Upcoming 5K Races Near Berkshire County, MA

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The GREAT Donut Challenge

West Hartford, CT

Saturday, September 6th, 2025

5K

View details for race The GREAT Donut Challenge

SUFFIELD PARKS & RECREATION ROAD RACE

Suffield, CT

Saturday, September 6th, 2025

View details for race SUFFIELD PARKS & RECREATION ROAD RACE

Sheriff's Shuffle 5k Run Walk

Holyoke, MA

Sunday, September 7th, 2025

5K

1 Mile

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

Worthington Fall 5k Trail Running/ Walking Series

Somers, CT

Friday, September 12th, 2025

5K

View details for race Worthington Fall 5k Trail Running/ Walking Series

1LT Mark Dooley 5k Race of Remembrance (walk, r...

Wilmington, VT

Saturday, September 13th, 2025

5K

View details for race 1LT Mark Dooley 5k Race of Remembrance (walk, run and kids fun run)

Williamstown Community Chest Fun Run

Williamstown, MA

Saturday, September 13th, 2025

5K

1 Mile

View details for race Williamstown Community Chest Fun Run

Kailey Jaie Prenoveau Scholarship 5K Run

Harwinton, CT

Saturday, September 13th, 2025

5K

View details for race Kailey Jaie Prenoveau Scholarship 5K Run

Tunnel to Towers Climb - Capital Region, NY

Albany, NY

Sunday, September 14th, 2025

5K

Fast

View details for race Tunnel to Towers Climb - Capital Region, NY

15th Annual Girls Just Wanna Run 5K

Bantam, CT

Sunday, September 14th, 2025

5K

View details for race 15th Annual Girls Just Wanna Run 5K

Camphill Village 5K Trail and Fun Run

Copake, NY

Saturday, September 20th, 2025

5K

Trail

View details for race Camphill Village 5K Trail and Fun Run

OUTRUN ADDICTION 5K

Enfield, CT

Saturday, September 20th, 2025

View details for race OUTRUN ADDICTION 5K

Don Maynard Memorial 5-Miler

Greenfield, MA

Saturday, September 20th, 2025

5K

View details for race Don Maynard Memorial 5-Miler

Christina's House Annual 5K Run/Walk

Springfield, MA

Saturday, September 20th, 2025

5K

View details for race Christina's House Annual 5K Run/Walk

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

Ballers On The Move

Springfield, MA

Saturday, September 20th, 2025

5K

View details for race Ballers On The Move

Live Like Scott Event

Hampden, MA

Saturday, September 20th, 2025

Ultra

5K

View details for race Live Like Scott Event

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

Run for the Riverfront 5K

Hartford, CT

Saturday, September 27th, 2025

5K

View details for race Run for the Riverfront 5K

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

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

Oktoberfest 5k Albany

Albany, NY

Saturday, September 27th, 2025

5K

View details for race Oktoberfest 5k Albany

The River Run

Simsbury, CT

Saturday, September 27th, 2025

5K

10K

1 Mile

View details for race The River Run

Hauser Hill Spiked Apple 5k

Altamont, NY

Sunday, September 28th, 2025

5K

View details for race Hauser Hill Spiked Apple 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

OAH STRIDES

Simsbury, CT

Saturday, October 4th, 2025

View details for race OAH STRIDES

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

4th Annual IOL Purple Light Project 5K

Hartford, CT

Saturday, October 4th, 2025

5K

1 Mile

Fast

View details for race 4th Annual IOL Purple Light Project 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

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

Maddie's Mark 5k

Schenectady, NY

Sunday, October 5th, 2025

5K

View details for race Maddie's Mark 5k

Run Stanley

Westfield, MA

Sunday, October 5th, 2025

5K

1 Mile

Trail

View details for race Run Stanley

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

3rd Annual Pumpkin Run Harwinton 5K

Harwinton, CT

Saturday, October 11th, 2025

5K

View details for race 3rd Annual Pumpkin Run Harwinton 5K

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

Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

5K

View details for race Halloween Holyoke Firefighters 5K

2025 Rhinebeck Fall Foliage Half Marathon & 5K

Rhinebeck, NY

Sunday, October 12th, 2025

Half

5K

View details for race 2025 Rhinebeck Fall Foliage Half Marathon & 5K

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

5K

View details for race Magic for Maddie

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

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

5K

View details for race Cider Run/Walk 5k

Easterseals 5K Your Way Freedom Stride

Farmington, CT

Sunday, October 19th, 2025

5K

View details for race Easterseals 5K Your Way Freedom Stride

2025 Alplaus Runaround

Alplaus, NY

Saturday, October 25th, 2025

5K

1 Mile

Fast

View details for race 2025 Alplaus Runaround

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

5K

View details for race Donny's Dash

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 25th, 2025

5K

View details for race The Ludlow Clocktower Classic 5k

Run to Remember 5K

Troy, NY

Saturday, October 25th, 2025

5K

View details for race Run to Remember 5K

The Northfield Monster Dash 5K 2025

Northfield, MA

Saturday, October 25th, 2025

5K

Fast

View details for race The Northfield Monster Dash 5K 2025

Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA

Saturday, October 25th, 2025

5K

View details for race Center School's Halloween Hustle 5k Run/Walk

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

5K

Trail

View details for race Collinsville Trick or Trot

Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, October 26th, 2025

Half

5K

Fast

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

Explore more in Berkshire County, MA

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Massachusetts races

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