Chianti Region Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 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
Chianti Region Holiday
Our pick of the best Chianti Region Hotel Deals
Hotel Ristorante Alcide
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is NZ$114 per night from 12 Oct to 13 Oct
NZ$114
12 Oct - 13 Oct
includes taxes & fees
8/10 Very Good! (453 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."
Reviewed on 7 July 2025
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (252 reviews)
"An utterly enchanting escape nestled within the Tuscan hills, Castello di Spaltenna perfectly blends centuries-old charm with modern elegance. The spa and both indoor and outdoor pools are wonderfully indulgent, complemented by serene views across vineyards and olive groves. The Michelin-starred ..."
Reviewed on 7 Sept 2025
Villa I Barronci Resort & Spa
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 21 Sept to 22 Sept
NZ$260
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (396 reviews)
"Wonderful place to stay to soak in the views of Tuscany. The pool area with views are gorgeous. Breakfast was fantastic. Rooms were clean, property was quiet. There are a lot of dining options a 10 min drive away in the town of San Casciano. You definately need a car here. Absoltuely wonderful stay, ..."
Reviewed on 13 Sept 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.
Discover the most popular places to visit in Chianti Region
Antinori nel Chianti Classico
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the stunning cathedral and wineries in this walkable area.
The Mall Luxury Outlet
During your visit to Reggello, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and stunning cathedral in this walkable area.
Tenuta Torciano Winery
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.
What to do in Chianti Region
VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti
NZ$238
per adult
90% of travellers recommend
Chianti Wineries Tour with 7 Wine Tastings from Florence
NZ$169
per adult
Essence of Chianti Small Group Tour with Lunch and Tastings from Florence
NZ$296
per adult
100% of travellers recommend
More holiday ideas
Expedia's Latest Trends
Hotels
- Amalfi Coast Cheap Hotels
- Cabin Rentals Waikato
- Avana Waterfront Apartments
- Nadi hotels
- Sorrento Hotels
- Serain Residences On Surfers Private Apartments
- Bailey's At The Beach Motel
- Sunset Resort - Adults Only
- Cinque Terre National Park hotels
- Bassingers Motor Lodge
- Sheraton Lincoln Harbor Hotel
- War Memorial Conference Center hotels
- Amalfi Coast hotels
- Hastings hotels
Flights
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
