Wayne Gilchrest Trail


3 Reviews

View Trail Map
View Map
Send to App

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 30,000 of trail maps
  • Share your trail photos
  • Save your own favourite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Wayne Gilchrest Trail Facts

States: Maryland
Counties: Kent
Length: 1.2 miles
Trail end points: S. Cross St./SR 289 and S. Queen St. and Morgnec Rd./SR 291 at Washington College
Trail surfaces: Asphalt
Trail category: Rail-Trail
ID: 6016042

Wayne Gilchrest Trail Description

The Wayne Gilchrest Trail, which opened on Earth Day in 2012, runs along the southern edge of the historic Maryland Eastern Shore community of Chestertown. The trail connects Washington College to the Chestertown business district and is named for the former congressman whose 2003 federal earmark made development of the trail possible.

Start your journey at popular Wilmer Park on the Chester River. The trail begins just across S. Cross Street/State Route 289 from the park, where an original train station has been converted to office use. Because the trail occupies an abandoned rail corridor that last saw freight service in the early 1990s, trail users are treated to a flat surface and gentle curves.

From the old train station, the rail-trail parallels Cannon Street adjacent to some of the town's charming residences. A turn to the northeast shortly thereafter takes bikers and walkers to High Street. In the future, Chestertown plans to construct an extension to the trail running adjacent to High Street; this spur will connect to additional residences to the north of the town.

Across High Street, the trail passes an industrial property before entering the campus of Washington College. The trail runs along the entire length of the campus of the 10th oldest college in the United States before ending at Morgnec Road/SR 291.

Parking and Trail Access

Parking for the Wayne Gilchrest Trail can be found at the southern trailhead at Wilmer Park. The park is located just off S. Cross Street/SR 289 on the Chester River. Alternatively, park on the campus of Washington College near the trail's northern endpoint.

Wayne Gilchrest Trail Reviews

easy paved trail run

Little change in grade. Easy to get to - parking available at Wilmer Park. Not too busy for a run or bike ride.

Nice trail

Paved, fast trail. Found on off-shoot paved trail that added another mile to the ride. Perfect if you are looking for an easy trail or to get in a quick ride.

Little tough to access

Great trail, but difficult to access especially on the northern end because it is so below grade level and the banks are very steep.

Nearby Trails

Go Unlimited Today!

  • FREE Account
  • View over 40,000 miles of trail maps
  • Post your trail reviews
  • Share your trail photos
  • Save your favorite trails
  • Learn about new trails near you
  • Get a free map in the app!
Register for FREE
Purchase Unlimited

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple


Register for free!

Join TrailLink (a non-profit) to view more than 30,000 miles of trail maps and more!

Register with Google

Register with Apple