42 Upcoming 5K Races Near Brewster, MA

Poppy Road Race 2025

Popponesset, MA

Saturday, July 11th, 2026

View details for race Poppy Road Race 2025

Annual OVL Cape Cod 5K Championship Road Race ...

Osterville, MA

Saturday, July 18th, 2026

View details for race Annual OVL Cape Cod 5K Championship Road Race - "Run for the Library"

ASGCC Provincetown 5K

Provincetown, MA

Sunday, July 19th, 2026

View details for race ASGCC Provincetown 5K

2026 Flutie 5K for Autism: Martha's Vineyard pr...

West Tisbury, MA

Saturday, July 25th, 2026

View details for race 2026 Flutie 5K for Autism: Martha's Vineyard presented by Vineyard Wealth Group

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Amity Island 5K & Fun Run

Edgartown, MA

Sunday, August 2nd, 2026

View details for race Amity Island 5K & Fun Run

Short But Sweet 5k

Chatham, MA

Saturday, August 8th, 2026

Trail

View details for race Short But Sweet 5k

Chilmark Road Race 5K

Chilmark, MA

Saturday, August 8th, 2026

View details for race Chilmark Road Race 5K

Vineyard Classic 5k

Oak Bluffs, MA

Tuesday, August 11th, 2026

View details for race Vineyard Classic 5k

5K and Fun Run for Jabberwocky

Edgartown, MA

Saturday, August 15th, 2026

View details for race 5K and Fun Run for Jabberwocky

Welltown 5K Run & Walk: Carnival Edition

Provincetown, MA

Sunday, August 16th, 2026

View details for race Welltown 5K Run & Walk: Carnival Edition

MV Hospital Sullivan 5K Run/Walk

Oak Bluffs, MA

Saturday, August 22nd, 2026

View details for race MV Hospital Sullivan 5K Run/Walk

Bulldog Dash 5k

Marion, MA

Saturday, September 5th, 2026

View details for race Bulldog Dash 5k

FOOT IT FOR FELIX 5K

Edgartown, MA

Saturday, September 5th, 2026

Trail

View details for race FOOT IT FOR FELIX 5K

Marshfield Run for the Hills

Marshfield Hills, MA

Monday, September 7th, 2026

View details for race Marshfield Run for the Hills

5th Annual Conrad's Law 5k Run/Walk

Fairhaven, MA

Saturday, September 12th, 2026

View details for race 5th Annual Conrad's Law 5k Run/Walk

Run for Hope

Oak Bluffs, MA

Saturday, September 12th, 2026

View details for race Run for Hope

31st Annual Run to the Rock

Marshfield, MA

Saturday, September 12th, 2026

Marathon

10K

View details for race 31st Annual Run to the Rock

Eastham Windmill Weekend Road Race - 2026

Eastham, MA

Sunday, September 13th, 2026

View details for race Eastham Windmill Weekend Road Race - 2026

24th ANNUAL NAACP GEORGE V. TANKARD, JR. MEMOR...

Oak Bluffs, MA

Saturday, September 19th, 2026

1 Mile

View details for race 24th ANNUAL NAACP GEORGE V. TANKARD, JR. MEMORIAL 5K Run/Walk AND 1 MILE FUN RUN

MILES FOR MADDIE 5k Walk/Race

Rochester, MA

Saturday, September 19th, 2026

View details for race MILES FOR MADDIE 5k Walk/Race

Captain Gerald F. DeConto, USN Memorial Scholar...

Sandwich, MA

Sunday, September 20th, 2026

View details for race Captain Gerald F. DeConto, USN Memorial Scholarship 5k Run/Walk

12th Annual Bridgewater Police 5K and 1M Kids F...

Bridgewater, MA

Saturday, September 26th, 2026

Fast

View details for race 12th Annual Bridgewater Police 5K and 1M Kids Fun Run

5K For the Children

Harwich Port, MA

Saturday, September 26th, 2026

View details for race 5K For the Children

5K For the Children

West Harwich, MA

Saturday, September 26th, 2026

View details for race 5K For the Children

Race for Recovery 2025

Nantucket, MA

Sunday, September 27th, 2026

1 Mile

View details for race Race for Recovery 2025

Don't Lose Hope: 5k for Suicide Awareness

New Bedford, MA

Sunday, September 27th, 2026

View details for race Don't Lose Hope: 5k for Suicide Awareness

Paul Funk's Dolphin Dash

South Yarmouth, MA

Saturday, October 3rd, 2026

View details for race Paul Funk's Dolphin Dash

Southcoast Health Cancer Care Nicole Podkowa 5k

Fairhaven, MA

Sunday, October 4th, 2026

View details for race Southcoast Health Cancer Care Nicole Podkowa 5k

Oktoberfest 5K

Plymouth, MA

Sunday, October 4th, 2026

Fast

View details for race Oktoberfest 5K

5th Annual Middleborough Fire 5K

Middleborough, MA

Saturday, October 10th, 2026

View details for race 5th Annual Middleborough Fire 5K

Cape Cod Marathon Weekend Events

Falmouth, MA

Saturday, October 10th, 2026

Marathon

View details for race Cape Cod Marathon Weekend Events

Yarmouth Seaside Festival Road Race

South Yarmouth, MA

Sunday, October 11th, 2026

View details for race Yarmouth Seaside Festival Road Race

Feet for Flippers 5K

Bourne, MA

Saturday, October 17th, 2026

View details for race Feet for Flippers 5K

PLIMOTH'S CIDER DONUT 5K

Plymouth, MA

Sunday, October 18th, 2026

View details for race PLIMOTH'S CIDER DONUT 5K

Relentless Run & Ruck Challenge: 5k/10k/6 Hour ...

Yarmouth, MA

Saturday, October 24th, 2026

10K

Trail

View details for race Relentless Run & Ruck Challenge: 5k/10k/6 Hour Trail Race

9th Annual Run for Veterans 5k

Lakeville, MA

Saturday, November 7th, 2026

Trail

Fast

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

2026 Fairhaven Turkey Trot

Fairhaven, MA

Thursday, November 26th, 2026

View details for race 2026 Fairhaven Turkey Trot

Provincetown 5K Pilgrim Trot

Provincetown, MA

Thursday, November 26th, 2026

View details for race Provincetown 5K Pilgrim Trot

Santa Stampede 2026

Orleans, MA

Saturday, December 5th, 2026

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Evan's Run

Norwell, MA

Sunday, May 16th, 2027

View details for race Evan's Run

Runnin' for a Cause, Not from the Cops

Nantucket, MA

Sunday, May 16th, 2027

View details for race Runnin' for a Cause, Not from the Cops

Black Hat Brew 5k

Bridgewater, MA

Sunday, June 6th, 2027

1 Mile

View details for race Black Hat Brew 5k

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