39
riders
5
rides
Mountain biking around Fairway offers a diverse range of routes, primarily traversing urban parks and natural surface trails. The region features varied terrain, including wooded sections and paths alongside waterways. These trails provide opportunities for mountain bikers to explore the local landscape.
Last updated: June 28, 2026
1.60km
00:09
30m
20m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
27
riders
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

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6
riders
63.9km
04:27
460m
460m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
3
riders
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
3
riders
42.4km
02:24
260m
260m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.
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South Oak Park is a popular spot along the Trolley Track Trail. There are restrooms, a playground and picnic areas, so it is a great place for a break while out on a ride.
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This lake is a peaceful stop along the Blue River Greenway Trail, which has its southern terminus at nearby Minor Park.
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South Oak Park is a popular spot along the Trolley Track Trail. There are restrooms, a playground and picnic areas, so it is a great place for a break while out on a long ride.
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Nice views of the Blue River from the aptly named River Trail. The trail winds through woodlands, so the views come and go, but this is a good spot for a break to enjoy the wonderful setting.
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The Basement Trail is a fairly challenging mountain biking trail. It is all single track, which some jumps and drops mixed in. The trail winds through the forest and along the ridge of the hill. The trail is also open to hikers, so it is important to keep an eye out for other trail users while out riding.
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Beautiful wetland area that you pass as you make your way along the Blue River Greenway Trail. This area used to be a fishing lake, but as the water level has reduced, it was converted from a lake into a wetland area.
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Komoot features 5 mountain bike trails around Fairway. These routes offer a variety of experiences, from short, easy loops to challenging long-distance rides through urban parks and natural landscapes.
The mountain biking terrain around Fairway is quite varied. In areas like Middleton, Wisconsin, you'll find machine-built singletracks with rock features, switchbacks, berms, and bridges, as well as skills areas. In places like Fairland Recreational Park in Maryland, the trails are often fast, flowy, and natural surface, winding through preserved lands with diverse vegetation.
Yes, there are options for beginners. The Short MTB Loop is an easy 1.0-mile (1.6 km) trail, perfect for a quick and accessible ride. Additionally, the Fairway Mountain Biking Trail in Middleton, Wisconsin, is categorized as a moderately easy singletrack with a green difficulty rating, designed to be welcoming for new riders.
For experienced riders seeking a challenge, Fairway offers several difficult routes. The South Oak Park – Swope Park Mountain Bike Trail loop from Rockhurst High School is a demanding 24.1-mile (38.8 km) trail, and the Alex George Lake – Minor Park loop from Mission covers an even longer 39.5 miles (63.5 km) with significant elevation changes.
Yes, many of the mountain bike trails around Fairway are designed as loops. For instance, the popular Swope Park Mountain Bike Trail – Donald J. Hall Sculpture Park loop from Laugh-O-Gram Studio is a moderate 24.3-mile (39.0 km) loop. The South Oak Park – Alex George Lake loop from is another moderate loop option, spanning 26.1 miles (42.0 km).
The trails often wind through diverse natural settings. In Middleton, Wisconsin, the broader area includes the Pheasant Branch Conservancy with protected prairieland, woodlands, and creeks, offering opportunities for birdwatching and enjoying views. Fairland Recreational Park in Maryland is preserved in its natural state, allowing riders to experience diverse vegetation and wildlife within an environmentally sensitive area.
Yes, several points of interest are located near the trails. You might encounter the Tomahawk Creek Trail, the Kauffman Legacy Park, or the Trolley Track Trail. The Donald J. Hall Sculpture Park is also a notable landmark along some routes, and the Mirror Pool offers a scenic spot.
While specific conditions vary, the varied terrain of Fairway's mountain biking areas generally makes them enjoyable across multiple seasons. Natural surface trails are best enjoyed when dry, typically in spring, summer, and fall. For areas with machine-built features, these can often be ridden in a wider range of conditions. Always check local trail conditions before heading out, especially after rain or during winter.
Yes, the region offers dedicated facilities for skill development. The Middleton Bike Park in Wisconsin includes a short jump line, a skills area with elevated 'skinnies,' and a paved pump track. Fairland Recreational Park in Maryland features 'The Pit at Fairland Bike Park,' a 6.5-acre progressive skills park with rollers, kicker ramps, wall rides, drops, and skinnies, designed for riders to progress from beginner to advanced levels.
For more details on the Middleton Bike Park, including its features and connections to other trail systems, you can visit the official tourism sites. Information is available at Visit Madison and Visit Middleton.
Yes, Fairway offers several long-distance mountain bike routes for those looking for extended rides. The Alex George Lake – Minor Park loop from Mission is a challenging 39.5-mile (63.5 km) route, and the South Oak Park – Swope Park Mountain Bike Trail loop from Rockhurst High School covers 24.1 miles (38.8 km), both leading through multiple park systems.


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