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Trail Running Calendar near Oakton 2026-2027

Monthly updates for Oakton

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

Explore the top trail runs near Oakton for 2026-2027! We've gathered 44 exciting races in the area. Check out our detailed list below to find your next local race.

September 2026
Sep
27
Su

MoCo Dems 5K FunRun

Trail Run 5 km
October 2026
Oct
3
Sa

Adventure Trail Run

Trail Run 30 km
Oct
3
Sa

Fall Harvest 5k

Trail Run 5 km
Oct
4
Su

Pohick Bay 10K

Trail Run 5 km 10 km
Oct
11
Su

Run like Michael

Trail Run 5 km
Oct
17
Sa

MCRRC Black Hill 10K

Trail Run 10 km
Oct
17
Sa

The Westover 10k

Trail Run 5 km 10 km
Oct
18
Su

Fall Backyard Burn Trail Run - Lake Fairfax

Trail Run 5 mi 10 mi
Oct
24
Sa

PB&J 50K

Trail Run 25 km 50 km
Oct
25
Su

Halloween Horror 10k

Trail Run 5 km 10 km
Oct
25
Su

Run the Vineyards Rocklands Farm 5K

Trail Run 5 km
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
14
Sa

Rosaryville Veterans Day Trail Race

Trail Run 20 km 50 km
Nov
15
Su

Fall Backyard Burn - Hemlock

Trail Run 5 mi 10 mi
Nov
22
Su

Fall Backyard Burn Trail Run - Riverbend

Trail Run 5 mi 10 mi
Nov
22
Su

Maryland Turkey Trot 10K

Trail Run 5 km 10 km
Nov
25
We

Winery at Bull Run Turkey Trot 10k

Trail Run 5 km 10 km
Nov
26
Th

VHTRC Turkey Chase

Trail Run 10 mi
December 2026
Dec
5
Sa

Devil Dog Ultras

Trail Run 50 km 100 km 100 mi
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