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Road cycling routes
United States
West Virginia
Brooke County

Windsor Heights

The best road cycling routes around Windsor Heights

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.

Best road cycling routes around Windsor Heights

  • The most popular road cycling route is Roadbike loop from Speidel Golf Courses Clubhouse, a 30.5 miles (49.0 km) trail that takes 2 hours 24 minutes to complete. This moderate route features a significant elevation gain of 1,961 feet (598 meters).
  • Another top favourite among local road cyclists is Hempfield Tunnel loop from Oglebay Ski and Snowboard Area, a moderate 26.1 miles (42.0 km) path. This route includes 1,155 feet (352 meters) of ascent and typically takes 2 hours 5 minutes.
  • Local road cyclists also love the Pike Island Pool loop from Oglebay Ski and Snowboard Area, a 20.1 miles (32.4 km) trail leading through varied terrain, often completed in about 1 hour 39 minutes.
  • Road cycling around Windsor Heights is defined by extensive paved trail networks, urban green spaces, and river-side paths. The network offers options for different ability levels, primarily featuring moderate routes.
  • The guide includes highly-rated routes that showcase the best of the region's landscape. More than 20 road cyclists have used komoot to explore Windsor Heights's varied terrain.

Last updated: July 4, 2026

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riders

#1.

Hempfield Tunnel loop from Wheeling

61.3km

02:52

670m

670m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

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Tips from the Community

Alexander
June 20, 2025, View of the Wheeling Suspension Bridge

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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Frequently Asked Questions

What kind of road cycling routes can I find around Windsor Heights?

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.

How many road cycling routes are available in this guide?

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.

Are there any challenging road cycling routes near Windsor Heights?

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.

What are the typical distances and elevations for road cycling routes in the area?

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.

Are there any loop routes for road cycling around Windsor Heights?

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.

What natural features or landmarks can I expect to see while cycling?

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.

What major trails connect through or near Windsor Heights?

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.

Is there parking available near the road cycling routes?

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.

What is the best time of year for road cycling in Windsor Heights?

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.

Are there any family-friendly road cycling options in the area?

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.

Can I find cafes or amenities along the road cycling routes?

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.

Are there any longer road cycling routes for extended rides?

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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