Castellina in Chianti Vacation Packages
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Your Castellina in Chianti Vacation
An easy way to experience this city is with a tailor-made Castellina in Chianti vacation package. Base yourself in the neighborhood of Badia Coltibuono, which is good for families, nature and walking or go someplace else — our package deals are all about you. If sightseeing is on the cards during your trip to Castellina in Chianti, look around well-known attractions like Isole e Olena Winery, Il Molino di Grace Winery and Castello di Radda Winery. Check out Expedia's wide range of travel options and begin planning your ultimate vacation to Castellina in Chianti now.
Top Castellina in Chianti Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
Price was CA $2,067, price is now CA $1,408 per person
CA $1,408
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,008 reviews)
Close to centre of Florence, room ok, clean
Reviewed on Aug. 28, 2025
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $2,784, price is now CA $1,759 per person
CA $1,759
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (470 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.
Reviewed on Aug. 13, 2025
Aurum Uffizi
Historic Centre of Florence
Price was CA $2,264, price is now CA $1,497 per person
CA $1,497
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.8/10 Good! (1,004 reviews)
Very clean, aircon definitely welcome in summer temperatures, breakfast buffet very good. All within walkable distance of the Palazzo Vecchio and other attractions.
Reviewed on Aug. 30, 2025
Hotel degli Orafi
Historic Centre of Florence
Price was CA $2,623, price is now CA $1,772 per person
CA $1,772
per person
Oct 19 - Oct 23
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (1,003 reviews)
Great central location. Front desk and staff were super helpful from the beginning. Rooms super clean.
Reviewed on Aug. 25, 2025
Dimora Palanca Boutique & SPA
Historic Centre of Florence
Price was CA $3,296, price is now CA $2,307 per person
CA $2,307
per person
Oct 13 - Oct 19
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (48 reviews)
The staff went out of their way to be helpful with all queries
Reviewed on Jun. 21, 2025
Castellina in Chianti Hotel Deals
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundable
The price is CA $217 per night from Sep 2 to Sep 3
CA $217
CA $261 total
Sep 2 - Sep 3
includes taxes & fees
Hotel Machiavelli Palace
Via Nazionale 10, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Sep 2 to Sep 3
CA $131
CA $164 total
Sep 2 - Sep 3
includes taxes & fees
The Social Hub Florence Belfiore
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Sep 3 to Sep 4
CA $181
CA $222 total
Sep 3 - Sep 4
includes taxes & fees
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 Castellina in Chianti
Buondonno Winery
You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area.
Casa Vinicola Luigi Cecchi
You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.
What to do in Castellina in Chianti
Vintage Fiat 500 Tuscany Drive with Winery Lunch
CA $241
per adult
90% of travellers recommend
Vespa experience on Chianti roads from Florence
CA $233
per adult
100% of travellers recommend
Chianti Wild Safari Adventure through Tuscan Vineyards
CA $175
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.