Williamsport
Trail Running Calendar near Williamsport 2026-2027
Explore the top trail runs near Williamsport for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Chip timed 5K run/walk at Adams County Winery on Sunday, October 25, 2026 with race swag, a winery pour, age group awards, and support for Cumberland Valley Breast Care Alliance.
November 2026
A trail 5K at Cacapon Resort State Park on November 1, 2026, over forest single-track and gentle hills, with a $35 fee and medals for the first 122 registrants.
An 11 mile out and back trail race at Cunningham State Park near Thurmont MD on Catoctin Blue and Cat Rock Yellow trails with one aid station at the turnaround.
A Thanksgiving themed 5 km run at Big Cork Vineyards in Rohrersville, Maryland, on November 14, 2026. The event is timed by J3 Timing and includes a t shirt, collapsible wine glass, finisher medal, and a wine pour.
A November event in Brunswick MD with a full marathon, half marathon, and a Veterans Challenge 5K that features towpath running, river crossings, and historic town sections.
Thanksgiving 5k and kids races at James Rumsey Technical Institute supporting local backpack programs and youth initiatives.
January 2027
5k 10k and half marathon on the flat C&O Canal Trail at Williamsport Park with chip timing, medal, technical shirt and a virtual option.
March 2027
A chip-timed 5 km, 10 km and half marathon at Point of Rocks on March 7, 2027 with limited water stations, a virtual option, and finisher medals and shirts.
April 2027
A 100 mile race on the scenic C&O Canal with an almost entirely flat course, starting and finishing at Camp Manidokan near Knoxville, Maryland, Apr 24 and 25 2027.
May 2027
The SCA 5K is a cross country 5 kilometer race on natural terrain held within Shalom Dutchfest. It offers multiple age divisions with medals, ribbons, and cash prizes, and early registrants receive a complimentary t shirt.
June 2027
A backyard ultra in Knoxville Maryland where runners repeat a 4.167 mile loop each hour until one remains; includes a 1 mile Mortals edition and prize money.
A 46th annual memorial five mile run on the C&O Canal Towpath in Williamsport MD with chip timing, awards, and a technical race shirt.