Upcoming Races Near Kittery Point, ME in May, 2026

Name: Live Free Fun Run and Festival
Start: 2026-05-31
End: 2026-05-31
Location: Woburn

Gator Gallop 5K

Wakefield, MA

Saturday, May 2nd, 2026

Featured

1 Mile

View details for race Gator Gallop 5K

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Cancer Doesn't Care But WE Do 5K Run/Walk

Newburyport, MA

Saturday, May 2nd, 2026

Trail

View details for race Cancer Doesn't Care But WE Do 5K Run/Walk

The Aviation Museum of New Hampshire's Run the ...

Londonderry, NH

Saturday, May 2nd, 2026

Trail

View details for race The Aviation Museum of New Hampshire's Run the Rail Trail 4-Miler

Dash for the Derby 5K

Portland, ME

Saturday, May 2nd, 2026

View details for race Dash for the Derby 5K

STEP UP FOR COLLEEN 5K WALK/RUN

Andover, MA

Sunday, May 3rd, 2026

View details for race STEP UP FOR COLLEEN 5K WALK/RUN

Healthy Kids Running Series Spring 2026 - Amher...

Amherst, NH

Sunday, May 3rd, 2026

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

Healthy Kids Running Series Spring 2026 - Georg...

Georgetown, MA

Sunday, May 3rd, 2026

View details for race Healthy Kids Running Series Spring 2026 - Georgetown, MA

Twin Lights Half Marathon

Gloucester, MA

Sunday, May 3rd, 2026

Half

View details for race Twin Lights Half Marathon

Healthy Kids Running Series Spring 2026 - Windh...

Windham, NH

Sunday, May 3rd, 2026

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

Wallis Sands Half Marathon

Rye, NH

Sunday, May 3rd, 2026

Half

Fast

View details for race Wallis Sands Half Marathon

Cahill 5k Race and 1 mile Walk

Swampscott, MA

Sunday, May 3rd, 2026

1 Mile

View details for race Cahill 5k Race and 1 mile Walk

Connolly's Kick in for Kids 5K Road Race & Heal...

Woburn, MA

Sunday, May 3rd, 2026

View details for race Connolly's Kick in for Kids 5K Road Race & Health Walk

Healthy Kids Running Series Spring 2026 - Litch...

Litchfield, NH

Sunday, May 3rd, 2026

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

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 & Double Nubble 10K

York Beach, ME

Sunday, May 3rd, 2026

10K

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

Hit the Street for Little Feet 5K

Manchester, MA

Friday, May 8th, 2026

View details for race Hit the Street for Little Feet 5K

Stride Along the Tide 5K

Nahant Lowlands Park, MA

Saturday, May 9th, 2026

View details for race Stride Along the Tide 5K

NOCC Team Teal Run and Walk

Portsmouth, NH

Saturday, May 9th, 2026

View details for race NOCC Team Teal Run and Walk

Barns & Blooms Half Marathon

South Hamilton, MA

Saturday, May 9th, 2026

Half

View details for race Barns & Blooms Half Marathon

Enjoy Your Life Happy Half Marathon & Friendly 5K

Amesbury, MA

Saturday, May 9th, 2026

Half

View details for race Enjoy Your Life Happy Half Marathon & Friendly 5K

Healthy Kids Running Series Spring 2026 - Conco...

Concord, NH

Sunday, May 10th, 2026

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

Healthy Kids Running Series Spring 2026 - Tewks...

Tewksbury, MA

Sunday, May 10th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Tewksbury, MA

Melrose Run for Women

Melrose, MA

Sunday, May 10th, 2026

1 Mile

View details for race Melrose Run for Women

Portland Sea Dogs Mother's Day 5K

Portland, ME

Sunday, May 10th, 2026

1 Mile

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

Zebra Crossings Moms On The Run 5K

Dover, NH

Sunday, May 10th, 2026

View details for race Zebra Crossings Moms On The Run 5K

Mother's Day 5K Run/Walk

Georgetown, MA

Sunday, May 10th, 2026

Fast

View details for race Mother's Day 5K Run/Walk

Mother’s Day Hope 5k

Concord, NH

Sunday, May 10th, 2026

View details for race Mother’s Day Hope 5k

Healthy Kids Running Series Spring 2026 - North...

North Reading, MA

Sunday, May 10th, 2026

View details for race Healthy Kids Running Series Spring 2026 - North Reading, MA

Motif #1 Day 5K

Rockport, MA

Saturday, May 16th, 2026

1 Mile

View details for race Motif #1 Day 5K

Black Excellence 5K

Lynn, MA

Saturday, May 16th, 2026

View details for race Black Excellence 5K

2026 Fox Point Sunset Road Race

Newington, NH

Saturday, May 16th, 2026

View details for race 2026 Fox Point Sunset Road Race

Thrive Stride 5k/1k Run/Walk

Nashua, NH

Saturday, May 16th, 2026

View details for race Thrive Stride 5k/1k Run/Walk

Harbor of Heroes 5K: Unsinkable Spirit Run

Dayton, ME

Saturday, May 16th, 2026

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

Margarita Half Marathon & 5K

Greenland, NH

Sunday, May 17th, 2026

Half

View details for race Margarita Half Marathon & 5K

Parker Pride Run

Chelmsford, MA

Sunday, May 17th, 2026

View details for race Parker Pride Run

Danvers Police D.A.R.E. 5k Road Race

Danvers, MA

Sunday, May 17th, 2026

View details for race Danvers Police D.A.R.E. 5k Road Race

Casey's Run

Waterboro, ME

Sunday, May 17th, 2026

View details for race Casey's Run

Exeter Day School 5K Trail Race and Kids Fun Run

Exeter, NH

Sunday, May 17th, 2026

Trail

View details for race Exeter Day School 5K Trail Race and Kids Fun Run

Stratham 5K

Stratham, NH

Sunday, May 17th, 2026

View details for race Stratham 5K

Spring Track!

Newburyport, MA

Wednesday, May 20th, 2026

View details for race Spring Track!

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

South Berwick, ME

Friday, May 22nd, 2026

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

Gold Star Run for Honor

Saugus, MA

Saturday, May 23rd, 2026

10K

1 Mile

View details for race Gold Star Run for Honor

First Annual Pharos House 5K

Portland, ME

Saturday, May 23rd, 2026

View details for race First Annual Pharos House 5K

Maine Needs - A Community Walk & Race

Portland, ME

Saturday, May 23rd, 2026

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

30th Annual Melody Miles 5K Fundraiser

Hamilton, MA

Saturday, May 23rd, 2026

View details for race 30th Annual Melody Miles 5K Fundraiser

Cider Hill Farm 5K Race Series

Amesbury, MA

Saturday, May 30th, 2026

View details for race Cider Hill Farm 5K Race Series

John Andrews Memorial 5K

Saco, ME

Saturday, May 30th, 2026

Trail

View details for race John Andrews Memorial 5K

Cider Hill Farm 5K Spring Run

Amesbury, MA

Saturday, May 30th, 2026

View details for race Cider Hill Farm 5K Spring Run

Wildcat 5K Trail Run-Walk-Wag

Boxford, MA

Saturday, May 30th, 2026

Trail

View details for race Wildcat 5K Trail Run-Walk-Wag

Live Free Fun Run and Festival

Woburn, MA

Sunday, May 31st, 2026

View details for race Live Free Fun Run and Festival

Explore more in Kittery Point, ME

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maine races

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