Fossa del Lupo Vacations from $724

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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 $1,024, price is now $724 per person
$724
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
15.6/10 Exceptional! (1,000 reviews)
Room was spotless and very nice English speaking staff. Very good breakfast!

Reviewed on Nov 18, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,248, price is now $877 per person
$877
per person
Jan 3 - Jan 9
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
15.2/10 Exceptional! (1,002 reviews)
Convenient location to fast food and train station

Reviewed on Nov 7, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $1,208, price is now $904 per person
$904
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
18.4/10 Exceptional! (1,002 reviews)
Muy buena atencion !!! 100% recomendado

Reviewed on Nov 14, 2025

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

4 out of 5
Price was $1,627, price is now $1,233 per person
$1,233
per person
Jan 3 - Jan 9
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
19.2/10 Exceptional! (31 reviews)
Overall a lovely stay. The staff is very welcoming and accommodating. Rooms are very clean. Pool too cold to swim in even though they said that it was heated. Wirlpool/hot-tub was on the cool side too. Couldn’t get sauna to work properly -however, I should have asked. Restaurant food was very good.

Reviewed on May 12, 2025

Hotel Regency

Hotel Regency

5 out of 5
Historic Centre of Florence
Price was $1,846, price is now $1,404 per person
$1,404
per person
Jan 3 - Jan 9
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (438 reviews)
Loved it! Great place and very convenient

Reviewed on Jul 4, 2025

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Discover the most popular places to visit in Fossa del Lupo

Cortona featuring heritage architecture

Piazza della Repubblica

5/5(4 reviews)

Find out about the history of Cortona with a stop at Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Piazza della Repubblica

Villa Bramasole

You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.

Villa Bramasole

Cortona Cathedral

Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theater.

Cortona Cathedral

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

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

$104
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

$23
per adult
Oil museum and oil mill in Tuscany: tour and tasting
See all activities in Fossa del Lupo

Fossa del Lupo Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $326 total per night from Nov 30 to Dec 1
$326 total
Nov 30 - Dec 1
Total with taxes and fees
9.8/10 Exceptional! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.

Reviewed on Nov 4, 2025

Monastero di Cortona Hotel & Spa
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (335 reviews)
Nice hotel.
Nice hotel. Well located near Arezzo.

Reviewed on Feb 1, 2025

B&B Hotel Arezzo
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
$123 nightly
The price is $147 total per night from Nov 19 to Nov 20
$147 total
Nov 19 - Nov 20
Total with taxes and fees
8.4/10 Very Good! (449 reviews)
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.

Reviewed on Oct 17, 2025

Hotel Continentale
See all 5,225 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 $724 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.