247 Upcoming 5K Races Near Fairfield, CT

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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.

HHNC Meadows & Trails 5K

Cornwall, NY

Saturday, October 17th, 2026

View details for race HHNC Meadows & Trails 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

Malverne 5K Run for Education

Malverne, NY

Sunday, October 18th, 2026

View details for race Malverne 5K Run for Education

The 36th edition of THE Great Pumpkin Classic

TRUMBULL, CT

Sunday, October 18th, 2026

Fast

View details for race The 36th edition of THE Great Pumpkin Classic

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

The Terri Roemer Paramus Run

Paramus, NJ

Sunday, October 18th, 2026

10K

1 Mile

View details for race The Terri Roemer Paramus Run

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

Ridgefield, CT

Sunday, October 18th, 2026

Half

Fast

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

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

2026 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 18th, 2026

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

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

Give Life NY 5K Run/Walk

East Meadow, NY

Sunday, October 18th, 2026

View details for race Give Life NY 5K Run/Walk

Faith in Children - 5K Run/Walk (Kids and Dogs ...

New York, NY

Sunday, October 18th, 2026

View details for race Faith in Children - 5K Run/Walk (Kids and Dogs Run Too!)

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

Holtsville, NY

Sunday, October 18th, 2026

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

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

RUN ROCKAWAY BEACH HALF MARATHON OR 5K

Far Rockaway, NY

Saturday, October 24th, 2026

View details for race RUN ROCKAWAY BEACH HALF MARATHON OR 5K

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

View details for race Smithtown Running of the Bull

Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Brewster, NY

Saturday, October 24th, 2026

View details for race Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Diplo's Run Club New York

Queens, NY

Saturday, October 24th, 2026

Code:FTR10

View details for race Diplo's Run Club New York

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

View details for race Englewood Cliffs 5K

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 25th, 2026

Trail

View details for race RACE FOR THE GREENWAY 5K RUN / WALK

HoBOOken 5K Race - USATF Certified Course

Hoboken, NJ

Sunday, October 25th, 2026

View details for race HoBOOken 5K Race - USATF Certified Course

Hell on Earth

Richmond Hill, NY

Sunday, October 25th, 2026

View details for race Hell on Earth

Reservoir Run Half Marathon, 5K, Kids Fun Runs ...

WESTON, CT

Sunday, October 25th, 2026

Half

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

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

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

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

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

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

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

Croissant & Cafe 5K Run & Walk

Ridgefield Park, NJ

Sunday, November 1st, 2026

Fast

View details for race Croissant & Cafe 5K Run & Walk

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

The New Yorker Half Marathon, 10k, 5k Shake Out

Queens, NY

Saturday, November 7th, 2026

10K

Half

View details for race The New Yorker Half Marathon, 10k, 5k Shake Out

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

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

Sunday, November 8th, 2026

1 Mile

Trail

View details for race Coach Mike Slinskey Memorial 5k

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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

Giants Foundation 5K presented by Quest

East Rutherford, NJ

Sunday, November 8th, 2026

View details for race Giants Foundation 5K presented by Quest

NASSAU COUNTY TURKEY TROT

East Meadow, NY

Sunday, November 8th, 2026

View details for race NASSAU COUNTY TURKEY TROT

Hot COCO 5K

Cheshire, CT

Saturday, November 14th, 2026

1 Mile

View details for race Hot COCO 5K

New York Flushing Meadows Corona Park 5K, 10K &...

Flushing, NY

Sunday, November 15th, 2026

10K

Half

View details for race New York Flushing Meadows Corona Park 5K, 10K & Half Marathon

RUN ROCKAWAY BEACH THANKSGIVING HALF MARATHON A...

Rockaway Park, NY

Saturday, November 21st, 2026

View details for race RUN ROCKAWAY BEACH THANKSGIVING HALF MARATHON AND 5K

Massapequa Park Turkey Trot

Massapequa Park, NY

Saturday, November 21st, 2026

View details for race Massapequa Park Turkey Trot

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