Upcoming Races Near Guilford, CT in May, 2026

Name: Roxbury Road Race Series #12
Start: 2026-05-23
End: 2026-05-23
Location: Roxbury

Hat City Dash

Danbury, CT

Sunday, June 7th, 2026

Featured

View details for race Hat City Dash

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FES PTO Chocolate Truffle Shuffle 5K Trail Run

North Franklin, CT

Saturday, May 2nd, 2026

View details for race FES PTO Chocolate Truffle Shuffle 5K Trail Run

Roxbury Road Race Series #9

Roxbury, CT

Saturday, May 2nd, 2026

View details for race Roxbury Road Race Series #9

Cinco K Mayo 5k Run/Walk

Enfield, CT

Saturday, May 2nd, 2026

View details for race Cinco K Mayo 5k Run/Walk

Bretton Woods 5k Run/Walk for ALS Ride for Life

Hauppauge, NY

Saturday, May 2nd, 2026

View details for race Bretton Woods 5k Run/Walk for ALS Ride for Life

Rising Stars Training Program Session One Prese...

Glastonbury, CT

Saturday, May 2nd, 2026

View details for race Rising Stars Training Program Session One Presented by SmartStart Pediatrics

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

The Iger Fund 5K: Hosted by The Be Kind Project

Hartford, CT

Saturday, May 2nd, 2026

View details for race The Iger Fund 5K: Hosted by The Be Kind Project

4th Annual Sail to the Finish 2M Run

Middlebury, CT

Saturday, May 2nd, 2026

View details for race 4th Annual Sail to the Finish 2M Run

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

View details for race Brew Run

St.Mary-St.Michael School 1 Mile Run

Derby, CT

Saturday, May 2nd, 2026

1 Mile

View details for race St.Mary-St.Michael School 1 Mile Run

Track & Suffield 2 Miler

Suffield, CT

Sunday, May 3rd, 2026

View details for race Track & Suffield 2 Miler

Fourth Annual Race for Raymond

Hopkinton, RI

Sunday, May 3rd, 2026

View details for race Fourth Annual Race for Raymond

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

View details for race Mount Archer Trail Race

Chasing the Rainbows Bursting Bubble 5K Walk & ...

East Islip, NY

Sunday, May 3rd, 2026

View details for race Chasing the Rainbows Bursting Bubble 5K Walk & Run — East Islip, NY

Miles For Margaritas

Stratford, CT

Sunday, May 3rd, 2026

1 Mile

View details for race Miles For Margaritas

"Using our Voices" Mental Health Run- Connetquot

Bohemia, NY

Sunday, May 3rd, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run- Connetquot

Glenholme 5K Run For Autism

Washington Depot, CT

Sunday, May 3rd, 2026

Fast

View details for race Glenholme 5K Run For Autism

MY MOTHER MADE ME DO IT 1 Mile Mother'...

Prospect, CT

Saturday, May 9th, 2026

1 Mile

View details for race MY MOTHER MADE ME DO IT 1 Mile Mother's Day Race

2nd Annual Camp Mountain Laurel - Color Run & T...

Hamden, CT

Saturday, May 9th, 2026

View details for race 2nd Annual Camp Mountain Laurel - Color Run & Trail Run

SUPER MOM 5K AND FUN RUN

East Islip, NY

Saturday, May 9th, 2026

View details for race SUPER MOM 5K AND FUN RUN

Roxbury Road Race Series #10

Roxbury, CT

Saturday, May 9th, 2026

View details for race Roxbury Road Race Series #10

St. James 5 Mile Challenge and 5K Fun Run/Walk

Saint James, NY

Saturday, May 9th, 2026

Fast

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Sacandaga Sprint 5K/10K/ and Kids Fun Run

Northville, NY

Saturday, May 9th, 2026

10K

View details for race Sacandaga Sprint 5K/10K/ and Kids Fun Run

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 5K

Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

Milford Campus Bridgeport Hospital Mother's Day...

Milford, CT

Sunday, May 10th, 2026

View details for race Milford Campus Bridgeport Hospital Mother's Day 5K Run/Walk, 3K - Walkers only and Kids Fun Run

Mighty Mother's Day Du and Time Trial

East Islip, NY

Sunday, May 10th, 2026

1 Mile

View details for race Mighty Mother's Day Du and Time Trial

Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

View details for race Vernon Mothers Day Dash 5K

Stamford Boys & Girls Club Corporate 5K at Mill...

Stamford, CT

Thursday, May 14th, 2026

View details for race Stamford Boys & Girls Club Corporate 5K at Mill River Park

Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Dan the Man 5K Run/Walk for ALS

Berlin, CT

Saturday, May 16th, 2026

View details for race Dan the Man 5K Run/Walk for ALS

Teacher vs Students 5K

Cromwell, CT

Saturday, May 16th, 2026

View details for race Teacher vs Students 5K

Quiet Corner Winery First Annual Alzheimer’s Fu...

Hampton, CT

Saturday, May 16th, 2026

View details for race Quiet Corner Winery First Annual Alzheimer’s Fundraiser 5K

Bailey's Garden 5K

Lebanon, CT

Saturday, May 16th, 2026

View details for race Bailey's Garden 5K

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

View details for race End the Stigma: Mental Health Awareness 5K

2026 CACNA1A 5K

Norwalk, CT

Saturday, May 16th, 2026

View details for race 2026 CACNA1A 5K

Roxbury Road Race Series #11

Roxbury, CT

Saturday, May 16th, 2026

View details for race Roxbury Road Race Series #11

Forgotten Forest 9 Hour Ultra

Stratford, CT

Saturday, May 16th, 2026

Trail

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Rossiter Run 2026

Washington Depot, CT

Sunday, May 17th, 2026

View details for race Rossiter Run 2026

FreeFromEvil 5k Race/Walk

Waterbury, CT

Sunday, May 17th, 2026

View details for race FreeFromEvil 5k Race/Walk

Spring Into Spring Glen 5K

Hamden, CT

Sunday, May 17th, 2026

View details for race Spring Into Spring Glen 5K

Running Battles- A 5k"ish" Race To The Finish

Wolcott, CT

Sunday, May 17th, 2026

View details for race Running Battles- A 5k"ish" Race To The Finish

Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

View details for race Newington Library 5K Challenge

The Follow Natural Fitness Women's Health 5K

Bridgeport, CT

Sunday, May 17th, 2026

1 Mile

View details for race The Follow Natural Fitness Women's Health 5K

"Using our Voices" Mental Health Run- Patchogue...

Medford, NY

Sunday, May 17th, 2026

1 Mile

View details for race "Using our Voices" Mental Health Run- Patchogue-Medford

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

Tom McCoy Family Fun Run - Series

Westerly, RI

Wednesday, May 20th, 2026

View details for race Tom McCoy Family Fun Run - Series

Get Smart for Wilton 5K

Wilton, CT

Friday, May 22nd, 2026

Fast

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Roxbury Road Race Series #12

Roxbury, CT

Saturday, May 23rd, 2026

1 Mile

View details for race Roxbury Road Race Series #12

Explore more in Guilford, CT

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

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