Upcoming 5K Races Near Longmeadow, MA

Name: Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll
Start: 2026-11-07
End: 2026-11-07
Location: Central Village

5th Annual Roseland Park Christmas Run 5K, 5M &...

Woodstock, CT

Saturday, December 13th, 2025

Featured

View details for race 5th Annual Roseland Park Christmas Run 5K, 5M & Kids Run

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Santa Shuffle 5k

Longmeadow, MA

Saturday, December 13th, 2025

View details for race Santa Shuffle 5k

Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

View details for race Reindeer Dash

The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

View details for race The Scrooge Scramble 5K

First Day 5K

Whitinsville, MA

Thursday, January 1st, 2026

Fast

View details for race First Day 5K

Gordy's First Race to benefit the Boys & Girls ...

Westfield, MA

Thursday, January 1st, 2026

10K

View details for race Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield

Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

View details for race Fleet Feet Hartford Winter 2026 Training Programs

Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

View details for race Brian Aselton East Hartford 5K Snow Dash

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

View details for race Run To End Homelessness 5K10K Walk/Run

Guinness Celtic 5K (Race 2 Greendale Physical T...

Worcester, MA

Sunday, March 15th, 2026

View details for race Guinness Celtic 5K (Race 2 Greendale Physical Therapy Worcester Triple Crown)

Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

View details for race Bradley Road Race - 5K & 10K

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

View details for race NVCC Food Pantry Run/Walk

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

View details for race Hoppin Hodges Rails to Trails 5K

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

Redcoat Retreat Marathon & 5K

North Grosvenordale, CT

Saturday, April 18th, 2026

Marathon

View details for race Redcoat Retreat Marathon & 5K

Redcoat Retreat 5K

North Grosvenordale, CT

Saturday, April 25th, 2026

View details for race Redcoat Retreat 5K

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

View details for race Strides For Scholars

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

Runway 5K

Northampton, MA

Sunday, May 3rd, 2026

View details for race Runway 5K

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)

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Dandelion Dash and Mushroom Mile

Hadley, MA

Sunday, May 3rd, 2026

1 Mile

Trail

View details for race Dandelion Dash and Mushroom Mile

Annual Grafton Gazebo Road Race

Grafton, MA

Saturday, May 9th, 2026

View details for race Annual Grafton Gazebo Road Race

Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

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

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

View details for race Oh Boy 5K

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)

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

Old Goat Track Club XC Classic

Sutton, MA

Sunday, August 23rd, 2026

View details for race Old Goat Track Club XC Classic

2026 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 26th, 2026

View details for race 2026 Pies & Pub TaTa Trot 5k

Scaredy Cat K95K

North Grafton, MA

Sunday, October 25th, 2026

View details for race Scaredy Cat K95K

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

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

Explore more in Longmeadow, MA

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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