Fossa del Lupo Vacation Packages

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Your Fossa del Lupo Vacation

The easiest way to experience this unique city is with a tailor-made Fossa del Lupo vacation package. Base yourself in the neighborhood of Contrada Castello, which is good for dining, views and culture or go someplace else — our packages are all about you. A trip to Fossa del Lupo is a terrific opportunity to take in the sights. Make sure you visit popular attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Expedia has what you need to escape the everyday. Tailor your vacation to Fossa del Lupo to match your travel style, whatever that may be!

Top Fossa del Lupo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
CA $1,597
per person
Jan 2 - Jan 8
found 18 hours ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
CA $2,513
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
A great budget hotel in a fantastic central location. Despite being so central it was in a side street so quiet at night. Rooms were cleaned daily and breakfast was buffet-style with cereal, fruit, croissants etc. I stayed there for 2 weeks and have no complaints at all. Excellent value for money.

Reviewed on Oct 24, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Historic Centre of Florence
CA $1,735
per person
Jan 2 - Jan 8
found 18 hours ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (1,002 reviews)
Hotel was wonderful. Stayed in the superior room which had a beautiful view over the city. Staff were incredibly helpful and the rooftop bar was fantastic.

Reviewed on Oct 21, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,900
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Everything was wonderful about our stay at The Moon Hotel and Spa. The room was beautiful and clean, the staff were friendly and helpful and it was a great location for sightseeing in Florence. We especially appreciated the very generous breakfast that was always served efficiently and with a smile. We would definitely stay again.

Reviewed on Oct 23, 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
CA $1,876
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
10/10 Exceptional! (337 reviews)

Ready to book your vacation to Fossa del Lupo?

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Fossa del Lupo Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR
CA $954
CA $1,062 total
Oct 26 - Oct 27
includes taxes & fees
Villa di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI
Precise Tale Poggio Alla Sala
B&B Hotel Arezzo

B&B Hotel Arezzo

Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
CA $88
CA $106 total
Nov 8 - Nov 9
includes taxes & fees
B&B Hotel Arezzo
See all 5,141 properties in Fossa del Lupo
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 Fossa del Lupo

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $189
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

CA $40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Vino Nobile di Montepulciano winery tour and tasting

Vino Nobile di Montepulciano winery tour and tasting

CA $48
per adult
Vino Nobile di Montepulciano winery tour and tasting
See all activities in Fossa del Lupo

Frequently asked questions

How much does a Fossa del Lupo vacation package cost?
You'll find cheap prices from CA $1,597 on Expedia for your Fossa del Lupo escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Fossa del Lupo costs.
What are the cheapest months to go to Fossa del Lupo?
You can typically find lower rates and better availability in January, February and March. Take a look at our cheap Fossa del Lupo vacation packages and you could score some great off-season discounts.
How many days is enough for Fossa del Lupo?
We'd recommend booking a Fossa del Lupo vacation for around 2 days. This gives you enough time to visit top sights such as Eremo Le Celle and Belvedere, and also check out neighbourhoods like Cortona Old Town and Sodo. You could even slot in a day trip (or two) beyond Fossa del Lupo.
How to find the best Fossa del Lupo package deals?
Use Expedia's filters to help you find some unbeatable Fossa del Lupo package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Fossa del Lupo package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Fossa del Lupo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Fossa del Lupo vacation by choosing your favourite airline, accommodation type and car class.
How to plan a trip to Fossa del Lupo?
  1. Choose when to get away: Check your calendar and get packing. Your favourite season and the type of activities available will also help you decide when to vacation in Fossa del Lupo.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Fossa del Lupo.
  3. Work out your trip length: Think about how long you'd like to spend exploring Fossa del Lupo. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, book the ideal Fossa del Lupo vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.