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Running Calendar near South Portland 2026-2027

Monthly updates for South Portland

Get new running races (and updates) in your inbox every month.

Explore the top running races near South Portland for 2026-2027! We've gathered 49 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
February 2026
Feb
15
Su

The Bradbury Mountain Winter Roulette

Trail Run 4 mi
March 2026
Mar
15
Su

Irish Road Rover 5K

5 km
Mar
21
Sa

On the Run Half Marathon

5 km 10 km 13 mi
April 2026
Apr
11
Sa

Falmouth 4-Miler

4 mi
Apr
12
Su

Mental Health Matters 5k - Cumberland Center

5 km
Apr
25
Sa

Runway for Hope

May 2026
May
2-3
Sa - Su

Maine Coast Marathon

5 km Half Marathon Marathon
May
2
Sa

Dash for the Derby

5 km
May
2
Sa

Polar Bear Triathlon

Triathlon
May
10
Su

Jennie's Run

5 km
May
10
Su

Portland Sea Dogs Mother's Day 5K

3 mi
May
16
Sa

Boots and Brews 5K

5 km
May
23-24
Sa - Su

Trail Festival At Pineland Farms

Trail Run 5 km 10 km ... 100 km 30 hr
May
23
Sa

Pharos House 5K

5 km
June 2026
Jun
6
Sa

Old Port Half Marathon

5 km 13 mi
Jun
6
Sa

York Hospital 5K

5 km
Jun
7
Su

Maine Running Hall of Fame 5K

5 km
Jun
13
Sa

Otter Pond Trail Races

Trail Run 10 km
Jun
14
Su

Luv 2 Run Portland

5 km
Jun
18
Th

Gorham 4-Miler

4 mi