Trail Runs in Maine 2026 | Upcoming Races & Dates

There are 6 trail runs in Maine scheduled for 2026. The next is the Field & Forest 5 Miler in Brunswick on June 18. Maine trail runs run primarily June through October.

Field & Forest 5 Miler

Thu, Jun 18 · Brunswick, ME Brunswick

Field & Forest 5 Miler - VIRTUALField & Forest 5 Miler

From $20 Open Closing Soon 50 spots left

After Work Dirt Trail Races fka Tiny Trails

Thu, Jun 25 · Portland, ME Portland

Gull Crest Trails Cape ElizabethEast Windham Conservation Area TrailsFalmouth Community Park Trails +2

From $20 Open Closing Soon

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

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

Trail Runs in Maine — 2026