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Trail Running Calendar near Jessup 2026-2027

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Explore the top trail runs near Jessup for 2026-2027! We've gathered 45 exciting races in the area. Check out our detailed list below to find your next local race.

November 2026
Nov
7
Sa

Schaeffer Half Marathon and 10K Trail Run

Trail Run 3 mi 7 mi 14 mi
Nov
7
Sa

Stone Mill 50 Mile Run

Trail Run 50 mi
Nov
7
Sa

Jug Bay Run/Walk for Wildlife

Road Race Trail Run 5 km 10 km
Nov
7
Sa

Rock Creek Foundation 5K & 10K

Trail Run 5 km 10 km
Nov
8
Su

Run Through the Grapevine

Trail Run 8 km
Monthly updates for Jessup

Get new running races (and updates) in your inbox every month.
Nov
14
Sa

Run 4 MK

Trail Run 5 km 10 km
Nov
14
Sa

Rosaryville Veterans Day Trail Race

Trail Run 20 km 50 km
Nov
15
Su

BRRC GPS Cross Country 5K

Trail Run 5 km
Nov
21
Sa

Great Falls Half

Trail Run 5 km 10 km Half Marathon
Nov
22
Su

Fall Backyard Burn Trail Run - Riverbend

Trail Run 5 mi 10 mi
Nov
22
Su

Maryland Turkey Trot 10K

Road Race Trail Run 5 km 10 km
Nov
26
Th

Catonsville High School XC Turkey Trot

Trail Run 5 km
Nov
26
Th

VHTRC Turkey Chase

Trail Run 10 mi
Nov
26
Th

Georgetown Turkey Trot 5K

Trail Run 5 km
Nov
26
Th

Blue Crab Turkey Trot 10K - Silver Spring

Road Race Trail Run 5 km 10 km
Nov
26
Th

Chase Thanksgiving 5K

Road Race Trail Run 5 km
Nov
26
Th

Two Rivers Turkey Trot 3K - Washington

Trail Run 3 km
December 2026
Dec
5
Sa

Froggy Hollow 9

Trail Run 5 mi
Dec
6
Su

EOD Warrior Holiday Dash Marathon

Trail Run 5 km 13 mi 26 mi
Dec
13
Su

Founders Half Marathon

Trail Run 13 mi
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