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Cook County

Wheeling

The best family-friendly hikes and walks around Wheeling

4.8

(23)

325

hikers

32

hikes

Family friendly hiking trails around Wheeling, West Virginia, are characterized by their diverse landscapes, including riverine paths along the Ohio River and Wheeling Creek, as well as routes through rolling hills and woodlands. The region's topography offers a mix of paved rail-trails and unpaved park paths. These trails often feature historical structures and provide opportunities for nature observation within a natural setting.

Best family friendly hiking trails around Wheeling

  • The most popular family friendly hiking route is Des Plaines River…

Last updated: May 11, 2026

#1.

Des Plaines River Trail: Lake Cook Road to North Avenue

43.1km

10:53

70m

70m

Hike the difficult 26.8 mile Des Plaines River Trail from Lake Cook Road to North Avenue, gaining 225 feet in 10h 52m.

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Hard

5.0

(1)

6

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

5.0

(1)

7

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Xb
June 21, 2025, Des Plaines River

wet after rain, buggy when too dry, mostly idylic though bumpy. Recommend at least 35mm tires

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good rest area

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This stretch of the Des Plaines River Trail at Cahokia Flatwoods Forest Preserve guides hikers through a serene woodland, with a dirt path winding under tall oaks and maples. Surrounded by green undergrowth and dappled sunlight, it’s a peaceful escape near the river

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This is one of the many forest preserves along the Des Plaines River Trail. There are picnic tables, bathrooms and parking for trail access here. You can enjoy some great views of the river from here as well.

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This stretch of the Des Plaines River Trail at Camp Pine Woods Forest Preserve brings cyclists along a wide gravel path through a mix of oak-hickory woodlands and maple forests, set near the river. Surrounded by natural areas like sedge meadows and savannas, it’s a quiet spot with historical ties to a former WWII POW camp.

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This stretch of the Des Plaines River Trail at Camp Pine Woods Forest Preserve brings hikers along a wide gravel path through a mix of oak-hickory woodlands and maple forests, set near the river. Surrounded by natural areas like sedge meadows and savannas, it’s a quiet spot with historical ties to a former WWII POW camp.

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This stretch of the Des Plaines River Trail at Cahokia Flatwoods Forest Preserve guides hikers through a serene woodland, with a dirt path winding under tall oaks and maples. Surrounded by green undergrowth and dappled sunlight, it’s a peaceful escape near the river

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Watch for the railway crossing ahead, which lacks crossing lights and automatic rail bars. However, two cement blocks are placed just before the tracks to slow you down and alert you to proceed with caution. After crossing, you'll be back to the Des Plaines River Trail.

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Frequently Asked Questions

How many family-friendly hiking trails are available around Wheeling?

Our guide features over 30 family-friendly hiking trails around Wheeling, with the majority being easy routes suitable for all ages. You'll find a diverse selection to explore the region's natural beauty.

What kind of terrain can we expect on family hikes in Wheeling?

Wheeling offers a mix of terrain, from scenic riverside paths along the Ohio River to wooded trails through rolling hills. Many family-friendly options utilize former railroad beds, providing relatively flat and accessible surfaces. You'll also find unpaved trails within parks like Oglebay for a more natural experience.

Are there any trails suitable for strollers or very young children?

Yes, the Wheeling Heritage Trails, including segments of the Ohio River Trail and Wheeling Creek Trail, are excellent choices for strollers due to their paved surfaces. These trails offer smooth, accessible paths perfect for families with very young children.

What are some notable natural features or landmarks to look out for on family hikes?

The region is rich in natural beauty and historical landmarks. Along the Wheeling Creek Trail, you can discover historical structures like the Hempfield Viaduct and the Hempfield Tunnel. The Ohio River itself provides stunning waterfront views. Oglebay Park also offers picturesque scenery and historic routes.

When is the best time of year to go hiking with family in Wheeling?

Wheeling offers enjoyable hiking experiences throughout much of the year. Spring brings lush greenery and comfortable temperatures, while autumn is spectacular with vibrant fall foliage. Summer is also popular, though it can be warmer, making shaded trails or early morning hikes ideal. Winter hikes can be beautiful, especially after a fresh snowfall, but require appropriate gear.

Are there any circular routes suitable for families?

While specific circular routes are not detailed in the provided data, many park systems like Oglebay Park offer interconnected trail networks that can be combined to create loop walks. The nature of rail-trails also allows for out-and-back sections that can be turned into loops if combined with other paths or local roads.

Can we bring our dog on the family-friendly trails?

Many outdoor areas in Wheeling, including segments of the Wheeling Heritage Trails and trails within Oglebay Park, are generally dog-friendly. However, it's always best to check specific park regulations or trail signage for the most up-to-date information regarding pets, and always keep your dog on a leash and clean up after them.

What do other hikers say about the family-friendly trails in Wheeling?

The komoot community highly rates the hiking experiences in Wheeling, with an average score of 4.8 stars from 23 ratings. Reviewers often praise the accessibility of the trails, the scenic river views, and the peaceful, natural settings found within the city's parks and heritage trails, making them perfect for family outings.

Are there options for public transport or parking near the trailheads?

Many of Wheeling's popular trail systems, such as the Wheeling Heritage Trails, are designed for accessibility and often have designated parking areas nearby. For public transport, local bus services may provide access to certain areas, but checking specific routes and schedules in advance is recommended. For more information on the Heritage Trail, you can visit wheelingwv.gov.

Are there any places to eat or grab a coffee near the family hiking trails?

Wheeling offers various dining and cafe options, especially in areas closer to the city center and along the Ohio River. After a hike on the Heritage Trails, you'll find establishments within a short distance. For trails within parks like Oglebay, there are often facilities or nearby options available to refresh yourselves.

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