Gettysburg
Trail Running Calendar near Gettysburg 2026-2027
Explore the top trail runs near Gettysburg for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.
A nighttime three hour loop race at Roundtop Mountain Resort featuring a 1.5 mile loop with 600 feet of climbing and a separate kids race.
A community trail festival at Furnace Run Park in Shippensburg on August 29, 2026, featuring a one loop 5 kilometer race and a 1 mile event with chip timing and varied trail surfaces. Proceeds benefit Friends of Shippensburg Community Parks.
A 3.8 mile running event at Pen Mar Park that climbs about 1.8 miles to High Rock Overlook and returns to the park. Registered finishers receive an official High Rock Mountain t-shirt and there are early and race day fee options.
September 2026
A chip timed trail race at South Branch Farms offering 5K and 10K routes on varied terrain with creek crossings, climbs, wildlife sightings, and a post race gathering. Proceeds support the Farm and Natural Lands Trust of York County.
A community trail 5K at Conewago Day Use Area in Wellsville, PA offering preregistration shirts, finisher medals, refreshments and online results.
A 5K cross country festival on September 15, 2026 at Franklin County Fair Grounds, with proceeds benefiting Shalom Christian Academy.
October 2026
A community trail festival in Shippensburg offering a half marathon, 5k, hike, 25 mile bike ride and a free 1 mile fun run for kids, with proceeds supporting the Cumberland Valley Rails to Trails Council.
Experience a unique trail event at Milkhouse Brewery in Mount Airy featuring a 5 mile race and timed ultra challenges. Complete as many loops as possible over four or eight hours on this scenic farm course.
November 2026
An annual trail event at Gifford Pinchot State Park that raises funds for canine cancer research, featuring a 5k run and a 3.5k walk with awards for canine human teams and solo runners.
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.
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.