259 Upcoming 5K Races Near Winchester, MA

2026 Angel Dash - Concord, MA

Concord, MA

Saturday, October 17th, 2026

View details for race 2026 Angel Dash - Concord, MA

Abby's House 50th Anniversary Hybrid 5K Run/Walk

West Boylston, MA

Saturday, October 17th, 2026

View details for race Abby's House 50th Anniversary Hybrid 5K Run/Walk

Miles for Mary

Marblehead, MA

Saturday, October 17th, 2026

View details for race Miles for Mary

Family First 5k

Londonderry, NH

Saturday, October 17th, 2026

View details for race Family First 5k

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PLIMOTH'S CIDER DONUT 5K

Plymouth, MA

Sunday, October 18th, 2026

View details for race PLIMOTH'S CIDER DONUT 5K

Topsfield Fall Foliage Classic Road Race

Topsfield, MA

Sunday, October 18th, 2026

View details for race Topsfield Fall Foliage Classic Road Race

Schvitz for Scholarship 5K Run/Walk and Family ...

Newton Center, MA

Sunday, October 18th, 2026

Fast

View details for race Schvitz for Scholarship 5K Run/Walk and Family Fun Run

2nd Annual Clarke Runs on Dunkin' 5K

Canton, MA

Sunday, October 18th, 2026

View details for race 2nd Annual Clarke Runs on Dunkin' 5K

Apple Harvest Run 2026

West Newbury, MA

Sunday, October 18th, 2026

1 Mile

View details for race Apple Harvest Run 2026

2026 Greater Beverly YMCA Fly By 5k Road Race

Beverly, MA

Sunday, October 18th, 2026

View details for race 2026 Greater Beverly YMCA Fly By 5k Road Race

Run to Remember Brandi

Nashua, NH

Friday, October 23rd, 2026

View details for race Run to Remember Brandi

Great Bay 5K | Race for a Healthy Estuary

Stratham, NH

Saturday, October 24th, 2026

Fast

View details for race Great Bay 5K | Race for a Healthy Estuary

Pumpkin Pacer 5k @ White Barn Farm

Wrentham, MA

Saturday, October 24th, 2026

Trail

View details for race Pumpkin Pacer 5k @ White Barn Farm

Somerset Berkley Education Foundation Halloween...

Somerset, MA

Saturday, October 24th, 2026

View details for race Somerset Berkley Education Foundation Halloween 5K & Walk

Wayside Youth & Family Support Network 5K4Kids

Framingham, MA

Saturday, October 24th, 2026

View details for race Wayside Youth & Family Support Network 5K4Kids

Fitchburg Fire Memorial 5K Road Race

Fitchburg, MA

Saturday, October 24th, 2026

View details for race Fitchburg Fire Memorial 5K Road Race

Move for MDS: Boston

Boston, MA

Sunday, October 25th, 2026

View details for race Move for MDS: Boston

Newburyport Half Marathon

Newburyport, MA

Sunday, October 25th, 2026

Half

View details for race Newburyport Half Marathon

Scaredy Cat K95K

North Grafton, MA

Sunday, October 25th, 2026

View details for race Scaredy Cat K95K

26th Annual Flutie 5K for Autism presented by E...

Natick, MA

Sunday, October 25th, 2026

1 Mile

View details for race 26th Annual Flutie 5K for Autism presented by Eastern Bank

Providence Monster Dash 5K

Providence, RI

Sunday, October 25th, 2026

View details for race Providence Monster Dash 5K

Clocker Club 5k Fundraiser

Ashland, MA

Sunday, October 25th, 2026

1 Mile

View details for race Clocker Club 5k Fundraiser

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Berkley, MA

Sunday, October 25th, 2026

Trail

View details for race The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Esplanade 5K Run & Walk

Boston, MA

Sunday, October 25th, 2026

Fast

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HCA Wicked 5K 2026

Hopkinton, MA

Sunday, October 25th, 2026

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Boston Purple Pumpkin 5K and Walk

Brighton, MA

Sunday, October 25th, 2026

View details for race Boston Purple Pumpkin 5K and Walk

Run for the Hills

Harvard, MA

Sunday, October 25th, 2026

1 Mile

Trail

View details for race Run for the Hills

27th Annual Flutie 5K for Autism presented by E...

Natick, MA

Sunday, October 25th, 2026

1 Mile

View details for race 27th Annual Flutie 5K for Autism presented by Eastern Bank

Powisset Farm Trail Run - Fall

Dover, MA

Sunday, October 25th, 2026

1 Mile

Trail

View details for race Powisset Farm Trail Run - Fall

Cambridge Half Marathon + 5K

Cambridge, MA

Saturday, October 31st, 2026

Half

Fast

View details for race Cambridge Half Marathon + 5K

Spooky Sprint 5K

Melrose, MA

Saturday, October 31st, 2026

View details for race Spooky Sprint 5K

Live Free Animal Rescue Franken Paws 5K / Walk ...

Londonderry, NH

Saturday, October 31st, 2026

View details for race Live Free Animal Rescue Franken Paws 5K / Walk Fundraiser

SARL's HOWL'ween 5K

Salem, NH

Saturday, October 31st, 2026

View details for race SARL's HOWL'ween 5K

Ocean View Half Marathon & 5K

Ipswich, MA

Sunday, November 1st, 2026

Half

View details for race Ocean View Half Marathon & 5K

Dan Healy Memorial 5K

Exeter, NH

Sunday, November 1st, 2026

View details for race Dan Healy Memorial 5K

F.I.T. TrailFecta 2026

Cumberland, RI

Sunday, November 1st, 2026

1 Mile

Trail

View details for race F.I.T. TrailFecta 2026

The Rotary Club of Marblehead 5K

Marblehead, MA

Sunday, November 1st, 2026

View details for race The Rotary Club of Marblehead 5K

9th Annual Run for Veterans 5k

Lakeville, MA

Saturday, November 7th, 2026

Trail

Fast

View details for race 9th Annual Run for Veterans 5k

DAV 5K Boston - Early Access 2026

Boston, MA

Saturday, November 7th, 2026

1 Mile

View details for race DAV 5K Boston - Early Access 2026

DAV 5K Boston

Boston, MA

Saturday, November 7th, 2026

1 Mile

View details for race DAV 5K Boston

Cider Hill Farm 5K Fall Run

Amesbury, MA

Saturday, November 7th, 2026

View details for race Cider Hill Farm 5K Fall Run

Randolph Pack the Pantry 5K Run/Walk

Randolph, MA

Saturday, November 7th, 2026

View details for race Randolph Pack the Pantry 5K Run/Walk

Harborside Half Marathon & 5K

Newburyport, MA

Sunday, November 8th, 2026

Half

View details for race Harborside Half Marathon & 5K

Boston River Run

Boston, MA

Sunday, November 8th, 2026

View details for race Boston River Run

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

Manchester City Marathon, Half Marathon, 5k

Manchester, NH

Sunday, November 8th, 2026

Marathon

Half

View details for race Manchester City Marathon, Half Marathon, 5k

Sudbury Road Race

Sudbury, MA

Wednesday, November 11th, 2026

1 Mile

View details for race Sudbury Road Race

East Providence Turkey Trot

East Providence, RI

Saturday, November 14th, 2026

10K

View details for race East Providence Turkey Trot

The Ryan Shaw Memorial 5k

Brighton, MA

Saturday, November 14th, 2026

View details for race The Ryan Shaw Memorial 5k

Camy 5k Run & David 5k Walk

Walpole, MA

Saturday, November 14th, 2026

View details for race Camy 5k Run & David 5k Walk

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