Romantic Holidays in Chianti Region 2026

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Palazzo Leopoldo Dimora Storica & Spa

Via Roma 33 Radda in Chianti SI

35 min drive from Antinori nel Chianti Classico

Stay at this spa hotel in Radda in Chianti. Enjoy free Wi-Fi, free parking and 2 indoor pools. Popular attractions Castello di Radda Winery and Volpaia are located ...

9.2/10 Wonderful! (299 reviews)

Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub

Travellers say...

"We had room 16 at the very top floor with beautiful views of the valley. The room has a separate sitting area with a pullout bed perfect for families. Also very conveniently located in the heart of Radda. Breakfast was lovely and the staff is so nice, even remembered our coffee preferences each morning. ..."

Reviewed on 13 Sept 2026

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

10 min drive from Antinori nel Chianti Classico

Stay at this luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Poggio al Bosco and Castello di Barberino ...

9.6/10 Exceptional! (144 reviews)

Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub

Travellers say...

"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."

Reviewed on 11 Sept 2026

Villa il Poggiale - Dimora Storica

Via Empolese 69 San Casciano in Val di Pesa FI

10 min drive from Antinori nel Chianti Classico

Stay at this spa property in San Casciano in Val di Pesa. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Monastery of Sorelle Clarisse ...

9.4/10 Exceptional! (155 reviews)

Couples like: on-site spa services, couples spa treatments, al fresco dining, Hot tub

Travellers say...

"An unbelievable stay and location with exceptional amenities. The staff, facility, food and our room were exactly the perfect blend for our trip to Tuscany. Highly recommend and we intend to go back the next time we had to the region."

Reviewed on 12 Sept 2026

See all 4,924 properties in Chianti Region

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.