Upcoming Races Near South Portland, ME in May, 2026

Dash for the Derby 5K

Portland, ME

Saturday, May 2nd, 2026

Featured

5K

View details for race Dash for the Derby 5K

Want to feature your race?

Get your race seen first by thousands of runners

Learn how to feature your race

Healthy Kids Running Series Spring 2026 - Dover...

Dover, NH

Sunday, May 3rd, 2026

View details for race Healthy Kids Running Series Spring 2026 - Dover Area, NH

Salty's 5K & 10K Double Nubble

York Beach, ME

Sunday, May 3rd, 2026

5K

10K

View details for race Salty's 5K & 10K Double Nubble

Wallis Sands Half Marathon

Rye, NH

Sunday, May 3rd, 2026

Half

Fast

View details for race Wallis Sands Half Marathon

NOCC Team Teal Run and Walk

Portsmouth, NH

Saturday, May 9th, 2026

5K

View details for race NOCC Team Teal Run and Walk

George Dole Bath Rotary 4-Way 5K / 10K

Bath, ME

Saturday, May 9th, 2026

5K

10K

View details for race George Dole Bath Rotary 4-Way 5K / 10K

Jennie's Run

Bath, ME

Sunday, May 10th, 2026

5K

View details for race Jennie's Run

Portland Sea Dogs Mother's Day 5K

Portland, ME

Sunday, May 10th, 2026

5K

1 Mile

View details for race Portland Sea Dogs Mother's Day 5K

Bath at Play's Spring Colors 5k and Half-k Colo...

Bath, ME

Friday, May 15th, 2026

5K

View details for race Bath at Play's Spring Colors 5k and Half-k Color Run

Harbor of Heroes 5K: Unsinkable Spirit Run

Dayton, ME

Saturday, May 16th, 2026

5K

View details for race Harbor of Heroes 5K: Unsinkable Spirit Run

Boots and Brews 5K

Freeport, ME

Saturday, May 16th, 2026

5K

View details for race Boots and Brews 5K

5th Annual Boots and Brews 5K

Freeport, ME

Saturday, May 16th, 2026

5K

View details for race 5th Annual Boots and Brews 5K

2026 Fox Point Sunset Road Race

Newington, NH

Saturday, May 16th, 2026

View details for race 2026 Fox Point Sunset Road Race

Casey's Run

Waterboro, ME

Sunday, May 17th, 2026

5K

View details for race Casey's Run

Margarita Half Marathon & 5K

Greenland, NH

Sunday, May 17th, 2026

Half

5K

View details for race Margarita Half Marathon & 5K

Rick's Run 5K Run-Walk presented by ...

South Berwick, ME

Friday, May 22nd, 2026

5K

View details for race Rick's Run 5K Run-Walk presented by Village Veterinary Clinic!!

Maine Needs - A Community Walk & Race

Portland, ME

Saturday, May 23rd, 2026

5K

View details for race Maine Needs - A Community Walk & Race

First Annual Pharos House 5K

Portland, ME

Saturday, May 23rd, 2026

5K

View details for race First Annual Pharos House 5K

Trail Festival at Pineland Farms

New Gloucester, ME

Saturday, May 23rd, 2026

Ultra

5K

15K

Trail

View details for race Trail Festival at Pineland Farms

Miles for Mills Memorial Day Weekend 5K Walk/Ru...

Brunswick, ME

Monday, May 25th, 2026

5K

10K

View details for race Miles for Mills Memorial Day Weekend 5K Walk/Run and 10K Run Presented by New Balance Foundation

MHSH Run for Wellness 5K

Norway, ME

Sunday, May 31st, 2026

5K

View details for race MHSH Run for Wellness 5K

Explore more in South Portland, ME

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maine races

Don't see your race? Add it!

Add Your Race (Free)