Upcoming 5K Races Near Middletown, CT

Name: Stonington Vineyards Wine Run Turkey Trot 5k
Start: 2025-11-02
End: 2025-11-02
Location: Stonington

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

Featured

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Splash of Autumn 5K

Ledyard, CT

Saturday, October 11th, 2025

View details for race Splash of Autumn 5K

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

View details for race Gemstone Sparkle Sprint 5k

Hartland Harvest Run

East Hartland, CT

Saturday, October 11th, 2025

View details for race Hartland Harvest Run

3rd Annual Pumpkin Run Harwinton - 5K and Fall ...

Harwinton, CT

Saturday, October 11th, 2025

View details for race 3rd Annual Pumpkin Run Harwinton - 5K and Fall Festival

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 11th, 2025

Half

Marathon

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

View details for race LivFree Boos & Brews 5K

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

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Halloween Holyoke Firefighters 5K

Holyoke, MA

Saturday, October 11th, 2025

View details for race Halloween Holyoke Firefighters 5K

LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

Bridgeport, CT

Sunday, October 12th, 2025

1 Mile

View details for race LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

Cider Run/Walk 5k

Warren, CT

Saturday, October 18th, 2025

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Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 18th, 2025

Trail

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

Bridgeport, CT

Saturday, October 18th, 2025

Fast

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

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

Magic for Maddie

Holyoke, MA

Saturday, October 18th, 2025

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Mikey's Place 5K

Wethersfield, 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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Ridgefield Half Marathon, 7 Miler & 5K

Ridgefield, CT

Sunday, October 19th, 2025

Half

Fast

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All Hallows Eve 5K

Hampton, CT

Sunday, October 19th, 2025

View details for race All Hallows Eve 5K

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 19th, 2025

View details for race 33rd Annual Halloween 5K and Kids Fun Run

2024 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 19th, 2025

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

Great Pumpkin Classic

Trumbull, CT

Sunday, October 19th, 2025

Fast

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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.

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

Ridgefield, CT

Sunday, October 19th, 2025

Half

Fast

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

Addy’s Run 5K

Waterford, CT

Sunday, October 19th, 2025

View details for race Addy’s Run 5K

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 25th, 2025

View details for race The Ludlow Clocktower Classic 5k

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

Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA

Saturday, October 25th, 2025

View details for race Center School's Halloween Hustle 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

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

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Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

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Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, October 26th, 2025

Half

Fast

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Happy HalloWINE Run & Walk

Stratford, CT

Sunday, October 26th, 2025

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Haunted Hustle

Waterford, CT

Sunday, October 26th, 2025

1 Mile

Trail

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

WESTON, CT

Sunday, October 26th, 2025

Half

View details for race The Reservoir Run Half Marathon, 5K, and Kids Fun Run

2025 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

View details for race 2025 Black Dog Road Race

Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

View details for race Masquerade 5K

5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

View details for race 5K for Ballet!

HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 26th, 2025

Fast

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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

2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

View details for race 2025 CT LEO Memorial Run

The 25th Annual Ed McGuire Memorial Cannonball Run

Falls Village, CT

Saturday, November 1st, 2025

View details for race The 25th Annual Ed McGuire Memorial Cannonball Run

St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, November 1st, 2025

1 Mile

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, November 1st, 2025

View details for race Lyman Orchards Pie Run

Robert Tedford Memorial Road Race

Ellington, CT

Saturday, November 1st, 2025

View details for race Robert Tedford Memorial Road Race

Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 1st, 2025

View details for race Folds of Honor Bethel Veteran's Day 5K

CT Veterans Day Race

Coventry, CT

Saturday, November 1st, 2025

View details for race CT Veterans Day Race

Connecticut Empower Walk & 5K Run

Hartford, CT

Sunday, November 2nd, 2025

View details for race Connecticut Empower Walk & 5K Run

Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 2nd, 2025

Trail

View details for race Stonington Vineyards Wine Run Turkey Trot 5k

Explore more in Middletown, CT

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

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