4.6
(87)
797
riders
87
rides
Touring cycling around Winnipeg offers routes through a landscape shaped by its major rivers, urban forests, and the expansive Canadian prairies. The city's relatively flat terrain, influenced by the ancient glacial Lake Agassiz, makes many routes accessible for various skill levels. Paths often follow the Red and Assiniboine Rivers, winding through urban forests and dedicated greenways. This environment supports a range of touring cycling routes, from easy rides to more challenging moderate options.
Last updated: August 11, 2026
4.9
(7)
37
riders
36.5km
02:08
40m
40m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.0
(6)
25
riders
45.1km
02:35
50m
50m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
26
riders
37.3km
02:10
50m
50m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
30
riders
30.3km
01:46
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.8
(6)
26
riders
29.7km
01:42
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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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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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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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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There are over 90 touring cycling routes around Winnipeg, with a good mix of easy and moderate options. Approximately 70 of these are considered easy, making the region accessible for various skill levels.
Winnipeg's touring cycling routes are generally characterized by relatively flat terrain, making them accessible for many. You'll find paths winding along the Red and Assiniboine Rivers, through urban forests like Assiniboine Forest and Bois-des-Esprits, and in provincial parks such as Birds Hill, which offers paved paths, oak forests, and prairie landscapes.
Yes, a significant portion of the routes in Winnipeg are classified as easy. For example, the Manitoba Legislative Building – Manitoba Railway Museum loop from Charleswood is an easy 21.3-mile (34.3 km) route that takes you through urban areas and past significant landmarks.
Winnipeg's routes often follow the Red and Assiniboine Rivers, offering picturesque views. You can also explore urban forests like Assiniboine Forest, known for its towering trees and wildlife, or Bois-des-Esprits with its diverse ecosystems. The Esplanade Riel Footbridge is a notable landmark offering great views.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 89 reviews. Reviewers often praise the diverse urban and riverside landscapes, the accessibility of the flat terrain, and the well-maintained dedicated pathways that make for enjoyable rides.
Yes, many of the touring cycling routes in Winnipeg are designed as loops. An example is the Field Near Urban Area – Beer Can loop from Winnipeg, a moderate 24.4-mile (39.3 km) path that provides a blend of urban and open field scenery.
You can encounter various landmarks and attractions. The Forks National Historic Site is a popular spot where the Red and Assiniboine Rivers meet. Other points of interest include the Union Station Winnipeg and the Bison Butte.
Absolutely. Many routes in Winnipeg offer a blend of urban and natural environments. The Elm Park Bridge – McGillivray Overpass loop from Winnipeg is a moderate 28.0-mile (45.0 km) trail that takes you through varied urban and riverside landscapes, showcasing the city's unique character.
Winnipeg's cycling season generally runs from spring through fall. The relatively flat terrain makes it enjoyable, and during summer, some streets like Wellington Crescent and Churchill Drive restrict vehicle traffic, becoming very bike-friendly. Always check local weather conditions for the most comfortable riding experience.
Yes, Winnipeg's rich history is often intertwined with its waterways. Routes along the Red and Assiniboine Rivers can lead you past historical areas. The Manitoba Railway Museum – Sturgeon Creek Trail loop from Winnipeg is a moderate route that connects historical points with natural trails.
Winnipeg has made significant efforts to enhance its cycling infrastructure. You'll find dedicated pathways like the Transitway path, which offers continuous riding, and the Northeast Pioneers Greenway. The Harte Trail, part of the Trans Canada Trail, also provides a blend of urban nature and longer-distance connections.
Winnipeg's generally flat terrain and numerous park trails make many routes family-friendly. Parks like Assiniboine Park and Kildonan Park offer extensive bike paths within a safe and scenic environment, perfect for leisurely rides with children.
Yes, especially in the urban forests and provincial parks. Assiniboine Forest is home to native white-tailed deer, and Birds Hill Provincial Park is known for over 200 animal species. FortWhyte Alive, a natural retreat, also offers opportunities for wildlife viewing, including bison and waterfowl.


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