Chianti Region Romantic Holidays 2026

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Top Romantic Chianti Region Hotels

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! (296 reviews)

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

Travelers say...

"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"

Reviewed on 14 Aug 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 Antinori nel Chianti Classico and Castello ...

9.6/10 Exceptional! (142 reviews)

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

Travelers say...

"Great staff!"

Reviewed on 27 Jun 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 Antinori nel Chianti Classico ...

9.6/10 Exceptional! (152 reviews)

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

Travelers say...

"Great Stay"

Reviewed on 20 Jul 2026

See all 4,867 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.