5.0
(27)
394
riders
4
rides
Road cycling around Winnipeg is characterized by its flat prairie terrain and extensive network of multi-use paths and urban greenways. The city is situated at the confluence of the Red and Assiniboine Rivers, with many routes following these waterways, offering scenic views. This landscape provides accessible options for road cyclists of varying skill levels, primarily featuring gentle gradients and well-maintained surfaces.
Last updated: July 7, 2026
5.0
(1)
34
riders
27.8km
01:12
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.8
(6)
22
riders
24.6km
01:04
30m
30m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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10
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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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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Two long benches have been built by a clearing on the riverbank and offer a tranquil view of the Assiniboine. You can walk over via the singletrack Monkey Trail or the paved Wellington Crescent Trail. The path down to the lookout is accessible, well-maintained crushed gravel.
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Omand Park is situated where Omand Creek flows into the north side of the Assiniboine River. The park has two baseball diamonds, trails that head in all directions, and access to a pedestrian bridge that crosses the river to Wellington Crescent.
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This small park sits at the foot of Winnipeg's historic Maryland Bridge. You'll have access to the Assiniboine River as well as open grassy areas, and the pedestrian & cycle crossings that run along the bridge.
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This 1,070-kilometer river flows across the Canadian prairies before joining the Red River in Winnipeg. The river was named in honour of the Assiniboine First Nations people who have lived along its route for millennia.
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This is a beautiul spot with a lovely bench situated right along the river, where you can take in the view of its forested banks and the gently flowing water as it passes you by. It’s the perfect place for a scenic short break or a trailside snack, and is especially beautiful in the late afternoon when the light hits the river just right.
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Crescent Drive Park is a beautiful 25-hectare riverside green space, with mature trees, quiet trails, and open picnic areas. There is a year-round pavilion with a fireplace and patio, a 9-hole golf course at its centre, a playground, and a network of walking paths with access to the Red River, making it a popular spot for relaxed strolls, family gatherings, and year-round outdoor enjoyment.
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Winnipeg offers a selection of dedicated no-traffic road cycling routes. This guide features 4 carefully curated routes, with 3 of them being easy and 1 moderate, ensuring options for various skill levels.
Winnipeg's routes are characterized by its relatively flat prairie terrain, making for accessible and enjoyable road cycling. You'll find smooth, paved paths that follow rivers and wind through urban greenways, offering a comfortable ride without significant elevation changes.
Yes, many of Winnipeg's no-traffic routes are ideal for families due to their flat terrain and dedicated paths. Routes like the Sturgeon Creek Trail – Assiniboine Park Zoo loop from Charleswood offer a safe and enjoyable experience for all ages, often passing by parks and points of interest.
Winnipeg's routes offer a blend of natural beauty and urban sights. You can enjoy scenic riverside views along the Red and Assiniboine Rivers, pass through lush parks like Assiniboine Park, and discover landmarks such as The Forks National Historic Site or the Esplanade Riel Footbridge. Many paths also showcase local wildlife and diverse prairie landscapes.
Yes, several routes are designed as loops, allowing you to start and end at the same point. For example, the Kettle Sculpture in Winnipeg – Crescent Drive Park loop from Saint Vital Park provides a convenient circular ride through scenic areas.
The best time for road cycling in Winnipeg is typically from late spring through early autumn (May to October). During these months, the weather is generally pleasant, and the trails are clear, allowing you to fully enjoy the city's green spaces and riverside paths.
Many of Winnipeg's multi-use paths and greenways pass through or near urban areas and parks where cafes and refreshment stops are available. Routes that go through or near The Forks, Assiniboine Park, or other community hubs often have convenient options for a break.
The komoot community highly rates road cycling in Winnipeg, with an average score of 4.96 stars. Reviewers often praise the city's extensive network of dedicated, car-free paths, the beautiful riverside scenery, and the flat, accessible terrain that makes for a relaxed and enjoyable ride.
Many of Winnipeg's no-traffic road cycling routes, especially those within city parks or along major greenways, offer designated parking areas nearby. For instance, routes starting from areas like Charleswood or Saint Vital Park often have convenient access points with parking facilities.
While Winnipeg's flat terrain makes for easy riding, you can combine sections of the extensive multi-use path network for longer distances. The Train Bridge – Assiniboine Park Zoo loop from Charleswood is one of the longer options featured, offering over 27 kilometers of traffic-free cycling.
Winnipeg Transit provides bus services that can get you close to many of the city's major parks and trailheads. Planning your route with Winnipeg Transit's resources can help you identify bus stops near popular starting points for these car-free cycling paths.


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