23
riders
4
rides
Road cycling routes around Windsor Heights are integrated into a comprehensive regional trail network, offering extensive paved paths. The area provides connections to a vast system of trails, including the Walnut Creek Trail, which links to the Des Moines trail system and extends into surrounding suburbs. Cyclists can access routes that traverse urban forests, such as Brown's Woods, and follow rivers like the Des Moines River, providing varied terrain. This connectivity allows for diverse riding experiences across the greater Des Moines area.
Last updated: July 4, 2026
2
riders
61.3km
02:52
670m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
42.0km
02:05
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3
riders
32.4km
01:39
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
69.8km
03:27
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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The wheeling waterfront is beautiful. Be sure to check out the giant wooden swing for two. One of two in the northern panhandle, the second is tucked away on a side trail in Thomlinson Run state park New Cumberland Wv. If you’d like to cross or go out on the wheeling suspension bridge, currently closed to car traffic, the most direct route is water st to main but it’s an intense uphill battle. The longer easier way is to go down to 14th, cut across to Market st, turn left and up to 10th. Pretty low, slow traffic and along the way you’ll pass some really good restaurants and a cool plaza area. When you turn on 10th you’re presented with a great full view of the wheeling suspension bridge designed by Roebling.
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Great views from the Wheeling Heritage Path of the Wheeling Suspension Bridge. From 1849 to 1851, it was the largest suspension bridge in the world.
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The Hempfield Tunnel was built in 1906 for the railway lines running into Wheeling. It has recently been refurbished and is accessible from the Wheeling Heritage Trail.
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An impressive ride over the Wheeling Suspension Bridge, which dates back to 1847. The bridge was the first to span a major river west of the Appalachian Mountains.
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Windsor Heights is a central hub within a vast network of paved trails, offering diverse road cycling experiences. You'll find routes that connect suburban areas with larger regional trails, providing opportunities for both shorter loops and longer excursions through urban forests and along rivers. The area is particularly known for its well-maintained, interconnected trail system.
This guide features 4 road cycling routes, all of which are rated as moderate difficulty. These routes offer a good balance of distance and elevation gain for experienced road cyclists.
While all routes in this guide are rated as moderate, some offer significant distances and elevation gains. For instance, the Hempfield Tunnel loop from Speidel Golf Courses Clubhouse covers nearly 70 km with almost 700 meters of elevation gain, providing a substantial workout for road cyclists.
The routes in this guide range from approximately 32 km to 70 km in length. Elevation gains vary from around 350 meters to nearly 700 meters, offering varied terrain suitable for moderate road cycling.
Yes, all the routes featured in this guide are convenient loop routes. For example, you can enjoy the Roadbike loop from Speidel Golf Courses Clubhouse or the Hempfield Tunnel loop from Oglebay Ski and Snowboard Area, both designed for a circular journey.
Windsor Heights' connectivity allows access to several natural attractions. You can cycle near Colby Park, a key trailhead, or explore routes that connect to larger natural areas like Brown's Woods, known as the state's largest urban forest. Trails also follow the Des Moines River, offering scenic vistas, and connect to iconic structures like the High Trestle Bridge.
Windsor Heights is a crucial link in the regional trail system. The Walnut Creek Trail passes directly through, connecting to the Bill Riley Trail to the east and the Clive Greenbelt Trail to the west. These connections provide access to an extensive network, including the High Trestle Trail, Chichaqua Valley Trail, and the Neal Smith Trail.
Yes, many trailheads and parks within the broader Des Moines area, accessible from Windsor Heights, offer parking. Colby Park in Windsor Heights itself is a significant trailhead with amenities, including parking, making it a convenient starting point for your rides.
The spring, summer, and fall months generally offer the most pleasant conditions for road cycling in Windsor Heights, with comfortable temperatures and lush scenery. Always check local weather forecasts before heading out, especially during transitional seasons.
While the routes in this guide are rated moderate, the extensive paved trail network around Windsor Heights offers many family-friendly sections. Trails like the Walnut Creek Trail and those around Gray's Lake Park are generally flat and well-maintained, suitable for cyclists of all ages and skill levels, providing a safe environment away from traffic.
Given Windsor Heights' suburban setting and its connections to urban centers like Des Moines, you'll find numerous opportunities for cafes, restaurants, and other amenities along or near the extensive trail network. Many parks, such as Colby Park, also offer basic facilities.
Absolutely. The interconnected nature of the trails allows for very long rides. For example, the Hempfield Tunnel loop from Speidel Golf Courses Clubhouse is nearly 70 km. By linking various trails like the Walnut Creek, Bill Riley, and Clive Greenbelt, you can easily create custom routes stretching for many more miles into the wider Des Moines metropolitan area.


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