Pedal along Windsor’s Riverfront Trail and take in the spectacular city views of downtown Windsor and neighbouring Detroit.  By making it a two-nation destination, cyclists are provided with the opportunity to explore both sides of the border by riding along the new Gordie Howe International Bridge, featuring dedicated bike lanes which are free of charge to use.  The bridge blends engineering marvels, waterfront scenery, and trail access, making it a must-ride destination for both casual and avid cyclists interested in views, history, and connectivity.

Located just minutes from the Gordie Howe International Bridge is historic Sandwich Town, Windsor’s oldest neighbourhood.  Explore the area’s rich cultural sites, enjoy local eateries, and discover public art installations that celebrate the neighbourhood’s Indigenous, French, British, and African roots. Sandwich Town is a must-visit destination for those seeking history, waterfront scenery, and a vibrant sense of place in Windsor Essex.

Continue along the scenic riverfront and explore the Windsor Sculpture Park, a “museum without walls” featuring 32 large-scale contemporary sculptures by internationally renowned artists.  Cyclists and history enthusiasts can stop to admire Streetcar No. 351, a beautifully restored historic streetcar that offers a glimpse into Windsor’s early 20th-century transit history and adds a nostalgic touch to a downtown cycling or walking route. Nearby is Dieppe Gardens, a beautifully landscaped park offering waterfront views, shaded paths, and picnic areas.

Cyclists exploring Windsor’s downtown waterfront can enjoy a mix of culture, history, and family-friendly activities. Stop at Art Windsor-Essex, where exhibitions showcase local, regional, and contemporary Canadian artists, providing a vibrant cultural stop just a short ride from the riverfront trails.  History enthusiasts can pedal over to the Chimczuk Museum, located in the heart of downtown. Here, interactive exhibits highlight Windsor’s heritage, Indigenous history, and settlers stories, offering cyclists a unique opportunity to connect with the city’s past during a leisurely ride.  For families and cyclists looking to cool off, Adventure Bay Water Park provides a fun destination featuring water slides, splash zones, and shaded areas — a perfect reward after pedaling along the scenic riverfront trails.

Nearby is Caesars Windsor Casino Resort, Canada’s largest internationally branded casino, offering visitors a full spectrum of entertainment beyond gaming. Cyclists and downtown explorers can stop here to experience world-class amenities, including slot machines, table games, and poker rooms, or catch live performances featuring internationally acclaimed artists and productions at the resort’s state-of-the-art theatres.

Heading east of downtown Windsor, venture into Olde Walkerville, Windsor’s Distillery District. Here, history blends seamlessly with modern culture — enjoy boutique shopping, theatres, seasonal festivals, and trendy dining, while taking in the district’s stories of Prohibition, rumrunning, the legacy of Hiram Walker and J.P. Wiser’s distilleries, and the birthplace of Canadian Whisky.  Another historic neighbourhood nearby is Ford City, founded by the Ford Motor Company and celebrated as the birthplace of labour unions in Canada. Thirty-six murals along Drouillard Road showcase the area’s industrial heritage and honour Windsor’s important role in the global auto industry, creating a vibrant outdoor gallery perfect for photos and history stops.

Cyclists can extend their ride further east along the Ganatchio Trail, connecting Windsor to Tecumseh, offering cyclists a picturesque route through parkland and waterfront viewpoints.