Chianti Region Luxury Vacations 2026

Plan, book, travel with confidence
Better together
Save up to NT$25,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury Chianti Region Hotels

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

10 min drive from Antinori nel Chianti Classico

Treat yourself to some sumptuous lodging at COMO Castello Del Nero, where you'll find private pools and Egyptian cotton sheets. Deluxe amenities at this hotel ...

9.6/10 Exceptional! (141 reviews)

"Great staff!"

Reviewed on 2026/6/27

Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone Castelnuovo Berardenga SI

1 hour drive from Antinori nel Chianti Classico

Choose luxury at Castel Monastero - The Leading Hotels of the World, where you can enjoy amenities like designer toiletries, HDTVs, and more. Deluxe amenities ...

8.8/10 Excellent! (145 reviews)

"Overall great. It was a bit colder when we went. I wish they put heat lamps in outside seating areas in the evenings. I did ask and they put one but it needed time to heat up. But other than that - amazing stay!"

Reviewed on 2025/10/4

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

53 min drive from Antinori nel Chianti Classico

Grand Hotel Continental Siena – Starhotels Collezione is one of the Siena luxury 5-star boutique properties where you can pamper yourself with 24-hour room service, ...

See all 4,927 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.