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Trail Running Calendar near Greensburg 2026-2027

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Explore the top trail runs near Greensburg for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
19
Sa

Tropical 5K Classic

Obstacle Run 5 km
A Hawaiian themed 5K obstacle race at Allegheny RiverTrail Park in Aspinwall that raises funds for The Stanley M. Marks Blood Cancer Research Fund and Lending Hearts. Teams carry a pineapple through the course and a luau follows with live music, food..
Sep
19
Sa

IPG Fitness Pink Day 5K Run/Walk

Road Race Trail Run 3 mi
A community 5K run and walk in Leechburg that follows mixed pavement and trail and crosses the Kiskiminetas River. Proceeds benefit The Breast Cancer Research Foundation.
Sep
20
Su

Harvest Half Marathon - Boston

Trail Run 3 mi 6 mi 13 mi
The 15th Harvest 5k/10k/Half Marathon in Boston, PA runs out and back on a flat crushed limestone trail along the Yough River, with awards and proceeds to the local PTO.
Sep
26
Sa

Laurel Highlands Ultra - Fall Classic

Trail Run 50 mi
A point to point 50 mile trail race on the Laurel Highlands Hiking Trail in Somerset County with a five person relay option and staffed aid stations.
October 2026
Oct
3
Sa

Export 100 Trail Race

Trail Run 13 mi 103 mi
Experience the autumn colors of western Pennsylvania in a 103 mile ultramarathon or an exclusive half marathon that supports the local trail community.
Oct
4
Su

Faap Fall Classic

Trail Run 5 km 10 km 20 km
Experience a classic cross country race on the trails of North Park during the autumn foliage season. Enjoy 20k, 10k, and 5k distances featuring handmade bamboo medals and traditional folk dancing.
Oct
9
Fr

Riverview Park 5K Run & Fitness Walk

Trail Run 5 km
An evening 5K through hilly, tree lined Riverview Park in Pittsburgh with a youth costume contest, seasonal family activities, and limited shirts for the first 200 registrants.
Oct
10
Sa

Jordan Tomson Memorial 5K

Trail Run 5 km
A community 5K run and walk on the Five Star Trail in Greensburg, PA, held October 10, 2026, with a mostly flat course and proceeds supporting a memorial scholarship fund for local Christian education.
Oct
11
Su

Sokolský běh republiky – Pittsburgh

Trail Run 5 km
Community race in Schenley Park with a 5 km adult course, 1 km kids loop, packet pickup, picnic, and a finishers' medal shaped like the republic.
November 2026
Nov
7
Sa

TJHS Color Fun Run/Walk

Road Race Trail Run 2 mi 5 km
An untimed color run/walk at Thomas Jefferson High School raising funds for traumatic brain injury awareness and school holiday gift programs.
June 2027
Jun
6
Su

South Ridge Trail Challenge

Trail Run 4 mi 7 mi 12 mi 33 mi
Trail races on North Park's South Ridge offering 5K, 10K, 20K, 50K and a 50K relay across summer trails and varied terrain.
July 2027
Jul
11
Su

Murrysville Monster Trail Races

Trail Run 6 mi 12 mi
Trail races in Murrysville, PA on July 11 2027 through Duff Park and Pleasant Valley Park with single track, water crossings and technical obstacles.
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