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Trail Runs Found In Chesapeake, Virginia

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Trail Runs in & near Chesapeake, Virginia 2025 - 2026

The most comprehensive list of Trail Runs in and near Chesapeake, Virginia in 2025 - 2026. Find your perfect race!

Race Calendar: Trail Runs Found In Chesapeake, Virginia

πŸš€Boosted

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, Virginia
19 Oct 25
$54.00 - $64.60
πŸš€Boosted

Fall Backyard Burn Trail Run - Laurel Hill

Lorton, Virginia
23 Nov 25
$54.00 - $64.60
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Joe Harney Memorial PTC Scholarship Trailzilla Series at Sandy Bottom Nature Park

Hampton, Virginia
03 Jun 25 - 19 Jul 25
$11.60 - $48.70

National Trails Day 5k

Rice, Virginia
07 Jun 25
$32.80

The Jackson River Scenic Trail Marathon, Half Marathon, 10k, and 5k

Covington, Virginia
14 Jun 25
$48.70 - $107.00

SPEAR TRAIL SERIES

Stephens City, Virginia
12 Jul 25 - 13 Sep 25
$48.70 - $181.20

Indian Trail 5K Run, Kids Mile, & Non-Competitive 5K Walk

Gas City, Indiana
19 Jul 25
$9.48 - $27.50

Hungry Mother Trail Run & Hike

Marion, Virginia
26 Jul 25
$38.10 - $64.60

Furbutt's 24-hour Backyard Ultra

Lorton, Virginia
26 Jul 25 - 27 Jul 25
$10.00

3H Trail Half Marathon

King George, Virginia
02 Aug 25
$81.66

Camp Bethel PEP! 5K Run/Walk

Fincastle, Virginia
30 Aug 25
$43.40

Odyssey Trail Running Rampage

Millboro, Virginia
06 Sep 25
$80.50 - $122.90

Tour de Trail: Pentagon Memorial

Arlington, Virginia
28 Sep 25
$43.40

2025 Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay

Lexington, Virginia
01 Oct 25 - 25 Oct 25
$26.44 - $135.62

The Rehab Rover Canicross and Trail Race - 10k, 5K, Casual Dog Friendy 5K and Virtual 5K

Gordonsville, Virginia
04 Oct 25 - 25 Oct 25
$38.10 - $54.00

Howlin' Coyote Canicross Trail Race

King George, Virginia
04 Oct 25
$22.20 - $48.70

Pocahontas Trail Festival

Chesterfield, Virginia
05 Oct 25
$59.30 - $69.90

Trails 4 Miles

Stephens City, Virginia
11 Oct 25
$16.90 - $27.50

Bivanna trail extravaganza

Charlottesville, Virginia
18 Oct 25
Free

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, Virginia
19 Oct 25
$54.00 - $64.60

Noland Trail 50K and Relay

Newport News, Virginia
01 Nov 25
$85.80 - $96.40

Fall Backyard Burn Trail Run - Riverbend

Great Falls, Virginia
02 Nov 25
$54.00 - $64.60

Fall Backyard Burn Trail Run - Hemlock Overlook

Clifton, Virginia
16 Nov 25
$54.00 - $64.60

Fall Backyard Burn Trail Run - Laurel Hill

Lorton, Virginia
23 Nov 25
$54.00 - $64.60

Fall Backyard Burn Trail Run - Fountainhead

Fairfax Station, Virginia
07 Dec 25
$54.00 - $64.60

Bridge & Trestle 17 Mile Run

Abingdon, Virginia
13 Dec 25
Free

Dahlgren Trail Half Marathon

King George, Virginia
31 Jan 26
$70.99

Virginia Creeper Marathon

Abingdon, Virginia
12 Apr 26
$16.90

32nd Annual Run the Tunnel

Duffield, Virginia
25 Apr 26
$22.20

Charlottesville Summer Trail Running Series

Charlottesville, Virginia
03 May 25 - 12 Aug 25
$69.90

RRRC Bear Creek 10 Mile Trail Run

Cumberland, Virginia
21 Feb 26 - 23 Feb 26
$22.20 - $48.70
Showing 1-29 of 29 results