Trail Runs in Maine 2026 | Upcoming Races & Dates

There are 7 trail runs in Maine scheduled for 2026. The next is the Frye Island Trail Race in Frye Island on August 8. Maine trail runs run primarily August through October.

Frye Island Trail Race

Sat, Aug 8 · Frye Island, ME Frye Island

Frye Island Trail Race

From $10 Open

Cherry Hill Farm Ultra

Sat, Sep 5 · Gorham, ME Gorham

10k Trail Race25k Trail Race50k Trail Race

From $85 Open

Last Man Standing Ultramarathon

Sat, Sep 5 · New Gloucester, ME New Gloucester

Last Man Standing UltramarathonLast Man Standing Ultramarathon Early Access

From $135 Open 59 spots left

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

Frye Island Trail Race

Cherry Hill Farm Ultra

Last Man Standing Ultramarathon

Mt. A Trail Challenge 5K/1 Mile

Little Duck 50k & 10k

Holistic Hustle 5K/10K

Thorne Head Trail Run

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