Trail Runs in Maine 2026 | Upcoming Races & Dates

There are 6 trail runs in Maine scheduled for 2026. The next is the Last Man Standing Ultramarathon in New Gloucester on September 5. Maine trail runs run primarily September through October.

Last Man Standing Ultramarathon

Sat, Sep 5 · New Gloucester, ME New Gloucester

Last Man Standing UltramarathonLast Man Standing Ultramarathon Early Access

From $135 Closed 59 spots left

Cherry Hill Farm Ultra

Sat, Sep 5 · Gorham, ME Gorham

10k Trail Race25k Trail Race50k Trail Race

From $85 Open

Mt. A Trail Challenge 5K/1 Mile

Sat, Sep 19 · York, ME York

Annual Mt. A Trail Challenge - 1 MileAnnual Mt. A Trail Challenge - 5K

From $20 Open 50 spots left

Little Duck 50k & 10k

Sun, Oct 18 · Windham, ME Windham

10k50k

From $65 Open

Holistic Hustle 5K/10K

Sat, Oct 31 · Kennebunkport, ME Kennebunkport

Student (13 and under) Timed 5k or 1/2 mile Fun Run5K10K

From $10 Open

Thorne Head Trail Run

Sat, Oct 31 · Bath, ME Bath

Thorne Head Trail Run

From $35 Closed

Trail Runs in Maine — 2026

Last Man Standing Ultramarathon

Cherry Hill Farm Ultra

Mt. A Trail Challenge 5K/1 Mile

Little Duck 50k & 10k

Holistic Hustle 5K/10K

Thorne Head Trail Run

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