201 Upcoming 5K Races Near Fairfield, CT

Most popular races in Connecticut →

Thu, Nov 2617 races

HEALY'S PUB AND RUN ROCKAWAY BEACH  TURKEY TROT logo

HEALY'S PUB AND RUN ROCKAWAY BEACH TURKEY TROT

Rockaway Park, NY

View details for race HEALY'S PUB AND RUN ROCKAWAY BEACH TURKEY TROT
Rowayton Turkey Trot logo

Rowayton Turkey Trot

Norwalk, CT

5K
1 Mile
View details for race Rowayton Turkey Trot
Never miss a race near youSave races and see the forecast in the free app.Get the app
Be Grateful 5K logo

Be Grateful 5K

Rochelle Park, NJ

5K
View details for race Be Grateful 5K
Newtown Turkey Trot logo

Newtown Turkey Trot

Newtown, CT

5K
View details for race Newtown Turkey Trot

Organize a race? Add it free — over 100,000 runners use Find The Run every month.

MATTITUCK-CUTCHOGUE TURKEY TROT 5K logo

MATTITUCK-CUTCHOGUE TURKEY TROT 5K

Mattituck, NY

View details for race MATTITUCK-CUTCHOGUE TURKEY TROT 5K
Leonia Turkey Trot 2026 logo

Leonia Turkey Trot 2026

Leonia, NJ

5K
1 Mile
View details for race Leonia Turkey Trot 2026
The Racefaster Thanksgiving Day Run logo

The Racefaster Thanksgiving Day Run

Glen Rock, NJ

5K
View details for race The Racefaster Thanksgiving Day Run
2026 Southbury Turkey Trot 5K & Kids Fun Run logo

2026 Southbury Turkey Trot 5K & Kids Fun Run

Southbury, CT

5K
Fast
View details for race 2026 Southbury Turkey Trot 5K & Kids Fun Run
19th Annual Blue Point Turkey Trot logo

19th Annual Blue Point Turkey Trot

Blue Point, NY

5K
1 Mile
View details for race 19th Annual Blue Point Turkey Trot
Bethel Turkey Trot logo

Bethel Turkey Trot

Bethel, CT

5K
View details for race Bethel Turkey Trot
Powerhouse Thanksgiving Road Race logo

Powerhouse Thanksgiving Road Race

Berlin, CT

5K
View details for race Powerhouse Thanksgiving Road Race
Gratitude logo

Gratitude

Richmond Hill, NY

5K
View details for race Gratitude
15th Annual O'BRiley 5K Turkey Trot AT 9AM logo

15th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

5K
View details for race 15th Annual O'BRiley 5K Turkey Trot AT 9AM
The Cold SpringTurkey Trot logo

The Cold SpringTurkey Trot

Cold Spring, NY

5K
View details for race The Cold SpringTurkey Trot
Stratford Turkey Day Trot logo

Stratford Turkey Day Trot

Stratford, CT

5K
Fast
View details for race Stratford Turkey Day Trot
Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics logo

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

Valhalla, NY

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

Fri, Nov 271 race

Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run logo

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

Darien, CT

5K
1 Mile
Trail
View details for race Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run

Sat, Nov 286 races

The ODO Gobbler Run & Ruck logo

The ODO Gobbler Run & Ruck

South Glastonbury, CT

5K
1 Mile
View details for race The ODO Gobbler Run & Ruck
Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot logo

Greenwich Alliance Turkey Trot 5K, 1 Mile & Min...

Greenwich, CT

5K
1 Mile
View details for race Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot
Fleet Feet Poughkeepsie's 2026 Grateful Gallop 5K to Benefit Dutchess Outreach logo

Fleet Feet Poughkeepsie's 2026 Grateful Gallop ...

