Chesterfield Trail Challenge

There’s certainly no shortage of parks or off-road trails in Chesterfield County. To build awareness of the variety of parks with trails in the county, the Chesterfield Trail Challenge was created to get locals and visitors alike to explore. 

To participate in the challenge, simply visit any one of the trails listed below, take a selfie and post it to your social media account using the hashtag #ChesterfieldTrailChallenge. To help you navigate your way through Chesterfield, visit the Parks and Recreation Trail System page.

Upon visiting five different trail systems with photos of yourself or your group at the trails, you’ll then be able to claim your limited-edition Chesterfield Trail Challenge water bottle! Email with proof of your posts and we’ll provide instructions on where to pick up your water bottle.

Show off your new water bottle with pride and help us spread the word by telling your friends, family and fellow trail users about the awesome Chesterfield trails you visited!

Chesterfield County Park Trail List

Listed below is a sampling of scenic and major trails in Chesterfield. If you think a trail should be added to this list, shoot us an email and let us know at

Appomattox River Trail

This 2.6-mile out-and-back trail runs alongside the James River. This peaceful easy trail is mostly flat and shaded providing a great space to walk, run and hike while spotting the wide array of wildlife living along and among the James River.

Robious Landing Park

Robious Landing Park is home to 3.4 miles of walking trails. The park, on the Virginia Bird and Wildlife Trail, ensures its visitors the special opportunity to view a wide range of wildlife while exploring its trails located alongside the James River and throughout luscious woods.

Rockwood Park

Rockwood Park, the county’s oldest park, has 5.5 miles of walking trails and seven different trails to embark on. These trails vary between hard and soft surfaces and weave through woods and along Gregory’s Pond.

Dutch Gap Conservation Area

Hikers, walkers, bikers, runners and horseback riders can all explore the Dutch Gap Trail. The 4.5-mile trail loops take its explorers through tidal wetlands, meadows and forests. Visitors can expect to spot a wide variety of birds on the Dutch Gap Trail, including American goldfinches, bald eagles and great egrets.

Pocahontas State Park

Pocahontas State Park offers a whopping 90-miles of trails to its visitors. Bikers, runners, hikers and Horseback riders are all welcome on its trails. The park offers trails of varying lengths, difficulty level and use.