Fossa del Lupo Holidays from £335

Book a Hotel + Flight or Car together to unlock savings

Your Fossa del Lupo Holiday

The easiest way to experience this unique city is with a tailor-made Fossa del Lupo holiday package. Base yourself in the neighbourhood 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 holiday to Fossa del Lupo to match your travel style, whatever that may be!

Top Fossa del Lupo Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
Save 100% on your flight
£335
per person
9 Dec - 12 Dec
found 23 hours ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
Save 100% on your flight
£495
per person
30 Oct - 1 Nov
found 22 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Front desk were very helpful. the spa well mantaind we had a great experience!!

Reviewed on 25 Sept 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
Save 100% on your flight
£708
per person
12 Dec - 19 Dec
found 20 hours ago
Return flight included
Manchester (MAN) to Florence (FLR)
10/10 Exceptional! (335 reviews)
Service was top notch and Claudio at the bar made the best cocktails

Reviewed on 22 Sept 2026

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

Historic Centre of Florence
£389
per person
18 Dec - 21 Dec
found 2 days ago
Return flight included
London (LCY) to Florence (FLR)
9.6/10 Exceptional! (1,002 reviews)
A lovely hotel although our air conditioning leaked everywhere but good location with a little riff raff in the square at night. Staff friendly

Reviewed on 23 Sept 2026

Hotel Alessandro Della Spina

Hotel Alessandro Della Spina

Pisa City Centre
£390
per person
14 Dec - 21 Dec
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9/10 Wonderful! (777 reviews)
Nice little boutique hotel. Very helpful staff and lovely garden area. Would stay here again if in the Pisa area.

Reviewed on 26 Sept 2026

Fossa del Lupo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
110
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Cathedral of Cortona, Signorelli Theatre and Palazzo Comunale

Top hotels in Fossa del Lupo

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
£519
27 Oct - 28 Oct
includes taxes & fees
9.8/10 Exceptional! (251 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Reviewed on 20 Sept 2026

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
£104
29 Sept - 30 Sept
includes taxes & fees
Nuovo Etruria Resort
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£449
7 Oct - 8 Oct
includes taxes & fees
9.6/10 Exceptional! (173 reviews)
"Great location, nice vineyards right out the door, lots of great restaurants nearby."

Reviewed on 25 Sept 2026

Precise Tale Poggio Alla Sala
See all 5,165 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

Montepulciano Gran Tour

Montepulciano Gran Tour

£13
per adult
Montepulciano Gran Tour
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

£30
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

£17
per adult
Oil museum and oil mill in Tuscany: tour and tasting
See all activities in Fossa del Lupo

Frequently asked questions

Why should I book my Fossa del Lupo holiday with Expedia?
With top-value flights, hotel and car hire choices all in one convenient place, Expedia makes planning your Fossa del Lupo getaway easy. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Select from fabulous properties, add your flights and/or a car hire (and maybe also some fun activities!) and get unbeatable prices. Need to cancel? Expedia offers a flexible cancellation policy for many bookings. To learn more, head over to our Customer Service Portal link.
When is the best time of year to holiday in Fossa del Lupo?
Fossa del Lupo can get very busy in April, May and June, so if you want to steer clear of the crowds, travel in October, November and December. With average daytime temperatures of 3ºC, January is the coolest period in Fossa del Lupo. The warmest time of year is July, when you can experience average temperatures of 23ºC throughout the day. Whatever the weather conditions, you'll discover loads to keep you entertained here.
What is the top hotel for my holiday in Fossa del Lupo?
Hotel San Luca is the ideal base for a wonderful trip to Fossa del Lupo, offering all the amenities you'll need and more.
How do I get a cheap holiday to Fossa del Lupo?
Combining your hotel and flight with Expedia won't just save precious time — it'll save you a pretty penny too. A Fossa del Lupo holiday makes it a cinch to put together the perfect trip. With more than 400 airlines around the world to choose from, finding convenient flights that fit your busy schedule will be no sweat. On top of that, we have over 321,000 properties globally to pick from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Fossa del Lupo holiday?
Make sure your holiday in Fossa del Lupo is one to remember by visiting its best attractions. Villa Bramasole, Cathedral of Cortona, Piazza della Repubblica and Belvedere are just a few of the things you should see while you're here.
Do I need a visa for my Fossa del Lupo holiday?
Official government websites will have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and purpose for visiting, whether it be for work or holidays, will determine if you'll need a visa for Fossa del Lupo. Also be sure that your passport is up to date and has at least six months validity remaining beyond the date of your return. Finalise all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Fossa del Lupo holiday?
First, think about the sorts of activities you have planned during your Fossa del Lupo trip and select versatile pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, browse a few style blogs or relevant social media accounts. Be sure to look at the weather forecast so you can pack your bags accordingly. The warmest month in Fossa del Lupo is July, with average daily temperatures of 23ºC. If you're visiting during the coolest month of January, the mercury averages 3ºC during the day.
What does an Expedia Fossa del Lupo holiday include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to crafting your Fossa del Lupo getaway, the choice is all yours! Discover a large selection of property types and pick one that matches the size of your group. The most popular holiday rentals here are villas and private holiday homes. With Expedia, it's a breeze to tailor-make your Fossa del Lupo retreat just the way you like.
Does Expedia offer Book Now, Pay Later Fossa del Lupo holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your hip pocket. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Consider these flexible payment options:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable payment plans. If paying in multiple instalments sounds right for you, choose this option at checkout.
  • No-deposit holidays: If not paying ahead of time for your trip makes pressing that "book now" button easier, consider a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Fossa del Lupo Expedia holiday?
Expedia offers access to more than 400 partner airlines worldwide, so you sure can! Simply choose the carrier that suits you and craft the perfect Fossa del Lupo getaway.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.