Chianti Region Romantic Vacations
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Top Romantic Chianti Region Hotels
Palazzo Leopoldo Dimora Storica & Spa
Via Roma 33, Radda in Chianti, SI
Book a stay at this romantic hotel, featuring a spa and in-room massages. Couples will appreciate the hot tub, al fresco dining, and garden.
9.2/10 Wonderful! (265 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
Travelers say...
"We loved it was easy to get to wineries or small towns we wanted to visit"
Reviewed on Jul 11, 2025
COMO Castello Del Nero
Strada Spicciano 7, Barberino Tavarnelle, FI
For a romantic stay, consider this upscale hotel, featuring a spa, a Michelin star restaurant, and a garden. Couples will appreciate the hot tub and Egyptian ...
9.4/10 Exceptional! (127 reviews)
Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub
Travelers say...
"Beautiful!"
Reviewed on Aug 2, 2025
Villa il Poggiale - Dimora Storica
Via Empolese 69, San Casciano in Val di Pesa, FI
Spa services, al fresco dining, and a garden await visiting couples at this romantic property. The property also offers a hot tub and a rooftop terrace.
9.4/10 Exceptional! (135 reviews)
Couples like: onsite spa services, couples spa treatments, al fresco dining, hot tub
Stay at this hotel!
"This is one of the loveliest hotels I've stayed at. Feels like a home from home (apart from the fact that their home is rather more stately than mine!). I could not fault anything. We will be back as soon as we possibly can."
Reviewed on Aug 3, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.