Bear
Trail Running Calendar near Bear 2026-2027
Explore the top trail runs near Bear for 2026-2027! We've gathered 33 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail races at Glenroy Preserve on October 4, 2026: 5 mile, 25K, and 50K loops with creek crossings, aid stations, and post-race food and beer.
Trail races at Parvin State Park offer a half marathon and a 6 hour lap event on a mostly trail lollipop loop. The event is cupless and uses an aid station at the start and finish.
A technical 25K trail race at Ridley Creek State Park with about 1800 feet of climbing, three aid stations, and a five hour time limit.
A marked 5K trail race on October 25, 2026 in Kirkwood, Pennsylvania across grass fields, horse trails and dirt roads with timed divisions, ribbons, and a t-shirt option.
A Harford County Running Club Sunday run in Havre de Grace with a self timed, stroller friendly 4 mile road course and optional extra mileage around a hay field.
A Halloween track event at West Chester University featuring a 30 minute Candy Scramble, a costume contest with prizes, and DJ music.
Family-friendly Halloween 5K and untimed 1-mile at The Bates Motel in Glen Mills with costumes, a costume contest, and proceeds benefiting the local fire company.
A Halloween 5K trail run at Old Stone Cider with costumes encouraged, live music, vendors and a food drive benefiting the Chester County Food Bank.
November 2026
Enjoy a 5k run or walk from the lighthouse at Concord Point Park as part of the Harford County Running Club Sunday Run Series.
A six-hour trail challenge in Coatesville where runners complete a timed 5K each hour, aiming to finish six laps for a medal and national ranking.
A chip-timed 5K and an untimed 1.4 mile walk with live music, contests, food, games, awards, and proceeds supporting an entrepreneurship endowment at UC Berkeley.
Donation-based trail event in Brandywine Creek State Park offering 5 mile and 10 mile courses to raise funds for local cycling and park organizations.
A scenic 5K at Milburn Orchards in Elkton on November 8, 2026, across orchard and farm trails with a portion of proceeds donated to local organizations.
A self timed 5k from Made Me Mine in Abingdon with walking option, stroller friendly course and parking at Constant Friendship Shopping Center.
A 5 km on the Mason-Dixon Trail in Darlington with two multi-loop challenge options and self-timed results, free registration.
December 2026
A 5K cross-country run at Sharp Farm in Middletown on Dec 5, 2026, across fields, forest edges and wide trails with proceeds supporting Delaware Wild Lands.
Trail run at Blackrock Park with a chip timed 5K run in heats, a Little Tykes obstacle dash for ages 3 to 6, and proceeds benefiting Ridley United Soccer Club.
January 2027