Chianti Region Cheap Holidays
Book a Cheap Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to £335 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
Packages with flights are ATOL protected
Top flight + Cheap hotel deals in Chianti Region
Price found within the past 48 hours. Click for updated prices.
Hotel Certaldo
Save 100% on your flight
per person
5 Oct - 8 Oct
found 17 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in the pool. If you want a perfect blend of relaxing in beauty and exploring a sweet town, Hotel Certaldo is your choice.
Reviewed on 5 Jul 2025
Villa Scacciapensieri Boutique Hotel
Scacciapensieri
per person
11 Sept - 14 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (399 reviews)
Lovely traditional hotel, great pool and good food. I’ve had better breakfasts, but more than adequate to get you started in a morning.
Reviewed on 26 Jul 2025
Castel Bigozzi
per person
4 Sept - 8 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (241 reviews)
Great location to make a short drive to see San Gimignano, Sienna, and more. Good restaurant. Great breakfast w/ large selection. Beautiful and tranquil surroundings.
Reviewed on 22 Apr 2025
Don't see what you're looking for?
See all available trips from London to Chianti Region
View all trips3 Night Cheap holidays in Chianti Region
Price found within the past 48 hours. Click for updated prices.
Hotel Certaldo
Save 100% on your flight
per person
5 Oct - 8 Oct
found 17 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in the pool. If you want a perfect blend of relaxing in beauty and exploring a sweet town, Hotel Certaldo is your choice.
Reviewed on 5 Jul 2025
Villa Scacciapensieri Boutique Hotel
Scacciapensieri
per person
11 Sept - 14 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (399 reviews)
Lovely traditional hotel, great pool and good food. I’ve had better breakfasts, but more than adequate to get you started in a morning.
Reviewed on 26 Jul 2025
Don't see what you're looking for?
See all available trips from London to Chianti Region
View all trips4 Night Cheap holidays in Chianti Region
Price found within the past 48 hours. Click for updated prices.
Hotel Certaldo
Save 100% on your flight
per person
4 Sept - 8 Sept
found 23 hours ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in the pool. If you want a perfect blend of relaxing in beauty and exploring a sweet town, Hotel Certaldo is your choice.
Reviewed on 5 Jul 2025
Castel Bigozzi
per person
4 Sept - 8 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (241 reviews)
Great location to make a short drive to see San Gimignano, Sienna, and more. Good restaurant. Great breakfast w/ large selection. Beautiful and tranquil surroundings.
Reviewed on 22 Apr 2025
Don't see what you're looking for?
See all available trips from London to Chianti Region
View all tripsTop Cheap Chianti Region Hotels
La Perla
Via Delle Terme 25, Siena, SI
Stay at this hotel in Siena. Enjoy free Wi-Fi, daily housekeeping and pillowtop beds. Popular attractions Piazza del Campo and Teatro dei Rozzi are located ...
7.6/10 Good! (274 reviews)
"Great place on a budget!"
Reviewed on 28 Jun 2025
Sangallo Park Hotel
Strada Di Vico Alto 2, Siena, SI
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Piazza del Campo and Leonetto Comparini ...
9/10 Wonderful! (565 reviews)
"Neautiful hotel within 15 minutes of central city"
Reviewed on 4 Jul 2025
Hotel Certaldo
via del Molino, 74, Certaldo, FI
Stay at this 4-star business-friendly hotel in Certaldo. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (507 reviews)
"Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in ..."
Reviewed on 5 Jul 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.
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.