Chianti Region Mountain Holidays

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Top flight + Mountain hotel deals in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Palagina la Dimora

Palagina la Dimora

£388
per person
24 Oct - 28 Oct
found 13 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (353 reviews)
Beautiful to stay in the main house. The breakfasts were great to start the day - really enjoyed sitting around the pool, nice and peaceful with amazing view. Rooms were comfortable. Easy to get out and try local restaurants and visit other places. Only think for us is it could do with a gym - if you're onsite all day, this would have just made the place perfect.

Reviewed on 23 Aug 2026

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4 Night Mountain holidays in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Palagina la Dimora

Palagina la Dimora

£388
per person
24 Oct - 28 Oct
found 13 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (353 reviews)
Beautiful to stay in the main house. The breakfasts were great to start the day - really enjoyed sitting around the pool, nice and peaceful with amazing view. Rooms were comfortable. Easy to get out and try local restaurants and visit other places. Only think for us is it could do with a gym - if you're onsite all day, this would have just made the place perfect.

Reviewed on 23 Aug 2026

Hotel Villa Ambrosina

Hotel Villa Ambrosina

£406
per person
25 Oct - 29 Oct
found 15 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
8.6/10 Excellent! (479 reviews)
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Top Mountain Chianti Region Hotels

Castello di Selvole-Adults Only

Castello di Selvole-Adults Only

Localita Selvole, Vagliagli Radda in Chianti SI
  • 39 min drive from Antinori nel Chianti Classico
Stay at this farm stay in Radda in Chianti. Enjoy free parking, an on-site winery and a rooftop terrace. Popular attractions Castello di Albola and Badia a Coltibuono ...
8.4/10 Very good! (18 reviews)
a lovely warm place to stay
"a wonderful agriturismo with welcoming and warm staff. we felt comfortable from the moment we 1st got there and we didn't want to leave."

Reviewed on 30 Dec 2012

Castello di Selvole-Adults Only
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

CASTELNUOVO BERARDENGA Tuscany
  • 59 min drive from Antinori nel Chianti Classico
Stay at this family-friendly villa in Castelnuovo Berardenga. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions San Felice Winery and ...
10/10 Exceptional! (35 reviews)
"Such a beautiful home in a perfect setting, we immediately felt at home. The daily cleaning service was wonderful and friendly. We loved arriving to a fully stocked kitchen, with enough to make a great meal and several snacks throughout our time. I would highly recommend this home!"

Reviewed on 8 Jul 2026

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
Casa l'Oca, spacious and bright in the heart of Tuscany at the gateway to Chianti.

Casa l'Oca, spacious and bright in the heart of Tuscany at the gateway to Chianti.

Ponte Agli Stolli Tuscany
  • 35 min drive from Antinori nel Chianti Classico
Stay at this holiday home in Figline e Incisa Valdarno. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Querciabella and Savignola Winery ...
9/10 Wonderful! (16 reviews)
"Casa muy bien comunicada a mitad de camino de todo. Paraje precioso, la Toscana es maravilloso, así como su comida y su gente. Casa amplia y bien equipada para nuestra familia de cinco, atención de 10 por parte de Valentina y su familia. Con regalo extra ;-). Y una pizzeria a un minuto caminando ..."

Reviewed on 14 Aug 2026

Casa l'Oca, spacious and bright in the heart of Tuscany at the gateway to Chianti.
See all 4,903 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.

Things to do

Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

£14
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

£21
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Best of Florence Tour with Fast Track Accademia & Duomo

Best of Florence Tour with David at Accademia & Duomo (with VIP option)

£57
per adult
96% of travellers recommend
Best of Florence Tour with David at Accademia & Duomo (with VIP option)
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More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.