48 Upcoming 5K Races Near Osterville, MA

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Firecracker Classic Road Race

Cotuit, MA

Thursday, July 2nd, 2026

Fast

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Nantucket Firecracker 5k Run & Walk

Nantucket, MA

Saturday, July 4th, 2026

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Billington Memorial 5K

Somerset, MA

Saturday, July 4th, 2026

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1st Annual Run Newport FLY-K & PR Party with HOKA

Middletown, RI

Saturday, July 11th, 2026

View details for race 1st Annual Run Newport FLY-K & PR Party with HOKA

Poppy Road Race 2025

Popponesset, MA

Saturday, July 11th, 2026

View details for race Poppy Road Race 2025

Greenvale Vineyards Wine Run 5k

Portsmouth, RI

Sunday, July 19th, 2026

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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

Amity Island 5K & Fun Run

Edgartown, MA

Sunday, August 2nd, 2026

View details for race Amity Island 5K & Fun Run

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

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5K and Fun Run for Jabberwocky

Edgartown, MA

Saturday, August 15th, 2026

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MV Hospital Sullivan 5K Run/Walk

Oak Bluffs, MA

Saturday, August 22nd, 2026

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FOOT IT FOR FELIX 5K

Edgartown, MA

Saturday, September 5th, 2026

Trail

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Bulldog Dash 5k

Marion, MA

Saturday, September 5th, 2026

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Marshfield Run for the Hills

Marshfield Hills, MA

Monday, September 7th, 2026

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

Fairhaven, MA

Saturday, September 12th, 2026

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Zachary M. Martin Memorial Run/Walk 2026 Rhode ...

Bristol, RI

Saturday, September 12th, 2026

View details for race Zachary M. Martin Memorial Run/Walk 2026 Rhode Island

Run for Hope

Oak Bluffs, MA

Saturday, September 12th, 2026

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Bishstrong Foundation 5K Run, Walk & Roll

Westport, MA

Sunday, September 13th, 2026

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Eastham Windmill Weekend Road Race

Eastham, MA

Sunday, September 13th, 2026

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The East Bay Running Festival

Warren, RI

Saturday, September 19th, 2026

10K

1 Mile

Fast

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MILES FOR MADDIE 5k Walk/Race

Rochester, MA

Saturday, September 19th, 2026

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

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

Shirley May France 10k Road Race

Somerset, MA

Saturday, September 19th, 2026

10K

1 Mile

View details for race Shirley May France 10k Road Race

NAFI Run 4 The Kidz

Bristol, RI

Sunday, September 20th, 2026

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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

16th Annual Fall River Salvation Army 5k Run/Walk

Fall River, MA

Saturday, September 26th, 2026

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5K For the Children

Harwich Port, MA

Saturday, September 26th, 2026

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5K For the Children

West Harwich, MA

Saturday, September 26th, 2026

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Race for Recovery 2026

Nantucket, MA

Sunday, September 27th, 2026

1 Mile

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Barrington 5K + Fun Runs

Barrington, RI

Saturday, October 3rd, 2026

1 Mile

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Paul Funk's Dolphin Dash

South Yarmouth, MA

Saturday, October 3rd, 2026

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Oktoberfest 5K

Plymouth, MA

Sunday, October 4th, 2026

Fast

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Southcoast Health Cancer Care Nicole Podkowa 5k

Fairhaven, MA

Sunday, October 4th, 2026

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BMS Athletic Booster Club 5K

North Dighton, MA

Sunday, October 11th, 2026

1 Mile

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SSCPS Annual Road Race 5K

Hingham, MA

Saturday, October 17th, 2026

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Feet for Flippers 5K

Bourne, MA

Saturday, October 17th, 2026

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The Wine Run at Sakonnet Vineyard

Little Compton, RI

Saturday, October 17th, 2026

Trail

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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

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

9th Annual Run for Veterans 5k

Lakeville, MA

Saturday, November 7th, 2026

Trail

Fast

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WHRHS Alumni 5K

Whitman, MA

Sunday, November 22nd, 2026

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Provincetown 5K Pilgrim Trot

Provincetown, MA

Thursday, November 26th, 2026

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2026 Fairhaven Turkey Trot

Fairhaven, MA

Thursday, November 26th, 2026

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NCYMCA's Pie Run

Middletown, RI

Thursday, November 26th, 2026

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Runnin' for a Cause, Not from the Cops

Nantucket, MA

Sunday, May 16th, 2027

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Evan's Run

Norwell, MA

Sunday, May 16th, 2027

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Black Hat Brew 5k

Bridgewater, MA

Sunday, June 6th, 2027

1 Mile

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