Upcoming Races Near Litchfield, CT in October, 2025

Name: Coach Mike Slinskey Celebration of Life 5k
Start: 2025-10-27
End: 2025-10-27
Location: Wappingers Falls

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

Bridgeport, CT

Saturday, October 18th, 2025

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Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

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HHNC Meadows & Trails 5K

Cornwall, NY

Saturday, October 18th, 2025

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Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

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Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

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Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 18th, 2025

Trail

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The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 18th, 2025

View details for race The Little Guild 12th Annual Run & Wag 5K

Kiwanis Club of Newburgh Scholarship Run/Walk 2025

Newburgh, NY

Sunday, October 19th, 2025

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2024 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 19th, 2025

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FALL Run The Farm

Katonah, NY

Sunday, October 19th, 2025

1 Mile

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Bristol Mum-A-Thon Road Race 2025

Bristol, CT

Sunday, October 19th, 2025

1 Mile

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Ridgefield Half Marathon, 7 Miler & 5K @ 7:15 AM

Ridgefield, CT

Sunday, October 19th, 2025

Half

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The Ridgefield Road Fest: 1/2 Marathon, 7-Miler...

Ridgefield, CT

Sunday, October 19th, 2025

Half

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View details for race The Ridgefield Road Fest: 1/2 Marathon, 7-Miler, & Iris Fund 5K

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

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Mikey's Place 5K

Wethersfield, CT

Sunday, October 19th, 2025

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33rd Annual Halloween 5K and Kids Fun Run

Brookfield, 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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EDRRC - Ryan's Run Superhero 5k, Villain 10K an...

Pawling, NY

Sunday, October 19th, 2025

10K

View details for race EDRRC - Ryan's Run Superhero 5k, Villain 10K and Kids (Free) Fun Run.

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 19th, 2025

Trail

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Leah's 5K Run/Walk And 1K Kids "Spooktacular" F...

Wappingers Falls, NY

Saturday, October 25th, 2025

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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

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

Milford, CT

Saturday, October 25th, 2025

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Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

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Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA

Saturday, October 25th, 2025

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The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 25th, 2025

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Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 25th, 2025

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2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

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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

Beacon Stride For Life

Beacon, NY

Sunday, October 26th, 2025

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5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

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2025 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

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Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

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Kent Pumpkin Run

Kent, 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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The Reservoir Run Half Marathon, 5K, and Kids F...

WESTON, CT

Sunday, October 26th, 2025

Half

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Happy HalloWINE Run & Walk

Stratford, CT

Sunday, October 26th, 2025

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Coach Mike Slinskey Celebration of Life 5k

Wappingers Falls, NY

Monday, October 27th, 2025

1 Mile

Trail

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Explore more in Litchfield, 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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