Upcoming Races Near Windsor Mill, MD - Matching: Trail Races

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Twilight Series #2 - Hashawha 3 Mile Trail Run

Westminster, MD

Thursday, June 11th, 2026

Trail

View details for race Twilight Series #2 - Hashawha 3 Mile Trail Run

The Husky Run 5K # 3

Bel Air, MD

Sunday, June 14th, 2026

Trail

View details for race The Husky Run 5K # 3

Miles of Music 5K

Bel Air, MD

Saturday, June 20th, 2026

1 Mile

Trail

View details for race Miles of Music 5K

Blue Crab Bolt Trail Run - Seneca Creek

Gaithersburg, MD

Saturday, June 27th, 2026

Trail

View details for race Blue Crab Bolt Trail Run - Seneca Creek

Celebrate America 5K

Vienna, VA

Saturday, June 27th, 2026

Trail

View details for race Celebrate America 5K

Fourth of July 5K Fun Run

Great Falls, VA

Saturday, July 4th, 2026

Trail

View details for race Fourth of July 5K Fun Run

FSRC Independence 5000

Frederick, MD

Saturday, July 4th, 2026

Trail

View details for race FSRC Independence 5000

2026 PVTC Go Fourth 8K

Arlington, VA

Saturday, July 4th, 2026

Trail

View details for race 2026 PVTC Go Fourth 8K

ASICS Independence Day 4-Miler presented by Ind...

Bel Air, MD

Sunday, July 5th, 2026

Trail

View details for race ASICS Independence Day 4-Miler presented by Independent Brewing Company

ASICS Independence Day 4 Miler presented by Ind...

Bel Air, MD

Sunday, July 5th, 2026

Trail

View details for race ASICS Independence Day 4 Miler presented by Independent Brewing Company EARLY BIRD REGISTRATION (2026)

Blue Crab Bolt Trail Run - Schaeffer Farms

Germantown, MD

Saturday, July 25th, 2026

Trail

Fast

View details for race Blue Crab Bolt Trail Run - Schaeffer Farms

Farm Fresh 5K, 10K, & Kids Fun Run

York, PA

Saturday, August 1st, 2026

10K

Trail

View details for race Farm Fresh 5K, 10K, & Kids Fun Run

Blue Crab Bolt Trail Run - Little Bennett

Clarksburg, MD

Saturday, August 1st, 2026

10K

Trail

View details for race Blue Crab Bolt Trail Run - Little Bennett

Tommy Laudani Delone Dash 5K/3K Trail Run

Hanover, PA

Saturday, August 1st, 2026

Trail

View details for race Tommy Laudani Delone Dash 5K/3K Trail Run

Catch-A-Pig 5K & 1K Bacon Stroll

Bel Air, MD

Sunday, August 16th, 2026

Trail

View details for race Catch-A-Pig 5K & 1K Bacon Stroll

MCRRC Groovin' Woodstock Trail 7K

Dickerson, MD

Sunday, August 16th, 2026

Trail

View details for race MCRRC Groovin' Woodstock Trail 7K

DLS 5k & 1-Mile for Lewy Body Dementia

Arlington, VA

Saturday, August 22nd, 2026

Trail

View details for race DLS 5k & 1-Mile for Lewy Body Dementia

28th Annual Rail Trail 10-Miler

York, PA

Saturday, August 22nd, 2026

10 Miles

Trail

View details for race 28th Annual Rail Trail 10-Miler

2026 NOVA Running Club 5K

Arlington, VA

Tuesday, August 25th, 2026

Trail

Fast

View details for race 2026 NOVA Running Club 5K

Othello Park Labor Day 1K/5k

Knoxville, MD

Monday, September 7th, 2026

Trail

View details for race Othello Park Labor Day 1K/5k

Sasquatch Preservation Trail Run 5 & 10 K

Seven Valleys, PA

Saturday, September 12th, 2026

10K

Trail

View details for race Sasquatch Preservation Trail Run 5 & 10 K

MCRRC Lake Needwood Trail 10K

Derwood, MD

Saturday, September 12th, 2026

10K

Trail

View details for race MCRRC Lake Needwood Trail 10K

The Kingdom Run 5K

Bel Air, MD

Saturday, September 12th, 2026

Trail

View details for race The Kingdom Run 5K

The Peake Run- Our Big Ducking 60th Anniversary...

Annapolis, MD

Sunday, September 13th, 2026

10K

1 Mile

Trail

Fast

View details for race The Peake Run- Our Big Ducking 60th Anniversary Run at the Maryland Seafood Festival

River's Edge Endurance Challenge

Brunswick, MD

Saturday, September 26th, 2026

Trail

View details for race River's Edge Endurance Challenge

Charm City Run 20-Miler

Freeland, MD

Sunday, September 27th, 2026

Ultra

Trail

View details for race Charm City Run 20-Miler

THE Conestoga Trail Run - 10 Tough Miles

Holtwood, PA

Sunday, September 27th, 2026

10 Miles

Trail

View details for race THE Conestoga Trail Run - 10 Tough Miles

Kettle Cooker Five & Dime Trail Race

Nottingham, PA

Sunday, October 4th, 2026

10 Miles

Ultra

Trail

View details for race Kettle Cooker Five & Dime Trail Race

Rick O'Donnell Memorial 5 Mile Trail Run and Ul...

Mount Airy, MD

Sunday, October 11th, 2026

Trail

View details for race Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, VA

Sunday, October 18th, 2026

1 Mile

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Lake Fairfax

Fleet Feet Half Marathon

York, PA

Sunday, October 18th, 2026

Half

Trail

View details for race Fleet Feet Half Marathon

MCRRC Stone Mill 50 Mile Run

Montgomery Village, MD

Saturday, November 7th, 2026

Ultra

Trail

View details for race MCRRC Stone Mill 50 Mile Run

Sole Circle - Harbor Heroes 5K/10k

Oxon Hill, MD

Saturday, November 7th, 2026

10K

Trail

View details for race Sole Circle - Harbor Heroes 5K/10k

Schaeffer Half Marathon, 10K, 5K Trail Run

Germantown, MD

Saturday, November 7th, 2026

10K

Half

Trail

View details for race Schaeffer Half Marathon, 10K, 5K Trail Run

Fall Backyard Burn Trail Run - Riverbend

Great Falls, VA

Sunday, November 22nd, 2026

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Riverbend

NCR Marathon & Half Marathon

Sparks Glencoe, MD

Saturday, November 28th, 2026

Marathon

Half

Trail

View details for race NCR Marathon & Half Marathon

OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER...

Alexandria, VA

Sunday, December 6th, 2026

Trail

View details for race OLD TOWN RUN CLUB JINGLE BELL 5K & KIDS 1 MILER RUN/WALK

Stocking Suffer 8-Hour Endruance Run

Stevensville, MD

Sunday, December 6th, 2026

Trail

View details for race Stocking Suffer 8-Hour Endruance Run

Fall Backyard Burn Trail Run - Fountainhead

Fairfax Station, VA

Sunday, December 6th, 2026

Trail

View details for race Fall Backyard Burn Trail Run - Fountainhead

Naptown Half Marathon & 10K/5K

Annapolis, MD

Saturday, December 19th, 2026

Half

10K

Trail

View details for race Naptown Half Marathon & 10K/5K

Turtle Derby 5k Trail Race

Havre De Grace, MD

Saturday, April 10th, 2027

Trail

View details for race Turtle Derby 5k Trail Race

York Marathon and Half Marathon

York, PA

Sunday, May 2nd, 2027

Marathon

Half

Trail

Fast

View details for race York Marathon and Half Marathon

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