Upcoming 5K Races Near Madison, CT

Name: Ospreys Dominion Wine Run 5k
Start: 2026-03-21
End: 2026-03-21
Location: Peconic

Waterford High School 13th Annual 5K Turkey Trot

Waterford, CT

Saturday, November 22nd, 2025

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View details for race Waterford High School 13th Annual 5K Turkey Trot

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THREE VILLAGE TURKEY TROT 5K

East Setauket, NY

Saturday, November 22nd, 2025

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New Canaan Turkey Trot

New Canaan, CT

Sunday, November 23rd, 2025

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Cleats on the Streets 5K

Windsor, CT

Sunday, November 23rd, 2025

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Run for the Turkeys 5K Road Race

New Fairfield, CT

Sunday, November 23rd, 2025

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Commodore Hull Thanksgiving Day 5k Road Race

Shelton, CT

Thursday, November 27th, 2025

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Bethel Turkey Trot

Bethel, CT

Thursday, November 27th, 2025

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Stratford Turkey Day Trot

Stratford, CT

Thursday, November 27th, 2025

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 27th, 2025

Fast

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2025 Southbury Turkey Trot 5K & Kids Fun Run

Southbury, CT

Thursday, November 27th, 2025

Fast

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The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 27th, 2025

1 Mile

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Rowayton Turkey Trot

Norwalk, CT

Thursday, November 27th, 2025

1 Mile

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

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Falcon 5K Turkey Trot

Avon, CT

Thursday, November 27th, 2025

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THE 17th ANNUAL Blue Point Turkey Trot 2024

Blue Point, NY

Thursday, November 27th, 2025

1 Mile

Fast

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Newtown Turkey Trot

Newtown, CT

Thursday, November 27th, 2025

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14th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

Thursday, November 27th, 2025

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Web Hill PTO Turkey Trot 2025

West Hartford, CT

Thursday, November 27th, 2025

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MATTITUCK-CUTCHOGUE TURKEY TROT 5K

Mattituck, NY

Thursday, November 27th, 2025

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Boys & Girls Club of Ridgefield 44th Annual Tur...

Ridgefield, CT

Thursday, November 27th, 2025

1 Mile

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Darien Depot Overstuffed Turkey Trot 5k and 1 M...

Darien, CT

Friday, November 28th, 2025

1 Mile

Trail

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Mount Sinai Turkey Trot 5K

Mount Sinai, NY

Saturday, November 29th, 2025

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Run Santa Run

New Milford, CT

Saturday, November 29th, 2025

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The ODO Gobbler Run & Ruck

South Glastonbury, CT

Saturday, November 29th, 2025

1 Mile

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Cow Chip Cross Country Run for the 33rd year!

Trumbull, CT

Saturday, November 29th, 2025

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Gingerbread Dash 5K

Canterbury, CT

Sunday, November 30th, 2025

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Norwich Winterfest 5K

Norwich, CT

Saturday, December 6th, 2025

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Santa Made Me Do It

Bethlehem, CT

Saturday, December 6th, 2025

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JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Saturday, December 6th, 2025

Trail

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2025 NIA Jingle Bell Run - 37th Annual

Trumbull, CT

Saturday, December 6th, 2025

1 Mile

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CLA Blue Back Mitten Run

West Hartford, CT

Sunday, December 7th, 2025

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Feeding 500 Holiday Hustle

Wilton, CT

Sunday, December 7th, 2025

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Christopher Martin's Christmas Run for Children

New Haven, CT

Sunday, December 7th, 2025

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BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

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Bayport-Blue Point School District “Community a...

Bayport, NY

Saturday, December 13th, 2025

View details for race Bayport-Blue Point School District “Community and Cocoa 5K”

Niantic Jingle 5k

Niantic, CT

Saturday, December 13th, 2025

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2025 Norwalk Jingle Bell 5K

Norwalk, CT

Saturday, December 13th, 2025

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2025 Jingle Bell Run - Madison, CT

Madison, CT

Sunday, December 14th, 2025

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Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

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The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

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New Canaan Santa Run 2025

New Canaan, CT

Saturday, December 20th, 2025

1 Mile

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Ugly Sweater Fun Run

Sayville, NY

Wednesday, December 24th, 2025

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The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

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Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

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Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

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MADD Dry 5K

Fairfield, CT

Sunday, January 4th, 2026

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Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

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IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

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99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

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Explore more in Madison, CT

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

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