Upcoming 5K Races Near Fairfield, CT

Name: John Jay Community Trail Race
Start: 2026-04-12
End: 2026-04-12
Location: Cross River

2025 Jingle Bell Run - Westchester, NY

Purchase, NY

Saturday, December 13th, 2025

Featured

View details for race 2025 Jingle Bell Run - Westchester, NY

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ROCKAWAY BEACH SANTA SUIT OR SANTS T-SHIRT /GRI...

Rockaway Park, NY

Saturday, December 13th, 2025

View details for race ROCKAWAY BEACH SANTA SUIT OR SANTS T-SHIRT /GRINCH FUN RUN/WALK & 5k

BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

View details for race BPT PAL Christmas Village Road Race

Frozen RexTacular 5K

New City, NY

Saturday, December 13th, 2025

View details for race Frozen RexTacular 5K

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”

Hoboken's Jingle Bell 5K & 1 Mile Fun Run

Hoboken, NJ

Saturday, December 13th, 2025

View details for race Hoboken's Jingle Bell 5K & 1 Mile Fun Run

It's A Wonderful Run 5K

Bedford Falls, NY

Saturday, December 13th, 2025

View details for race It's A Wonderful Run 5K

2025 Norwalk Jingle Bell 5K

Norwalk, CT

Saturday, December 13th, 2025

View details for race 2025 Norwalk Jingle Bell 5K

Dobbs Ferry Holiday Hustle 5k & Reindeer Fun Run

Dobbs Ferry, NY

Sunday, December 14th, 2025

View details for race Dobbs Ferry Holiday Hustle 5k & Reindeer Fun Run

Meals On Wheels Frosty 5K

Scarsdale, NY

Sunday, December 14th, 2025

View details for race Meals On Wheels Frosty 5K

JINGLE ALL THE WAY 5K

Seaford, NY

Sunday, December 14th, 2025

View details for race JINGLE ALL THE WAY 5K

2025 Jingle Bell Run - Madison, CT

Madison, CT

Sunday, December 14th, 2025

View details for race 2025 Jingle Bell Run - Madison, CT

NYC Holiday Half, 10k, 5k @ Fort Hamilton 2025

Brooklyn, NY

Sunday, December 14th, 2025

Half

10K

View details for race NYC Holiday Half, 10k, 5k @ Fort Hamilton 2025

The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

View details for race The Holiday Run & Walk For Toys

New Canaan Santa Run 2025

New Canaan, CT

Saturday, December 20th, 2025

1 Mile

View details for race New Canaan Santa Run 2025

Battle for Burnett

Fairfield, CT

Sunday, December 21st, 2025

View details for race Battle for Burnett

Jingle Jangle

Richmond Hill, NY

Sunday, December 21st, 2025

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Ugly Sweater Fun Run

Sayville, NY

Wednesday, December 24th, 2025

View details for race Ugly Sweater Fun Run

Snowflake 5K Run/Walk - Nyack Community Ambulan...

Nyack, NY

Sunday, December 28th, 2025

View details for race Snowflake 5K Run/Walk - Nyack Community Ambulance Corps

Queens NYC Chiller Half Marathon, 10K, 5K

Corona, NY

Sunday, December 28th, 2025

Half

10K

Fast

View details for race Queens NYC Chiller Half Marathon, 10K, 5K

1st Day Live and Virtual 5K Run & 1 Mile Walk

Fair Lawn, NJ

Thursday, January 1st, 2026

1 Mile

View details for race 1st Day Live and Virtual 5K Run & 1 Mile Walk

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

View details for race MADD Dry 5K

Racefaster through the Mall - Garden State Plaz...

Paramus, NJ

Sunday, January 25th, 2026

View details for race Racefaster through the Mall - Garden State Plaza, Paramus

IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

View details for race IRIS Run for Refugees

Cupid's Chase 5K Brooklyn

Brooklyn, NY

Saturday, February 14th, 2026

View details for race Cupid's Chase 5K Brooklyn

Love on the Run

Richmond Hill, NY

Saturday, February 14th, 2026

View details for race Love on the Run

Cupid's Chase 5K Queens

Queens, NY

Saturday, February 14th, 2026

View details for race Cupid's Chase 5K Queens

Cupid's Chase 5K Manhattan

New York, NY

Saturday, February 14th, 2026

View details for race Cupid's Chase 5K Manhattan

ROCKAWAY BEACH V-DAY HALF MARATHON AND 5K

Far Rockaway, NY

Saturday, February 14th, 2026

View details for race ROCKAWAY BEACH V-DAY HALF MARATHON AND 5K

Cupid's Chase 5K Glen Rock

Glen Rock, NJ

Saturday, February 14th, 2026

View details for race Cupid's Chase 5K Glen Rock

Cupid's Chase 5K Rutherford

Rutherford, NJ

Saturday, February 14th, 2026

View details for race Cupid's Chase 5K Rutherford

RUN 24.7

East Rutherford, NJ

Sunday, February 22nd, 2026

Fast

View details for race RUN 24.7

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

2026 International Women's Day Run

Ridgefield Park, NJ

Sunday, March 8th, 2026

View details for race 2026 International Women's Day Run

Shamrocks and Shenanigans

Richmond Hill, NY

Sunday, March 8th, 2026

View details for race Shamrocks and Shenanigans

ALS Crusaders 5k

White Plains, NY

Sunday, March 8th, 2026

View details for race ALS Crusaders 5k

GoodWill Shamrock Shuffle 5K

Ridgewood, NJ

Saturday, March 14th, 2026

View details for race GoodWill Shamrock Shuffle 5K

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

The 15th Annual Michael Cassidy Shamrock 'N' Ru...

Rutherford, NJ

Saturday, March 14th, 2026

View details for race The 15th Annual Michael Cassidy Shamrock 'N' Run 5k

The RODEO RUN 5K/10K

Huntington State Beach, CA

Sunday, March 15th, 2026

10K

Fast

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Run For Tomorrow

Northvale, NJ

Saturday, March 21st, 2026

1 Mile

View details for race Run For Tomorrow

Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

View details for race Ospreys Dominion Wine Run 5k

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

View details for race Beach Bunny 5K

Big Heart 5k

Center Moriches, NY

Saturday, March 28th, 2026

View details for race Big Heart 5k

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

View details for race NVCC Food Pantry Run/Walk

THE SOUNDVIEW 5K presented by RTBX

Bronx, NY

Saturday, April 11th, 2026

Fast

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Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

John Jay Community Trail Race

Cross River, NY

Sunday, April 12th, 2026

Trail

View details for race John Jay Community Trail Race

Explore more in Fairfield, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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