Chianti Region Holidays

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Top hotels in Chianti Region

Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
The price is S$87 per night from 12 Oct to 13 Oct
S$87
12 Oct - 13 Oct
includes taxes & fees
8/10 Very Good! (452 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 Jul, 2025

Hotel Ristorante Alcide
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
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

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Castello di Spaltenna- Small Luxury Hotels of the World
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

4 out of 5
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 14 Oct to 15 Oct
S$223
14 Oct - 15 Oct
includes taxes & fees
9.2/10 Wonderful! (394 reviews)
"Beautiful resort in a beautiful country side of Florence. Also restaurant dinner was amazing. Excellent service!!"

Reviewed on 31 Aug, 2025

Villa I Barronci Resort & Spa
See all 5,098 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.

Popular places to visit

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.

The Mall Luxury Outlet

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.

Tenuta Torciano Winery

Verrazzano Castle

You can find out about the history of Greve in Chianti when you stop by Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

What to do in Chianti Region

Chianti Wineries Tour with 7 Wine Tastings from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

S$129
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
Siena: Horseback Adventure in the Tuscan Countryside

Siena: Horseback Adventure in the Tuscan Countryside

S$241
per adult
Siena: Horseback Adventure in the Tuscan Countryside
Chinati vineyard

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

S$224
per adult
100% of travellers recommend
Essence of Chianti Small Group Tour with Lunch and Tastings from Florence
See all activities in Chianti Region

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.