280 Upcoming Races Near Winchester, MA

7th Annual OLV Trick or Trot 5K

Uxbridge, MA

Saturday, October 17th, 2026

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

Miles for Mary

Marblehead, MA

Saturday, October 17th, 2026

View details for race Miles for Mary

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

SSCPS Annual Road Race 5K

Hingham, MA

Saturday, October 17th, 2026

View details for race SSCPS Annual Road Race 5K

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Devils Chase 6.66 & Creepy Clown 3.33

Salem, MA

Saturday, October 17th, 2026

View details for race Devils Chase 6.66 & Creepy Clown 3.33

Apple Harvest Run 2026

West Newbury, MA

Sunday, October 18th, 2026

1 Mile

View details for race Apple Harvest Run 2026

Ravenswood Trail Race

Gloucester, MA

Sunday, October 18th, 2026

1 Mile

Trail

View details for race Ravenswood Trail Race

Topsfield Fall Foliage Classic Road Race

Topsfield, MA

Sunday, October 18th, 2026

View details for race Topsfield Fall Foliage Classic Road Race

Baystate Marathon

Lowell, MA

Sunday, October 18th, 2026

Marathon

Half

View details for race Baystate Marathon

Second Annual Run to Remember Brandi

Nashua, NH

Friday, October 23rd, 2026

View details for race Second Annual 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

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

Run for the Hills

Harvard, MA

Sunday, October 25th, 2026

1 Mile

Trail

View details for race Run for the Hills

Scaredy Cat K95K

North Grafton, MA

Sunday, October 25th, 2026

View details for race Scaredy Cat K95K

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

Stairs4RTroops 2025 - Gillette Stadium

Foxboro, MA

Sunday, October 25th, 2026

View details for race Stairs4RTroops 2025 - Gillette Stadium

Seacoast Half Marathon

Portsmouth, NH

Sunday, October 25th, 2026

Half

View details for race Seacoast Half Marathon

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

Powisset Farm Trail Run - Fall

Dover, MA

Sunday, October 25th, 2026

1 Mile

Trail

View details for race Powisset Farm Trail Run - Fall

Providence Monster Dash 5K

Providence, RI

Sunday, October 25th, 2026

View details for race Providence Monster Dash 5K

Newburyport Half Marathon

Newburyport, MA

Sunday, October 25th, 2026

Half

View details for race Newburyport Half Marathon

Clocker Club 5k Fundraiser

Ashland, MA

Sunday, October 25th, 2026

1 Mile

View details for race Clocker Club 5k Fundraiser

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

Esplanade 5K Run & Walk

Boston, MA

Sunday, October 25th, 2026

Fast

View details for race Esplanade 5K Run & Walk

Move for MDS: Boston

Boston, MA

Sunday, October 25th, 2026

View details for race Move for MDS: Boston

Wicked 5K

Hopkinton, MA

Sunday, October 25th, 2026

View details for race Wicked 5K

Boston Purple Pumpkin 5K and Walk

Brighton, MA

Sunday, October 25th, 2026

View details for race Boston Purple Pumpkin 5K and Walk

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

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

Trick or Trot 3k

Manchester, NH

Saturday, October 31st, 2026

View details for race Trick or Trot 3k

Ocean View Half Marathon & 5K

Ipswich, MA

Sunday, November 1st, 2026

Half

View details for race Ocean View Half Marathon & 5K

The Rotary Club of Marblehead 5K

Marblehead, MA

Sunday, November 1st, 2026

View details for race The Rotary Club of Marblehead 5K

F.I.T. TrailFecta 2026

Cumberland, RI

Sunday, November 1st, 2026

1 Mile

Trail

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

Dan Healy Memorial 5K

Exeter, NH

Sunday, November 1st, 2026

View details for race Dan Healy Memorial 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

9th Annual Run for Veterans 5k

Lakeville, MA

Saturday, November 7th, 2026

Trail

Fast

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

Cider Hill Farm 5K Fall Run

Amesbury, MA

Saturday, November 7th, 2026

View details for race Cider Hill Farm 5K Fall Run

TARC Stone Cat Trail Festival

Ipswich, MA

Saturday, November 7th, 2026

10K

Marathon

Ultra

Trail

View details for race TARC Stone Cat Trail Festival

DAV 5K Boston

Boston, MA

Saturday, November 7th, 2026

1 Mile

View details for race DAV 5K Boston

Randolph Pack the Pantry 5K Run/Walk

Randolph, MA

Saturday, November 7th, 2026

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

Boston River Run

Boston, MA

Sunday, November 8th, 2026

View details for race Boston River Run

Journey Home Road Race

Devens, MA

Sunday, November 8th, 2026

View details for race Journey Home Road Race

2026 B.A.A. Half Marathon

Boston, MA

Sunday, November 8th, 2026

Half

View details for race 2026 B.A.A. Half Marathon

Harborside Half Marathon & 5K

Newburyport, MA

Sunday, November 8th, 2026

Half

View details for race Harborside Half Marathon & 5K

Upton 10.5K and Half Marathon Trail Race

Upton, MA

Sunday, November 8th, 2026

Half

Trail

View details for race Upton 10.5K and Half Marathon Trail Race

Manchester City Marathon, Half Marathon, 5k

Manchester, NH

Sunday, November 8th, 2026

Marathon

Half

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

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

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