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Naylor Mill Park Trails

 4.0 (9)
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Map Key

4.2 Miles 6.7 Kilometers


111' 34 m


-111' -34 m



Avg Grade (1°)


Max Grade (3°)

44' 13 m


19' 6 m


Shared By Joseph Howard



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Naylor Mill Park singletrack trails.

Joseph Howard

Dogs Unknown

Features -none-


This trail system is well maintained, well traveled, interconnected, and easy to follow but is mostly unmarked.

It's about 5 miles of multiple twisting, winding singletrack trails around Naylor Mill Park. Relatively flat but the trails have many technical obstacles. The trails utilize one ridge for as much climbing/descending and off-camber as is possible. Really fun place to ride. It's great for beginners (every technical section has a beginner option so beginners don't have to walk the course). The trails are very compact with many switchbacks, but make the most of the forested area along Leonard Pond Run. There are a bunch of log rollovers, jumps, short ups and downs, and man made obstacles to make it interesting.

Even though you can ride each section of the trail separately they are all interconnected a the beginning of the trails near the back northwest corner of the Naylor Mill parking lot. You can turn north or turn south and ride a section of the trail or ride one trail into the next. The path you see in this posting is riding both the north and south sections as one long trail.

The southern section starts off flat and winds around towards Naylor Mill Road and then descends down toward Leonard Pond Run (waterway) and you'll start to experience some banked turns, and climbs along the run. You'll also follow the trail to some built obstacles including bridges, balance beams, & log jumps.

The northern section is a slightly longer run that is more flat but still includes many obstacles as it winds its way around the forested area back to the parking lot.

You can also circumnavigate the entire sporting complex for a cool off period after some of the more challenging sections.


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Your Check-Ins


Dec 23, 2018
Casey Jensen
Took my 6 year old out here, it was definitely challenging, but fun, we walked past the muddy areas so as not to tear up the trail more than it was… 4.2mi
Jul 12, 2018
Alex Garlick
Mar 13, 2017
Matthew Hill
Yes!!! 16mi
Feb 12, 2017
Mr Schultz
Rain, mud, dusk. 4mi — 1h 00m

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Trail Ratings

  4.0 from 9 votes


in Salisbury


  4.0 from 9 votes
5 Star
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in Salisbury


in Maryland


45 Views Last Month
2,470 Since Mar 27, 2014
Intermediate Intermediate

This trail was a great surprise for my wife and I We had a blast here. The north side proved a little more technically challenging, two wrecks her and two wrecks me haha. The south side has some flow and was a lot of fun. So far this has been the best ride on the Eastern Shore. May 17, 2018

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