Freeland
Trail Running Calendar near Freeland 2026-2027
Explore the top trail runs near Freeland for 2026-2027! We've gathered 19 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
5K and 10K trail races at South Branch Farms in Seven Valleys PA on September 12 2026 benefiting the Farm & Natural Lands Trust of York County.
A nonprofit outdoor 5 km run and walk in Wellsville PA promoting time in nature for mental and physical wellbeing.
Scenic 5K at Nissley Vineyards on 09/26/2026 with chip timing, a post run lawn celebration, live music and food trucks, HEADstrong charity support and wine for 21+.
Cancer Warrior 5K on September 26, 2026 raises funds for cancer research with an after party hosted by Independent Brewing and an early registration discount.
A 3 mile Reunion Run at Hereford High School as part of the Bull Run Cross Country invitational. The race is open to all ages and carries a $10 registration fee, with registration listed from August 24 to September 26.
A 20 mile supported trail run on the Torrey C. Brown NCR Trail in Freeland, Maryland, offered in both in-person and virtual formats.
A 10 miles trail race in Holtwood, PA, over rocky, hilly trails with stream crossings and scenic overlooks. Chip timed, with aid stations, a strict 2.5 hour cutoff to mile 7, and one way bus transport to the campground start.
October 2026
A 5.25 mile trail race at Gunpowder State Park with a steep opening climb, single-track sections, a fast finish, and race day donation based registration.
A backyard ultra at Shawan Downs where runners repeat a 4.1667 mile loop each hour until one runner completes a lap alone and is declared the sole finisher.
November 2026
Free BRRC GPS 5K at Herring Run Park featuring mixed paved, field and single track terrain, two river crossings, and course variations from local high school routes.
A Thanksgiving morning 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural trails; open to all ages, $15 registration fee.
December 2026
A 9-mile trail race around Lake Redman in York, PA with single-track terrain, two tunnel crossings, an aid station, a ruck division, and post-race awards.
February 2027
A 50 km trail run at Hashawha Environmental Center in Westminster MD, featuring varied single-track, open fields, stream crossings and 5 aid stations. Entry for 2027 uses a lottery opening January 1, with indoor facilities and hot post-race food.
April 2027
Genesee Valley Ultra is a timed loop trail event at Genesee Valley Outdoor Learning Center in Parkton, MD. Runners choose 24 hour, 12 hour, or 6 hour formats to complete as many laps as possible on a 2 mile loop, with chip timing and awards.
50K, 25K, 5 Miler and an 8 Hour Challenge on a 5.25 mile loop at Piney Run Park in Sykesville on April 17, 2027.
May 2027
A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.
July 2027