Upcoming 5K Races Near Haydenville, MA

Name: Smile Like Jack 5k/10k/Fun Run
Start: 2026-07-11
End: 2026-07-11
Location: East Otis

Glenbrook Middle School Bulldog Dash

Longmeadow, MA

Sunday, May 3rd, 2026

Featured

View details for race Glenbrook Middle School Bulldog Dash

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Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Worcester Cinco (5)K (Race 3 Greendale Physical...

Worcester, MA

Sunday, May 3rd, 2026

View details for race Worcester Cinco (5)K (Race 3 Greendale Physical Therapy Worcester Triple Crown)

May Day 5K & Family Fun Day!

Keene, NH

Sunday, May 3rd, 2026

1 Mile

View details for race May Day 5K & Family Fun Day!

Baystate Health Nurses Week 5K Run/1K Walk

Holyoke, MA

Saturday, May 9th, 2026

View details for race Baystate Health Nurses Week 5K Run/1K Walk

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

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Vernon Mothers Day Dash 5K

Vernon, CT

Sunday, May 10th, 2026

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Lauren's Haven 5K Run/ Walk

Springfield, MA

Saturday, May 16th, 2026

View details for race Lauren's Haven 5K Run/ Walk

Gathering Waters Annual 5K Run/Walk

Keene, NH

Saturday, May 16th, 2026

1 Mile

View details for race Gathering Waters Annual 5K Run/Walk

Camp Challenge

Ashford, CT

Saturday, May 16th, 2026

Trail

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Newington Library 5K Challenge

Newington, CT

Sunday, May 17th, 2026

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Spring Shuffle - Run, Walk, Roll!

Longmeadow, MA

Sunday, May 17th, 2026

View details for race Spring Shuffle - Run, Walk, Roll!

Celebrate Kate 5k

Springfield, MA

Sunday, May 17th, 2026

View details for race Celebrate Kate 5k

Strong Family Farm Chicken Run

Vernon, CT

Sunday, May 17th, 2026

View details for race Strong Family Farm Chicken Run

Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Outrun Hunger 5K race - and 1-mile fun walk

Somers Summer Series

Somers, CT

Sunday, May 17th, 2026

Trail

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Keene Airport 5K

Swanzey, NH

Sunday, May 17th, 2026

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Keene Runway 5K

Swanzey, NH

Sunday, May 17th, 2026

View details for race Keene Runway 5K

Miles for Mary Run/Walk

Westfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Miles for Mary Run/Walk

2nd Annual Memorial Day 5K

Ware, MA

Saturday, May 23rd, 2026

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Hope For Nica 5K

Jaffrey, NH

Saturday, May 23rd, 2026

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Wachusett Mountain Race

Princeton, MA

Saturday, May 23rd, 2026

10K

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Dustin L. Doyon Memorial Road Race

Suffield, CT

Saturday, May 23rd, 2026

10K

View details for race Dustin L. Doyon Memorial Road Race

Katie’s 5K Scholarship Road Race

Boylston, MA

Monday, May 25th, 2026

View details for race Katie’s 5K Scholarship Road Race

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

View details for race Spring Street Mile & 5K Presented by PTSMC

17th Annual Barkhamsted River Run 5K

Barkhamsted, CT

Sunday, May 31st, 2026

1 Mile

View details for race 17th Annual Barkhamsted River Run 5K

Glastonbury Education Foundation 5K Run/Walk (G...

Glastonbury, CT

Sunday, May 31st, 2026

View details for race Glastonbury Education Foundation 5K Run/Walk (GEF5K)

The Big Run Presented by Brooks

Longmeadow, MA

Wednesday, June 3rd, 2026

View details for race The Big Run Presented by Brooks

Worthington Early Summer 5k Running Series

Somers, CT

Wednesday, June 3rd, 2026

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Run for Rice's 5k

Wilbraham, MA

Saturday, June 6th, 2026

Fast

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Run for RMC

Westfield, MA

Sunday, June 7th, 2026

1 Mile

View details for race Run for RMC

The 25th Annual Laura's Garden/Keane Foundation...

Wethersfield, CT

Sunday, June 7th, 2026

View details for race The 25th Annual Laura's Garden/Keane Foundation Wethersfield Community Run

Celebrate! West Hartford FUNd RUNS

West Hartford, CT

Sunday, June 7th, 2026

Trail

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2026 New England Series - Day 1 (CT)

Simsbury, CT

Monday, June 8th, 2026

10K

Half

View details for race 2026 New England Series - Day 1 (CT)

2026 New England Series - Day 3 (MA)

Holyoke, MA

Wednesday, June 10th, 2026

10K

Marathon

View details for race 2026 New England Series - Day 3 (MA)

6th Annual A. W. Stanley Park 5K

New Britain, CT

Saturday, June 13th, 2026

1 Mile

10K

View details for race 6th Annual A. W. Stanley Park 5K

2025 Flutie 5K for Autism: Bernardston, MA

Bernardston, MA

Saturday, June 13th, 2026

1 Mile

View details for race 2025 Flutie 5K for Autism: Bernardston, MA

Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk

Holyoke, MA

Saturday, June 13th, 2026

1 Mile

View details for race Holyoke Pride Rainbow Run 5K and 1 Mile Fun Walk

Tarentino Strong 5K

Auburn, MA

Sunday, June 14th, 2026

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Solstice Sprint 5K

West Hartford, CT

Wednesday, June 17th, 2026

Trail

Fast

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4th Annual Bloomfield Juneteenth 5K

Bloomfield, CT

Saturday, June 20th, 2026

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Vanessa T. Marcotte Foundation 5K Run/Walk

Princeton, MA

Saturday, June 20th, 2026

View details for race Vanessa T. Marcotte Foundation 5K Run/Walk

46th Annual Springfield JCC Father's Day Road Race

Springfield, MA

Sunday, June 21st, 2026

10K

1 Mile

View details for race 46th Annual Springfield JCC Father's Day Road Race

Marlborough Birthday Bash Mad Dash 5K

Marlborough, NH

Saturday, June 27th, 2026

View details for race Marlborough Birthday Bash Mad Dash 5K

GRR Firecracker 5K Presented By Highland Park M...

Glastonbury, CT

Sunday, June 28th, 2026

View details for race GRR Firecracker 5K Presented By Highland Park Market

Running of the Bears 5K

Stratton, VT

Sunday, July 5th, 2026

View details for race Running of the Bears 5K

3rd ANNUAL FARM ROAD ESTATE 5K - Run for the Ro...

West Dover, VT

Sunday, July 5th, 2026

View details for race 3rd ANNUAL FARM ROAD ESTATE 5K - Run for the Rotary

Enfield 4th of July 5k

Enfield, CT

Saturday, July 11th, 2026

View details for race Enfield 4th of July 5k

Smile Like Jack 5k/10k/Fun Run

East Otis, MA

Saturday, July 11th, 2026

10K

Trail

View details for race Smile Like Jack 5k/10k/Fun Run

Explore more in Haydenville, MA

Distances:

5K 10K Half Marathon Marathon

Months:

May June July

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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