Upcoming 5K Races Near Brookfield, CT

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The Big Energy Walk ⚡️ Long Island's 1st ADHD A...

Holtsville, NY

Sunday, October 4th, 2026

View details for race The Big Energy Walk ⚡️ Long Island's 1st ADHD Awareness 5K Walk/Run

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Empire State Half Marathon & 5k

Congers, NY

Sunday, October 4th, 2026

Half

10K

View details for race Empire State Half Marathon & 5k

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

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

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

Obstacle Wonderland Hallo-Weird 4 " Get Ready...

Wallkill, NY

Sunday, October 11th, 2026

View details for race Obstacle Wonderland Hallo-Weird 4 " Get Ready to Relish the Challenge " Adult and kids Obstacle Course Event

HHNC Meadows & Trails 5K

Cornwall, NY

Saturday, October 17th, 2026

View details for race HHNC Meadows & Trails 5K

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

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

14th Annual Happy Jack 5K

West Nyack, NY

Saturday, October 17th, 2026

View details for race 14th Annual Happy Jack 5K

Harrington Park Fall Spectacular - 24th Annual

Harrington Park, NJ

Saturday, October 17th, 2026

1 Mile

View details for race Harrington Park Fall Spectacular - 24th Annual

Hope Children's Fund 22nd Annual Larry Hohler B...

Shoreham, NY

Saturday, October 17th, 2026

Trail

View details for race Hope Children's Fund 22nd Annual Larry Hohler Bi-Continental 5k Fun Run/Walk

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

Bridgeport, CT

Saturday, October 17th, 2026

Fast

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

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

Pawling, NY

Saturday, October 17th, 2026

10K

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

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

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

2026 Harry Chapin Memorial Run/Walk Against Hunger

Croton-on-Hudson, NY

Sunday, October 18th, 2026

10K

1 Mile

View details for race 2026 Harry Chapin Memorial Run/Walk Against Hunger

2026 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 18th, 2026

View details for race 2026 Run for The Cove & Memorial Walk

The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 ...

Ridgefield, CT

Sunday, October 18th, 2026

Half

View details for race The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K

Riverdale Temple FALL OF LOVE 5K/10K Run/Walk

Bronx, NY

Sunday, October 18th, 2026

10K

View details for race Riverdale Temple FALL OF LOVE 5K/10K Run/Walk

LARC in the Park 5K Run/Walk

Valley Cottage, NY

Sunday, October 18th, 2026

View details for race LARC in the Park 5K Run/Walk

For the 36th time - THE Great Pumpkin Classic

TRUMBULL, CT

Sunday, October 18th, 2026

Fast

View details for race For the 36th time - THE Great Pumpkin Classic

Bristol Mum-A-Thon Road Race 2026

Bristol, CT

Sunday, October 18th, 2026

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2026

Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 24th, 2026

View details for race Grin 'N Bear It: Brewster 5K

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

View details for race Smithtown Running of the Bull

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

View details for race Englewood Cliffs 5K

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

We Can Be Heroes 5K

Montgomery, NY

Sunday, October 25th, 2026

Fast

View details for race We Can Be Heroes 5K

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

The Reservoir Run Half Marathon, 5K, Kids Fun R...

WESTON, CT

Sunday, October 25th, 2026

Half

View details for race The Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

View details for race Run The Runway 5K & Kids Fun Run

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

Wappingers Falls, NY

Saturday, October 31st, 2026

View details for race Leah's 5K Run/Walk And 1K Kids "Spooktacular" Fun Run

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

View details for race Collinsville Trick or Trot

1st Annual To Infinity & Beyond Halloween 5k

Valley Cottage, NY

Saturday, October 31st, 2026

View details for race 1st Annual To Infinity & Beyond Halloween 5k

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

15th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 31st, 2026

View details for race 15th Annual Milford 5K Trick or Trot Run/Walk

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

NAMI Rockland 5K Run / Walk for Mental Wellness...

Valley Cottage, NY

Sunday, November 1st, 2026

View details for race NAMI Rockland 5K Run / Walk for Mental Wellness 2026

Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 7th, 2026

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

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

View details for race 2026 Colony Grill 'Hot Oil' 5K

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

View details for race Coach Mike Slinskey Memorial 5k

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

South Orange Family YMCA 5K Turkey Trot

Monroe, NY

Sunday, November 22nd, 2026

View details for race South Orange Family YMCA 5K Turkey Trot

Roxbury Thanksgiving Day Charity Race

Roxbury, CT

Thursday, November 26th, 2026

View details for race Roxbury Thanksgiving Day Charity Race

Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

View details for race Stratford Turkey Day Trot

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