Upcoming Races Near Old Saybrook, CT in October, 2025

Name: Happy HalloWINE Run & Walk
Start: 2025-10-26
End: 2025-10-26
Location: Stratford

Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Bridgeport, CT

Saturday, October 18th, 2025

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Fast

View details for race Tunnel to Towers 5K Run & Walk - Bridgeport, CT

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Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

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Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

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Witches Cauldron 1 Miler

Voluntown, CT

Saturday, October 18th, 2025

1 Mile

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13th Annual Fall Foliage 5K & 10K Run/Walk

Foster, RI

Saturday, October 18th, 2025

10K

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2024 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 19th, 2025

View details for race 2024 Run for The Cove & Memorial Walk

Addy’s Run 5K

Waterford, CT

Sunday, October 19th, 2025

View details for race Addy’s Run 5K

Mikey's Place 5K

Wethersfield, CT

Sunday, October 19th, 2025

View details for race Mikey's Place 5K

Bristol Mum-A-Thon Road Race 2025

Bristol, CT

Sunday, October 19th, 2025

1 Mile

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Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

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Easterseals 5K Your Way Freedom Stride

Farmington, CT

Sunday, October 19th, 2025

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All Hallows Eve 5K

Hampton, CT

Sunday, October 19th, 2025

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Grills Trail Run

Westerly, RI

Saturday, October 25th, 2025

10K

10 Miles

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

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Chasing the Legend; Easton's Lady in White 5K R...

Easton, CT

Saturday, October 25th, 2025

View details for race Chasing the Legend; Easton's Lady in White 5K Run/Walk

14th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 25th, 2025

View details for race 14th Annual Milford 5K Trick or Trot Run/Walk

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

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URI Be 5K

Kingston, RI

Saturday, October 25th, 2025

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2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

View details for race 2025 CT LEO Memorial Run

2025 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

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Haunted Hustle

Waterford, CT

Sunday, October 26th, 2025

1 Mile

Trail

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Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 26th, 2025

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RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 26th, 2025

Trail

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Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 26th, 2025

View details for race Abner Oakes III Veterans Run 5K & 10K

5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

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Ocean State Rhode Races

Narragansett, RI

Sunday, October 26th, 2025

Marathon

Half

View details for race Ocean State Rhode Races

Happy HalloWINE Run & Walk

Stratford, CT

Sunday, October 26th, 2025

View details for race Happy HalloWINE Run & Walk

Explore more in Old Saybrook, CT

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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