Upcoming 5K Races Near Longmeadow, MA

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Cromwell Riverport 5k

Cromwell, CT

Saturday, September 26th, 2026

View details for race Cromwell Riverport 5k

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 27th, 2026

View details for race Bosco Fowler Memorial 5K Road Race

Lisbon Fall Festival Road Race

Lisbon, CT

Sunday, September 27th, 2026

View details for race Lisbon Fall Festival Road Race

4th Annual Beach to Beach 5k

Morris, CT

Sunday, September 27th, 2026

Fast

View details for race 4th Annual Beach to Beach 5k

5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race 5th Annual Purple Light Project 5K

Westover Run the Runway 2026

Chicopee, MA

Saturday, October 3rd, 2026

View details for race Westover Run the Runway 2026

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Sheriff's Shuffle 5k Run Walk

Holyoke, MA

Sunday, October 4th, 2026

1 Mile

View details for race Sheriff's Shuffle 5k Run Walk

Davis Hill Dragon Dash

Holden, MA

Sunday, October 4th, 2026

View details for race Davis Hill Dragon Dash

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

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Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

Robert Tedford Memorial 5K Road Race

Ellington, CT

Saturday, October 17th, 2026

View details for race Robert Tedford Memorial 5K Road Race

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

2026 Amherst ABC Cider Run/Walk (5K)

Amherst, MA

Saturday, October 17th, 2026

View details for race 2026 Amherst ABC Cider Run/Walk (5K)

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

Abby's House Hybrid 5K Run/Walk

West Boylston, MA

Saturday, October 17th, 2026

View details for race Abby's House Hybrid 5K Run/Walk

7th Annual OLV Trick or Trot 5K

Uxbridge, MA

Saturday, October 17th, 2026

View details for race 7th Annual OLV Trick or Trot 5K

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 12th Annual Run & Wag 5K

Mahar Cancer Fund Fun Run 5K

Orange, MA

Saturday, October 17th, 2026

View details for race Mahar Cancer Fund Fun Run 5K

Bristol Mum-A-Thon Road Race 2026

Bristol, CT

Sunday, October 18th, 2026

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2026

Runnin’ for Rett 5k and 1 mile walk

Belchertown, MA

Sunday, October 18th, 2026

1 Mile

View details for race Runnin’ for Rett 5k and 1 mile walk

Mt. Tom Trail Race

Holyoke, MA

Saturday, October 24th, 2026

10K

View details for race Mt. Tom Trail Race

Andover Norton Commission Trick or Trot 5K Run/...

Andover, CT

Saturday, October 24th, 2026

View details for race Andover Norton Commission Trick or Trot 5K Run/Walk

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 24th, 2026

View details for race The Ludlow Clocktower Classic 5k

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

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Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

2026 CT LEO Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race 2026 CT LEO Memorial Run

Scaredy Cat K95K

North Grafton, MA

Sunday, October 25th, 2026

View details for race Scaredy Cat K95K

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

Plainfield Salute the Troops 5k, Fun Run, & Sol...

Central Village, CT

Saturday, November 7th, 2026

1 Mile

View details for race Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

CT Veterans Day Race

Coventry, CT

Saturday, November 7th, 2026

View details for race CT Veterans Day Race

East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 7th, 2026

View details for race East Windsor Veterans Day 5K Road Race

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 8th, 2026

Trail

View details for race Centerville Bank Thompson Turkey Trot

Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, November 8th, 2026

Half

Fast

View details for race Monson Memorial Classic Half Marathon & 5K

Husky Run & Ruck 10K, 5K and Fitness Walk

Storrs, CT

Sunday, November 8th, 2026

10K

1 Mile

View details for race Husky Run & Ruck 10K, 5K and Fitness Walk

Veterans Inc. Run4Veterans 5k Run/Walk at Polar...

Worcester, MA

Sunday, November 8th, 2026

View details for race Veterans Inc. Run4Veterans 5k Run/Walk at Polar Park

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

Roadtown Turkey Trot 5k

Shutesbury, MA

Saturday, November 21st, 2026

View details for race Roadtown Turkey Trot 5k

Holden Turkey Trot

Holden, MA

Thursday, November 26th, 2026

View details for race Holden Turkey Trot

Santa Made Me Do It

Bethlehem, CT

Saturday, December 5th, 2026

View details for race Santa Made Me Do It

2026 Jingle Bell Run - Central MA

Worcester, MA

Saturday, December 5th, 2026

View details for race 2026 Jingle Bell Run - Central MA

Norwich Winterfest 5K

Norwich, CT

Saturday, December 5th, 2026

View details for race Norwich Winterfest 5K

Woo Jingle 5K and Kids Run (Race 1 Greendale Ph...

Worcester, MA

Sunday, December 6th, 2026

View details for race Woo Jingle 5K and Kids Run (Race 1 Greendale Physical Therapy Worcester Triple Crown)

CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 6th, 2026

View details for race CLA Blue Back Mitten Run

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