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 $2,354, price is now CA $1,465 per person
CA $1,465
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.4/10 Good! (1,012 reviews)
Très bien situé, tout près du centre. Terrasse pour le déjeuner très agréable! Chambre bien aménagée et pratique.
Reviewed on Jun 5, 2026
Aurum Uffizi
Historic Centre of Florence
Price was CA $2,454, price is now CA $1,498 per person
CA $1,498
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.
Reviewed on Jun 5, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Price was CA $2,231, price is now CA $1,487 per person
CA $1,487
per person
Aug 11 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.8/10 Excellent! (1,000 reviews)
I highly recommend this hotel. It was an older building (as expected in Italy), but very well maintained, and the room was gorgeous. The bathroom was very modern, the space was clean, and the staff was very helpful.
Reviewed on Jun 6, 2026
Precise Tale Poggio Alla Sala
Price was CA $3,695, price is now CA $2,478 per person
CA $2,478
per person
Aug 1 - Aug 6
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (141 reviews)
It was a beautiful hotel with the most wonderful views. The staff was absolutely phenomenal. And I would highly recommend this to anyone looking to stay in Tuscany.
Reviewed on Jun 7, 2026
Hotel degli Orafi
Historic Centre of Florence
Price was CA $4,021, price is now CA $2,750 per person
CA $2,750
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Wonderful stay and everyone was helpful.
Reviewed on Jun 7, 2026
Castellina in Chianti Hotel Deals
The Social Hub Florence Lavagnini
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Jul 5 to Jul 6
CA $214
CA $258 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,403 reviews)
"I absolutely loved my stay at The Social Hub. The rooftop patio alone was incredible. Such a great value and centrally located. I highly recommend this hotel for your next stay in Florence."
Reviewed on Jun 9, 2026
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Jun 28 to Jun 29
CA $229
CA $275 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (569 reviews)
"The hotel is clean, busy, kinda has the vibe of Millenials and Gen Z mix. The rooftop pool is nice to sit at, the water is very cool. A quick dip and most people are out! The bar at night is nice with the skyline. The 1 set of elevators takes hotel staff to explain as they lock out the room floors ..."
Reviewed on Jun 10, 2026
Hotel Paris
Via Banchi 2 Florence FI
Fully refundable
The price is CA $309 per night from Jul 6 to Jul 7
CA $309
CA $360 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
"We had a stop over in Florence and truly enjoyed our stay! From start to finish the staff was extremely helpful and the room was exceptionally bigger than we anticipated. Location was perfect! The hotel was close to all the major sights. Would highly recommend this hotel!"
Reviewed on Jun 8, 2026
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 relaxing 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
Chianti Half Day Wine Tour from Florence
CA $36
per adult
88% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
CA $79
per adult
78% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
CA $127
per adult
88% of travellers recommend
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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.
