Fossa del Lupo Vacations from $1,059

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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!

The Latest Fossa del Lupo vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,699, price is now $1,059 per person
$1,059
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean room, close to all major attractions, friendly staff ready to help always, good breakfast.

Reviewed on Jul 13, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,033, price is now $1,135 per person
$1,135
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,441, price is now $2,170 per person
$2,170
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (68 reviews)
Perfect location. Unmanned reception at night.

Reviewed on Jul 5, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $4,468, price is now $2,849 per person
$2,849
per person
Sep 15 - Sep 20
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $7,121, price is now $4,659 per person
$4,659
per person
Sep 20 - Sep 26
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
Room was clean and tidy. I reckon sofa bed needs replacement. Room was spacious loved it. Room need a mirror. Staff is too good 5 stars for them. Break fast was really great. Location is pefect. Rpoftop bar is really great with views.

Reviewed on Jul 12, 2026

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What to do in Fossa del Lupo

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$40
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Fossa del Lupo

Fossa del Lupo Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$542 nightly
The price is $603 total per night from Aug 15 to Aug 16
$603 total
Aug 15 - Aug 16
Total with taxes and fees
Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$631 nightly
The price is $703 total per night from Aug 3 to Aug 4
$703 total
Aug 3 - Aug 4
Total with taxes and fees
9.8/10 Exceptional! (240 reviews)
"10/10"

Reviewed on Jul 7, 2026

Villa di Piazzano - Small Luxury Hotel of the World
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
$92 nightly
The price is $108 total per night from Jul 31 to Aug 1
$108 total
Jul 31 - Aug 1
Total with taxes and fees
7.6/10 Good! (165 reviews)
"Well, having travelled extensively for the past 13 years, this Hotel must be the coldest I have ever stayed in. It was December, but there was no heating on in the lobby area or the dining area so everyone had to wear coats or thick jumpers while eating their meals. The showers were not particularly ..."

Reviewed on Dec 3, 2025

A Point Arezzo Park Hotel
See all 5,192 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.

Find the Best Fossa del Lupo Vacation Packages

Fossa del Lupo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
110
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Signorelli Theatre, Cathedral of Cortona and Museum of the Etruscan Academy

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Frequently asked questions

How much does a Fossa del Lupo vacation package cost?
Offering great value package deals from $1,059 on Expedia, you'll be pleasantly surprised at how much a vacation to Fossa del Lupo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fossa del Lupo?
You can usually find lower rates and greater availability in October, November and December. Take a look at our cheap Fossa del Lupo vacation packages and you could land some great off-season discounts.
How many days is enough for Fossa del Lupo?
With a well-planned schedule, you can easily tick off the main Fossa del Lupo attractions in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your Fossa del Lupo vacation for longer.
How to find the best Fossa del Lupo package deals?
Start your search for a Fossa del Lupo package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Fossa del Lupo package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Fossa del Lupo adventure off to a flying start.
Is it cheaper to book a Fossa del Lupo vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Fossa del Lupo vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Fossa del Lupo?
If you're planning a spur-of-the-moment Fossa del Lupo adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Fossa del Lupo vacation packages?
Set off on your ideal getaway to Fossa del Lupo with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up bargains before they sell out.

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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.