Upcoming Races Near Brookfield, CT

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Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

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Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 25th, 2026

Trail

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We Can Be Heroes 5K

Montgomery, NY

Sunday, October 25th, 2026

Fast

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Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

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Hamden Hall Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

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

Milford, CT

Saturday, October 31st, 2026

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Roxbury Road Race Series #33

Roxbury, CT

Saturday, October 31st, 2026

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1st Annual To Infinity & Beyond Halloween 5k

Valley Cottage, NY

Saturday, October 31st, 2026

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Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

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Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

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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

Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

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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

Pocantico Hills Races

Tarrytown, NY

Saturday, November 7th, 2026

Marathon

Half

Trail

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Roxbury Road Race Series #34

Roxbury, CT

Saturday, November 7th, 2026

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Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 7th, 2026

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Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

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2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

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Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

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Roxbury Fall Classic

Roxbury, CT

Saturday, November 14th, 2026

Half

Marathon

Ultra

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Hillacious Half Marathon

Litchfield, CT

Saturday, November 14th, 2026

Half

10K

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Storybook Half Marathon

Stratford, CT

Saturday, November 21st, 2026

Half

Trail

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Roxbury Road Race Series #35

Roxbury, CT

Saturday, November 21st, 2026

Trail

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South Orange Family YMCA 5K Turkey Trot

Monroe, NY

Sunday, November 22nd, 2026

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EDRRC - Beer Mile

Pawling, NY

Sunday, November 22nd, 2026

1 Mile

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Annual Kiwanis Turkey Trot Road Race

Wallingford, CT

Sunday, November 22nd, 2026

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Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 26th, 2026

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Hip-Hop Turkey Trot

Bronx, NY

Thursday, November 26th, 2026

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 26th, 2026

Fast

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2026 River Vale Run 4 the Love and Fitness with...

River Vale, NJ

Thursday, November 26th, 2026

View details for race 2026 River Vale Run 4 the Love and Fitness with Friends Turkey Trot Charity 5K

2026 Manchester Road Race

Manchester, CT

Thursday, November 26th, 2026

View details for race 2026 Manchester Road Race

Roxbury Thanksgiving Day Charity Race

Roxbury, CT

Thursday, November 26th, 2026

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Westchester Turkey Trot 10K & 5K presented by N...

Valhalla, NY

Thursday, November 26th, 2026

10K

View details for race Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics

The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 26th, 2026

1 Mile

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Newtown Turkey Trot

Newtown, CT

Thursday, November 26th, 2026

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Roxbury Road Race Series #36

Roxbury, CT

Saturday, November 28th, 2026

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ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 29th, 2026

Trail

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 5th, 2026

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CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 6th, 2026

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2026 Jingle Bell Run - Westchester, NY

Purchase, NY

Saturday, December 12th, 2026

View details for race 2026 Jingle Bell Run - Westchester, NY

SRC Presents: A Backyard Ultra

Hauppauge, NY

Saturday, December 12th, 2026

Trail

View details for race SRC Presents: A Backyard Ultra

2026 Jingle Bell Run - Connecticut

Madison, CT

Sunday, December 13th, 2026

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Frosty Forest 5k

Stratford, CT

Saturday, December 19th, 2026

Trail

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Roxbury Road Race Series Season Pass

Roxbury, CT

Thursday, December 31st, 2026

View details for race Roxbury Road Race Series Season Pass

Brookfield Lions Run for Sight 4-Miler

Brookfield, CT

Friday, January 1st, 2027

Fast

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HTC Winter Series Barkhamsted 8.5/17 mile

Barkhamsted, CT

Sunday, January 10th, 2027

View details for race HTC Winter Series Barkhamsted 8.5/17 mile

Winter Wonderland 5 Miler

Milford, CT

Sunday, January 31st, 2027

View details for race Winter Wonderland 5 Miler

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