Trail Running calendar near Pennside 2026-2027

We have found 63 Trailruns within 80 miles of Pennside. See below where and when you can find the races.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

A Spartan Trail event at Blue Mountain Ski Area in Palmerton PA featuring a Trail 10K on narrow singletrack outside the ski boundary. The weekend includes spectator access and accompanying Spartan obstacle races.

Take on the Sweet Air Trail Race at Gunpowder State Park on July 12, 2026, a scenic out and back with rolling hills, faster stretches, water crossings and a bit of mud. Limited to 100 runners, entry is free and donations are welcome.

August 2026

Run the Vineyards at Bohemia Manor Farm offers scenic 5K and 8K courses through vineyards, waterfront and wooded trails, chip timed with live results. Finish with refreshments, a souvenir wine glass and an after party on the river.

Join the Summer Sundown Rundown in Kempton, PA for an endurance trail circuit where short laps, shrinking cutoffs, and the last runner to finish the final lap wins. Celebrate with complimentary Bright Path Brewing beer for 21 and over.

Join Montey's Pack Rescue Run 5K at Heebner Park for a fun 5K, a 1 Mile Kids Fun Walk, or a virtual 5K that helps animals in need. Family friendly course with medals and fundraising prizes and 100% of proceeds support local rescue efforts.

September 2026

Enjoy a scenic 5K trail or one mile Move As You Please at Thorncroft Equestrian Center’s 70 acre farm in Malvern. Finish with live music, food trucks and pony meet and greets while supporting care for Thorncroft horses.

Run the Dandelion Trail at Camp Mount Luther on Sept 5 and support the camp with scenic 5K and 10K loop courses. Kids fun run and finisher awards add family friendly fun for all abilities.

Celebrate Labor Day at William Heritage Winery with a chip timed 5K on scenic vineyard paths plus one mile and kids races for all ages. Finishers 21 and over get a souvenir glass and a complimentary wine while supporting HEADstrong.

Join the Sasquatch Preservation Trail Run in scenic Seven Valleys, PA on September 12, 2026 for a fun 5K or 10K through rolling trails and forest scenery. Volunteers welcome to help keep this community event running strong.

Run rugged single track through Hickory Run State Park at Boulder Field 100, a scenic figure 8 50K loop with a boulder field crossing and the gritty Shades of Death trail. Choose 18 miles, 50K or 100 km for a challenging day on the trails.

Choose from a 25K, 40 Mile or 40 Mile relay on scenic mixed terrain at Codorus State Park, featuring lakeshore singletrack, open fields and historic sites. Enjoy a fully stocked aid station, race day picnic and finisher awards.

The The Dam Half will take place in Mifflinburg on Sunday 27 September 2026. You can run between 4 and 13 miles.

October 2026

Join the Kettle Cooker Five & Dime at Glenroy Preserve for scenic loop trails with 5 mile, 10 mile and 25K options over hills, creeks and rocky terrain. Chip timing, aid stations, a soft tee and post race beer make it a great day.

Run the Vineyards at White Horse Winery features 10K, 5K and 1 mile on a flat scenic vineyard course supporting the HEADstrong Foundation. Enjoy a tech tee, souvenir wine glass, live music, wood fired pizza and a glass of wine.

Scenic lake loop trail runs at Lums Pond State Park offer everything from a single lap 12 KM to a 24 KM and 12 hour solo or 4 person relay. Aid stations and race day bib pickup make it a relaxed fall challenge.

Run the mostly flat, fast lollipop loop at Parvin State Park in the Hot Mess Trail Races, offering a Half Marathon or a 6 hour lap event. This cupless race asks runners to carry their own cup and pack out trash.

November 2026

Join The Long Run Fall Back at Jacobsburg State Park in Wind Gap PA and choose a 5 miler, 3 hour or 6 hour trail option on a roughly 5 mile loop now run clockwise. Expect single track, gravel climbs and a cupless, self supported race day vi..

Run the Vineyards in Unionville invites runners and walkers to scenic 5K and 8K trail courses through vineyard rows with live results and lively post race music. Every finisher receives a stemless wine glass and a post race pour, plus a tec..

Forbidden Run Fest takes runners through scenic Wissahickon Valley Park with 10K, 10 mile and half marathon options on gravel, dirt and single track trails. Limited to 750 entries, all finishers get a medal and sweatshirt and enjoy post rac..