4.7
(29)
384
riders
20
rides
Road cycling around Winnipeg offers diverse routes through its extensive network of parks, riverine pathways, and urban green spaces. The city's prairie landscape provides generally flat terrain, making it accessible for various skill levels, while incorporating features like urban forests and wetlands. Cyclists can explore routes along the Assiniboine and Red Rivers, or venture into larger natural areas like Assiniboine Park. The region's commitment to multi-use pathways enhances the road cycling experience, blending urban exploration with natural beauty.
Last updated: October 14, 2026
57
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(3)
54
riders
27.6km
01:08
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

4.9
(12)
39
riders
39.9km
01:50
60m
60m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5.0
(2)
35
riders
28.1km
01:13
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.8
(6)
24
riders
25.0km
01:06
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Assiniboine Park is one of Winnipeg’s major green spaces, bringing together gardens, woodland, sports areas and cultural attractions within a large park beside the Assiniboine River. This loop explores the quieter south-east side, where the Terry Fox Fitness Trail connects with the gardens around The Leaf. The public greenspace is open 24 hours a day year-round, and there’s no admission charge for simply walking through the park.
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Assiniboine Park has been a public greenspace for over a century and is Winnipeg’s largest urban park, spanning 450 hectares along the Assiniboine River and named for the Assiniboine people. Several multi-use trails wind throughout the grounds, with open lawns, mature trees, and gardens spread across the park. The park is home to the Assiniboine Park Zoo (the oldest zoo in Canada), The Leaf, English Garden, Leo Mol Sculpture Garden and Riley Family Duck Pond, with plenty of space to walk, cycle or simply relax. The park is open year-round, with its gardens and outdoor spaces offering something different for any season.
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The Monkey Trails circle Assiniboine Park and are informal dirt trails open to mountain biking, winter fat biking, hiking, trail running, and snowshoeing. They offer nice views of the Assiniboine River, circle the zoo, and leave the park heading east following the river.
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The Assiniboine Park Conservancy Inc. is a non-profit charitable organization that was established in 2008. It was created to oversee the development of the 162 hectare Assiniboine Park. This building was built almost 100 years ago in 1930 in Tudor Revival architecture with Swiss chalet elements and a 28-meter central square tower rising above the park. Today, it is used as a multilevel public cultural space with free art galleries, a museum dedicated to Winnie-the-Poo and the grounds have a rectangular lily pond, and sculptures for the public to enjoy.
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St. Norbert Provincial Heritage Park sits at the junction of the Red River and La Salle River, on the southern edge of Winnipeg. The park was established in 1976 to preserve two 19th-century log and frame homes, Turenne House and Bohémier House, along with other historical buildings moved here from around the Winnipeg area. Together they give you a look at Métis family life during the late 1800s.
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This large open green space offers an clear view towards Winnipeg Richardson International Airport thanks to the lack of trees and surrounding obstructions. Aircraft regularly pass overhead on approach and departure, making it a surprisingly good spot for a bit of plane watching while following the Yellow Ribbon Greenway. The mostly level terrain and wide-open sightlines also provide long views across the surrounding area, giving the park a much more open feel than many of Winnipeg's urban green spaces.
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A collection of Royal Canadian Air Force aircraft lines the grounds of Air Force Heritage Park, offering a close look at several decades of Canadian military aviation. Highlights include the CF-104 Starfighter, CF-101 Voodoo, CF-100 Canuck, CT-133 Silver Star, and a Bell Kiowa helicopter. Many of the aircraft are displayed outdoors on static exhibit, making this a worthwhile stop for aviation enthusiasts and anyone interested in Canada's air force history.
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There are a few nice paved trails to explore in the park, and the north side has some fairy houses and a cenotaph (empty burial memorial) to veterans of the first world war. You cross the creek via a pretty pedestrian bridge as it winds into the Assiniboine River.
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Winnipeg offers a diverse selection of over 25 road cycling routes. These include a mix of easy and moderate trails, catering to various skill levels and preferences, allowing you to explore the city's unique blend of urban and natural landscapes.
The warmer months, particularly summer, are ideal for road cycling in Winnipeg. During this time, streets like Wellington Crescent and Churchill Drive often have vehicle traffic restrictions, making them very bike-friendly. However, for a unique experience, the frozen Assiniboine and Red Rivers transform into groomed ice trails in winter, offering a distinct cycling adventure.
Yes, Winnipeg has several excellent options for family-friendly road cycling. Parks like Assiniboine Park and Kildonan Park feature scenic, paved paths suitable for all ages. The city's expanding network of multi-use pathways, such as sections of the Southwest Transitway, also provides safe and direct routes away from heavy traffic.
Winnipeg's road cycling routes are generally flat, characteristic of its prairie landscape, making them accessible for various skill levels. You'll find diverse scenery ranging from urban forests and riverine pathways to wetlands and open prairie. Routes often combine dedicated bike paths with quieter city streets.
For those seeking longer rides, routes like the Assiniboine Park Zoo – Kettle Sculpture in Winnipeg loop from Train Ride cover over 70 km, offering varied urban and natural scenery. The Harte Trail, part of the Trans Canada Trail, also provides possibilities for extended distances, connecting to other routes and natural areas.
Many routes offer scenic views and pass by notable landmarks. You can cycle along the Red and Assiniboine Rivers, enjoying views of the Canadian Museum for Human Rights and the Basilica. The Esplanade Riel Footbridge is a prominent feature on some riverine routes. Further afield, areas like FortWhyte Alive offer opportunities to see bison and diverse bird species.
Many of Winnipeg's parks and trailheads offer free parking. For example, Assiniboine Park has multiple parking lots accessible to cyclists. For routes like the Northeast Pioneers Greenway, designated parking areas are available at various access points along the trail. Public transport is also an option for reaching many starting points.
Yes, many road cycling routes in Winnipeg are designed as loops, providing a convenient way to start and end your ride at the same point. Examples include the popular Esplanade Riel Footbridge – Sturgeon Creek Trail loop from Winnipeg and the Train Bridge – Assiniboine Park Zoo loop from Ridgedale, which takes you through Assiniboine Park.
The komoot community highly rates road cycling in Winnipeg, with an average score of 4.9 stars from over 20 reviews. Cyclists often praise the extensive network of multi-use pathways, the blend of urban and natural scenery, and the generally flat terrain that makes routes accessible. The peaceful urban forests and riverine paths are frequently highlighted as favorites.
Yes, many road cycling routes in Winnipeg pass through or near areas with amenities. Routes within Assiniboine Park, for instance, are close to cafes and facilities. Cycling along the river trails often brings you close to downtown areas like The Forks, which offer a variety of dining and refreshment options. Many urban routes are well-integrated with city services.
Many of Winnipeg's road cycling routes are accessible via public transport. The city's expanding network of multi-use pathways, including the Southwest Transitway, is designed to connect to various parts of the city, making it easier to reach trailheads without a car. Check local transit schedules for routes that serve your desired starting points.
Absolutely. Winnipeg is situated at the confluence of the Red and Assiniboine Rivers, and many cycling paths run alongside them. Routes like the Manitoba Railway Museum – Esplanade Riel Footbridge loop from Winnipeg offer continuous scenic views of the rivers, including landmarks like the Esplanade Riel Footbridge and the city skyline.


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