Trip type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Explore thousands of activities with free cancellation and no added fees.

Design your experience with airport transfers, excursions, day tours & more.

Get an insider's look in what to book before you travel.

Top Activities in Windsor

See all 31 things to do in Windsor

Windsor Attractions

Teetering on the western peninsula of Ontario Windsor is the tenth largest city in the province. Its location south of the Detroit River and just across the border from the United States probably explains why Windsor is best known for smuggling liquor over the border during the 1930s American prohibition. Today Windsor is more famous for its extensive riverside parkland and as home the University of Windsor. Host to a number of annual events such as the International Freedom Festival and International Film Festival as well as a popular club scene and the Windsor Symphony Orchestra

this growing city is undoubtedly one of Canada’s most up and coming multicultural destinations.

Areas & Neighbourhoods in Windsor

Downtown — Downtown is home to the Art Gallery of Windsor and a number of museums and recreation facilities. Also popular for its energetic nightlife even if the weather’s cold out you’ll enjoy the warmth of the Canadian hospitality.

Via Italia — From traditional pizza to high-quality Italian delicacies and unpretentious cafes there’s something for everyone in Windsor’s Little Italy. Via Italia also has a range of fashionable clothing boutiques where you’ll find all the latest styles.

Walkerville — Walkerville is where Windsor’s most beautiful homes are located including Willistead Manor and Willistead Park. Designed and built in the early 20th century the neighbourhood offers a wonderful dose of the lavish architecture of the era while the park holds many community events including the annual ‘Art in the Park’ festival.

Riverside —Riverside Park runs the full length of the Downtown district. In summer its trails are a popular location for cycling rollerblading and river fishing while in winter it offers ice-kissed views across to Detroit. Amble to the far western end to discover Windsor Sculpture Park complete with over 30 contemporary pieces.

Things to See in Windsor

Extending for some three miles along the banks of the river Windsor’s riverfront trail is the best place to come for uninterrupted views of Detroit’s impressive skyline. Otherwise experience some of Canada’s famous vistas with a jaunt out of town. The city is located equidistant between the languid crystal waters of the enormous Lake Erie and the smaller but equally beautiful Lake St. Clair. For a real experience of a lifetime take a day trip to Niagara Falls. Take your pick of boat tours here or simply enjoy the falls illuminated by night – a truly breathtaking spectacle.

Things to Do in Windsor

Between them the Art Gallery of Windsor and the Windsor Community Museum promise a broad spectrum of international and home-grown artists. Add some sculpture to your culture with a trip to Windsor Sculpture Park and if you fancy a flutter don’t miss a trip to the city’s casino – complete with its very own indoor pool. After a day of sightseeing and fun-packed activities top it all off with a tipple of Windsor’s famous local whiskey. You’ll soon see why this city is such a popular tourist destination.


Where to stay in Windsor


Unique features of Leamington include the lake views and parks. Make a stop by Point Pelee National Park or Leamington Arts Centre while you're exploring the area.

SunsetSmall TownLake


Kingsville is noteworthy for its wineries, and you can make a stop at top attractions like Lake Erie and Lakeside Park Walking Paths Trailhead.

WineryFriendly PeopleIsland


You'll enjoy the restaurants and monuments in Amherstburg. You might want to make time for a stop at Lake Erie or Fort Malden National Historic Site.


East Windsor

If you're spending some time in East Windsor, Ford Test Track Trail Trailhead and Drouillard Park Trails Trailhead are top sights worth seeing.


If you're spending some time in Walkerville, Willistead Park Trail Trailhead and Walkerville Brewery are top sights worth seeing.

Sandwich Towne

The restaurants and live music are just a few features travellers like about Sandwich Towne. If you want to do some sightseeing nearby, Ambassador Bridge and Detroit Windsor Tunnel are a few top places to visit.

CasinoBusinessLive Music