53 Upcoming 5K Races Near Osterville, MA

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Indelible Lives 5k in honor of Christian Demling

Easton, MA

Saturday, June 27th, 2026

View details for race Indelible Lives 5k in honor of Christian Demling

25th Annual Race for Open Space

Nantucket, MA

Saturday, June 27th, 2026

10K

View details for race 25th Annual Race for Open Space

Run Into Summer/Blueberry Pie 5K, 1 Mile, Pie E...

Osterville, MA

Saturday, June 27th, 2026

1 Mile

View details for race Run Into Summer/Blueberry Pie 5K, 1 Mile, Pie Eating Contest

Chris Demling 5k

North Easton, MA

Saturday, June 27th, 2026

View details for race Chris Demling 5k

Miles of Kindness — 5K, 10K, 1 Mile Family Walk

Fall River, MA

Sunday, June 28th, 2026

10K

1 Mile

View details for race Miles of Kindness — 5K, 10K, 1 Mile Family Walk

Berkley Common Classic 5K

Berkley, MA

Sunday, June 28th, 2026

View details for race Berkley Common Classic 5K

Firecracker Classic Road Race

Cotuit, MA

Thursday, July 2nd, 2026

Fast

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Billington Memorial 5K

Somerset, MA

Saturday, July 4th, 2026

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Nantucket Firecracker 5k Run & Walk

Nantucket, MA

Saturday, July 4th, 2026

View details for race Nantucket Firecracker 5k Run & Walk

Poppy Road Race 2025

Popponesset, MA

Saturday, July 11th, 2026

View details for race Poppy Road Race 2025

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

Greenvale Vineyards Wine Run 5k

Portsmouth, RI

Sunday, July 19th, 2026

View details for race Greenvale Vineyards Wine Run 5k

2026 Flutie 5K for Autism: Martha's Vineyard

West Tisbury, MA

Saturday, July 25th, 2026

View details for race 2026 Flutie 5K for Autism: Martha's Vineyard

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

View details for race 5K and Fun Run for Jabberwocky

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

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FOOT IT FOR FELIX 5K

Edgartown, MA

Saturday, September 5th, 2026

Trail

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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

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

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

Eastham Windmill Weekend Road Race - 2026

Eastham, MA

Sunday, September 13th, 2026

View details for race Eastham Windmill Weekend Road Race - 2026

Bishstrong Foundation 5K Run, Walk & Roll

Westport, MA

Sunday, September 13th, 2026

View details for race Bishstrong Foundation 5K Run, Walk & Roll

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

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

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

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

NAFI Run 4 The Kidz

Bristol, RI

Sunday, September 20th, 2026

View details for race NAFI Run 4 The Kidz

5K For the Children

West Harwich, MA

Saturday, September 26th, 2026

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

Fall River, MA

Saturday, September 26th, 2026

View details for race 16th Annual Fall River Salvation Army 5k Run/Walk

5K For the Children

Harwich Port, MA

Saturday, September 26th, 2026

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Race for Recovery 2026

Nantucket, MA

Sunday, September 27th, 2026

1 Mile

View details for race Race for Recovery 2026

Paul Funk's Dolphin Dash

South Yarmouth, MA

Saturday, October 3rd, 2026

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Barrington 5K Run Festival

Barrington, RI

Saturday, October 3rd, 2026

1 Mile

View details for race Barrington 5K Run Festival

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

View details for race BMS Athletic Booster Club 5K

The Wine Run at Sakonnet Vineyard

Little Compton, RI

Saturday, October 17th, 2026

Trail

View details for race The Wine Run at Sakonnet Vineyard

SSCPS Annual Road Race 5K

Hingham, MA

Saturday, October 17th, 2026

View details for race SSCPS Annual Road Race 5K

Feet for Flippers 5K

Bourne, MA

Saturday, October 17th, 2026

View details for race Feet for Flippers 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

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

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

WHRHS Alumni 5K

Whitman, MA

Sunday, November 22nd, 2026

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Provincetown 5K Pilgrim Trot

Provincetown, MA

Thursday, November 26th, 2026

View details for race Provincetown 5K Pilgrim Trot

NCYMCA's Pie Run

Middletown, RI

Thursday, November 26th, 2026

View details for race NCYMCA's Pie Run

2026 Fairhaven Turkey Trot

Fairhaven, MA

Thursday, November 26th, 2026

View details for race 2026 Fairhaven Turkey Trot

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