Trail Runs in Maryland 2026 | Upcoming Races & Dates

There are 6 trail runs in Maryland scheduled for 2026. The next is the Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge in Mount Airy on October 11. Maryland trail runs run primarily October through January.

Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge

Sun, Oct 11 · Mount Airy, MD Mount Airy

5 Mile Trail Run8-Hour Ultra Challenge4-Hour Challenge

From $45 Open

Rocky Gap 25K, 50K, Relay Trail Run

Sun, Oct 11 · Flintstone, MD Flintstone

25K Relay25K50K Relay +1

From $45 Open Closing Soon

Schaeffer Half Marathon, 10K, 5K Trail Run

Sat, Nov 7 · Germantown, MD Germantown

Virtual 5K5KVirtual 10K +3

From $40 Open

MCRRC Stone Mill 50 Mile Run

Sat, Nov 7 · Montgomery Village, MD Montgomery Village

50 Mile Run

From $65 Open

Stocking Suffer 8-Hour Endurance Run

Sun, Dec 6 · Stevensville, MD Stevensville

Stocking Suffer 8-Hour Endurance Run

From $50 Closed

PHUNT 25K/50K TRAIL RACE

Sat, Jan 16 · Elkton, MD Elkton

25K50K

From $40 Open

Trail Runs in Maryland — 2026

Rick O'Donnell Memorial 5 Mile Trail Run and Ultra Challenge

Rocky Gap 25K, 50K, Relay Trail Run

Schaeffer Half Marathon, 10K, 5K Trail Run

MCRRC Stone Mill 50 Mile Run

Stocking Suffer 8-Hour Endurance Run

PHUNT 25K/50K TRAIL RACE

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