Upcoming 5K Races Near Longmeadow, MA

Featured Races Get Seen

Be the first race runners see — and grow your registrations. Put your race at the top.

Feature Your Race

Learn how to feature your race

Bozrah Fire Department 5k Road Race and Kids' f...

Bozrah, CT

Saturday, September 20th, 2025

5K

View details for race Bozrah Fire Department 5k Road Race and Kids' fun run

Ballers On The Move

Springfield, MA

Saturday, September 20th, 2025

5K

View details for race Ballers On The Move

Don Maynard Memorial 5K

Greenfield, MA

Saturday, September 20th, 2025

5K

View details for race Don Maynard Memorial 5K

Christina's House Annual 5K Run, 1 Mile Walk, &...

Springfield, MA

Saturday, September 20th, 2025

5K

View details for race Christina's House Annual 5K Run, 1 Mile Walk, & Kids Fun Runs

2025 Run To The River 5K

Deep River, CT

Saturday, September 20th, 2025

5K

View details for race 2025 Run To The River 5K

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 20th, 2025

View details for race OUTRUN ADDICTION 5K

Live Like Scott Event

Hampden, MA

Saturday, September 20th, 2025

Ultra

5K

View details for race Live Like Scott Event

Colby's Path to the Cure 2025

Springfield, MA

Saturday, September 20th, 2025

5K

View details for race Colby's Path to the Cure 2025

Applefest 5k Road Race

Northborough, MA

Saturday, September 20th, 2025

5K

View details for race Applefest 5k Road Race

Strides for Sean 5K and 2 Mile Walk

Springfield, MA

Sunday, September 21st, 2025

5K

View details for race Strides for Sean 5K and 2 Mile Walk

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Wednesday, September 24th, 2025

5K

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

The River Run

Simsbury, CT

Saturday, September 27th, 2025

5K

10K

1 Mile

View details for race The River Run

Run Billy Run 2025 Sponsored by Eastern States ...

Holyoke, MA

Saturday, September 27th, 2025

5K

1 Mile

View details for race Run Billy Run 2025 Sponsored by Eastern States Exposition

Fleet Feet Hartford Fall 2025 Training Programs

West Hartford, CT

Saturday, September 27th, 2025

5K

Fast

View details for race Fleet Feet Hartford Fall 2025 Training Programs

2025 Pies & Pub TaTa Trot 5k

Middlebury, CT

Saturday, September 27th, 2025

5K

View details for race 2025 Pies & Pub TaTa Trot 5k

Chamber Challenge 5K

Meriden, CT

Saturday, September 27th, 2025

5K

View details for race Chamber Challenge 5K

Come on Over 5K and 2.1 Mile Fitness Walk

Portland, CT

Saturday, September 27th, 2025

5K

1 Mile

View details for race Come on Over 5K and 2.1 Mile Fitness Walk

La Bonita Vecindad 5K Run/Walk

Springfield, MA

Saturday, September 27th, 2025

5K

1 Mile

Trail

View details for race La Bonita Vecindad 5K Run/Walk

Run for the Riverfront 5K

Hartford, CT

Saturday, September 27th, 2025

5K

View details for race Run for the Riverfront 5K

3rd Annual Beach to Beach 5k

Morris, CT

Sunday, September 28th, 2025

5K

Fast

View details for race 3rd Annual Beach to Beach 5k

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 28th, 2025

5K

View details for race Bosco Fowler Memorial 5K Road Race

Lisbon Fall Festival Road Race

Lisbon, CT

Sunday, September 28th, 2025

5K

View details for race Lisbon Fall Festival Road Race

Heroes Live Forever Memorial Road Race

E, Westminster, MA

Saturday, October 4th, 2025

5K

Fast

View details for race Heroes Live Forever Memorial Road Race

5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 4th, 2025

5K

1 Mile

Fast

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

*READY SET OAH STRIDE * For our Third Annual OA...

Simsbury, CT

Saturday, October 4th, 2025

5K

View details for race *READY SET OAH STRIDE * For our Third Annual OAH Race

Shrewsbury Trails 5K

Shrewsbury, MA

Saturday, October 4th, 2025

5K

Trail

View details for race Shrewsbury Trails 5K

Fast and Furriest 5K Run and 1-Mile Walk

East Longmeadow, MA

Saturday, October 4th, 2025

1 Mile

5K

Fast

View details for race Fast and Furriest 5K Run and 1-Mile Walk

Together We Run for Education 5K Charity Road Race

East Hartford, CT

Saturday, October 4th, 2025

5K

Trail

View details for race Together We Run for Education 5K Charity Road Race

Hartford HealthCare MidState Medical Center Run...

Meriden, CT

Saturday, October 4th, 2025

5K

View details for race Hartford HealthCare MidState Medical Center Run The Runway 5K

Cider Mill Road Race

Tolland, CT

Saturday, October 4th, 2025

5K

1 Mile

View details for race Cider Mill Road Race

16th Annual Upton VFW Run to Remember 5K

Upton, MA

Saturday, October 4th, 2025

5K

Fast

View details for race 16th Annual Upton VFW Run to Remember 5K

*READY SET STRIDE * For our Third Annual OAH Race

Simsbury, CT

Saturday, October 4th, 2025

5K

View details for race *READY SET STRIDE * For our Third Annual OAH Race

Big Sky 5K

Farmington, CT

Sunday, October 5th, 2025

5K

View details for race Big Sky 5K

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

5K

1 Mile

View details for race Fishbein / YMCA Community Road Race

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

5K

1 Mile

Trail

View details for race Apple Harvest Road Races

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

Norfolk, CT

Sunday, October 5th, 2025

5K

10K

Half

Trail

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

12th Annual Run Back to School 5K, 1 Mile Race ...

Weatogue, CT

Sunday, October 5th, 2025

5K

1 Mile

View details for race 12th Annual Run Back to School 5K, 1 Mile Race & Fun Run

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

5K

1 Mile

Trail

View details for race Run Stanley

Davis Hill Dragon Dash

Holden, MA

Sunday, October 5th, 2025

5K

View details for race Davis Hill Dragon Dash

Burrillville Bronco 5k

Harrisville, RI

Friday, October 10th, 2025

5K

View details for race Burrillville Bronco 5k

3rd Annual Pumpkin Run Harwinton - 5K and Fall ...

Harwinton, CT

Saturday, October 11th, 2025

5K

View details for race 3rd Annual Pumpkin Run Harwinton - 5K and Fall Festival

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 11th, 2025

5K

Half

Marathon

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

Mahar Cancer Fund Run/ Walk 5K

Orange, MA

Saturday, October 11th, 2025

5K

View details for race Mahar Cancer Fund Run/ Walk 5K

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

5K

View details for race Hartland Harvest Run

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

5K

View details for race Zombie Escape Road Race

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

5K

View details for race Halloween Holyoke Firefighters 5K

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

5K

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

6th Annual OLV Trick or Trot 5K

Uxbridge, MA

Saturday, October 18th, 2025

5K

View details for race 6th Annual OLV Trick or Trot 5K

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

5K

View details for race Cider Run/Walk 5k

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

5K

Trail

View details for race Ivoryton Pumpkin Chase

Explore more in Longmeadow, MA

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

Don't see your race? Add it!

Add Your Race (Free)