Upcoming Races Near Annapolis, MD - Matching: Trail Races

Organize a race? Get it in front of thousands of runners.

Add it free Feature it

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

2026 PVTC Go Fourth 8K

Arlington, VA

Saturday, July 4th, 2026

Trail

View details for race 2026 PVTC Go Fourth 8K

Fourth of July 5K Fun Run

Great Falls, VA

Saturday, July 4th, 2026

Trail

View details for race Fourth of July 5K Fun Run

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

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

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

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

Tom LaMonica Memorial 5K Trail Run

Parkton, MD

Saturday, August 22nd, 2026

1 Mile

Trail

View details for race Tom LaMonica Memorial 5K Trail Run

2026 NOVA Running Club 5K

Arlington, VA

Tuesday, August 25th, 2026

Trail

Fast

View details for race 2026 NOVA Running Club 5K

The Kingdom Run 5K

Bel Air, MD

Saturday, September 12th, 2026

Trail

View details for race The Kingdom Run 5K

Fall Backyard Burn Trail Run - Laurel Hill

Lorton, VA

Sunday, October 4th, 2026

10 Miles

Trail

View details for race Fall Backyard Burn Trail Run - Laurel Hill

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

We Got Your Six Running Festival

White Plains, MD

Sunday, November 1st, 2026

10K

Half

Marathon

Trail

View details for race We Got Your Six Running Festival

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

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

Fall Backyard Burn Trail Run - Hemlock Overlook

Clifton, VA

Sunday, November 15th, 2026

Trail

View details for race Fall Backyard Burn Trail Run - Hemlock Overlook

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

Fall Backyard Burn Trail Run - Fountainhead

Fairfax Station, VA

Sunday, December 6th, 2026

Trail

View details for race Fall Backyard Burn Trail Run - Fountainhead

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 Endurance Run

Stevensville, MD

Sunday, December 6th, 2026

Trail

View details for race Stocking Suffer 8-Hour Endurance Run

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

Explore more in Annapolis, MD

Jump straight to races by distance, month, or type.

Distance

5K 10K Half Marathon Marathon

Month

June July August

Race type

Trail Boston Qualifiers Fast Courses

Run clubs

Run clubs in Annapolis

Nearby

Severna Park Hanover College Park Baltimore Columbia Washington All Maryland races