip
Posted 6 days ago
Castello di Fonterutoli Wine Resort

Explore a world of travel with Expedia