
Castiglion Fiorentino Vacation Packages
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Your Castiglion Fiorentino Vacation
There's no better way to travel than with one of our vacation packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino vacation is just clicks away with Expedia.
Top Castiglion Fiorentino Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Aurum Firenze
Historic Centre of Florence
Price was CA $2,792, price is now CA $1,649 per person
CA $1,649
per person
Oct 11 - Oct 17
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,008 reviews)
Close to centre of Florence, room ok, clean
Reviewed on Aug. 28, 2025

Aurum Uffizi
Historic Centre of Florence
Price was CA $3,026, price is now CA $1,757 per person
CA $1,757
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.8/10 Good! (1,004 reviews)
I could not have wanted for a better location. A short walk to everything! Property was as expected per advertising. Staff was pleasant and helpful.
Reviewed on Aug. 29, 2025

The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $2,734, price is now CA $1,670 per person
CA $1,670
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Palazzo Firenze by Baglioni Hotels & Resorts
Historic Centre of Florence
Price was CA $5,089, price is now CA $3,201 per person
CA $3,201
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
Gorgeous boutique hotel, like museum
Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!
Reviewed on Aug. 21, 2025
Castiglion Fiorentino Hotel Deals

Farmhouse in the hills with panoramic view and swimming pool
Ristonchia

A Point Arezzo Park Hotel
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Aug 31 to Sep 1
CA $113
CA $134 total
Aug 31 - Sep 1
includes taxes & fees

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is CA $452 per night from Aug 31 to Sep 1
CA $452
CA $510 total
Aug 31 - Sep 1
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.
What to do in Castiglion Fiorentino

Montepulciano: Wine Tour and tasting
CA $84
per adult
100% of travellers recommend

Montepulciano Wine Tasting in the Tuscan Countryside
CA $40
per adult

Private visit to the House of Grand Duke Leopold of Tuscany with invitation
CA $64
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.