Lagrangeville, NY

5K
View details for race Fleet Feet Poughkeepsie's 2026 Grateful Gallop 5K to Benefit Dutchess Outreach
Run Santa Run logo

Run Santa Run

New Milford, CT

5K
View details for race Run Santa Run
New York City Turkey Trot Half Marathon & 5K logo

New York City Turkey Trot Half Marathon & 5K

Queens, NY

Half
5K
View details for race New York City Turkey Trot Half Marathon & 5K
Mount Sinai Turkey Trot 5K logo

Mount Sinai Turkey Trot 5K

Mount Sinai, NY

5K
View details for race Mount Sinai Turkey Trot 5K

Sun, Nov 292 races

Second Annual Kayla Grace Rooney 5K Run/Walk logo

Second Annual Kayla Grace Rooney 5K Run/Walk

Bronx, NY

5K
View details for race Second Annual Kayla Grace Rooney 5K Run/Walk
ROB'S TRAIL RUN EDITION logo

ROB'S TRAIL RUN EDITION

Woodbury, NY

Trail
View details for race ROB'S TRAIL RUN EDITION

Sat, Dec 510 races

Frosty Falcon 5K

Bristol, CT

5K
1 Mile
Fast
View details for race Frosty Falcon 5K
Santa Made Me Do It logo

Santa Made Me Do It

Bethlehem, CT

5K
View details for race Santa Made Me Do It
Joel Barlow 5K Reindeer Run logo

Joel Barlow 5K Reindeer Run

Redding, CT

5K
View details for race Joel Barlow 5K Reindeer Run
JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN logo

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

Trail
View details for race JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN
SEAFORD WELLNESS COUNCIL HOT CHOCOLATE 5K RUN/WALK logo

SEAFORD WELLNESS COUNCIL HOT CHOCOLATE 5K RUN/WALK

Seaford, NY

Fast
View details for race SEAFORD WELLNESS COUNCIL HOT CHOCOLATE 5K RUN/WALK
2026 Jingle Bell Run - Connecticut logo

2026 Jingle Bell Run - Connecticut

North Haven, CT

5K
View details for race 2026 Jingle Bell Run - Connecticut
Jolly Jog Fun Run/Walk logo

Jolly Jog Fun Run/Walk

Bronxville, NY

5K
View details for race Jolly Jog Fun Run/Walk
2026 Jingle Bell Run - Long Island, NY logo

2026 Jingle Bell Run - Long Island, NY

Hempstead, NY

5K
View details for race 2026 Jingle Bell Run - Long Island, NY
2026 NIA Jingle Bell Run - 38th Annual logo

2026 NIA Jingle Bell Run - 38th Annual

Trumbull, CT

5K
1 Mile
View details for race 2026 NIA Jingle Bell Run - 38th Annual
The Manhattanite 10K and 5K @manhattan @riverside park logo

The Manhattanite 10K and 5K @manhattan @riversi...

NEW YORK, NY, NY

5K
10K
View details for race The Manhattanite 10K and 5K @manhattan @riverside park

Sun, Dec 65 races

Holiday Hustle 5K- A festive 5K with a sweet finish logo

Holiday Hustle 5K- A festive 5K with a sweet fi...

Ridgefield Park, NJ

5K
Fast
View details for race Holiday Hustle 5K- A festive 5K with a sweet finish
The Chris Conway Memorial Run and 1 Mile Walk logo

The Chris Conway Memorial Run and 1 Mile Walk

Ridgefield Park, NJ

5K
1 Mile
View details for race The Chris Conway Memorial Run and 1 Mile Walk
Racefaster through American Dream: Santa Run logo

Racefaster through American Dream: Santa Run

East Rutherford, NJ

5K
Fast
View details for race Racefaster through American Dream: Santa Run
Christopher Martin's Christmas Run for Children logo

Christopher Martin's Christmas Run for Children

New Haven, CT

5K
View details for race Christopher Martin's Christmas Run for Children
Crusaders Crush Cancer 5k logo

Crusaders Crush Cancer 5k

White Plains, NY

5K
View details for race Crusaders Crush Cancer 5k

Sat, Dec 125 races

2026 Norwalk Jingle Bell 5K logo

2026 Norwalk Jingle Bell 5K

Norwalk, CT

5K
View details for race 2026 Norwalk Jingle Bell 5K
Running of the Bulls presented by Cash Cow NYC & RTBX logo

Running of the Bulls presented by Cash Cow NYC ...

Bronx, NY

5K
View details for race Running of the Bulls presented by Cash Cow NYC & RTBX
Hoboken's Jingle Bell 5K & 1 Mile Fun Run logo

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

Hoboken, NJ

5K
View details for race Hoboken's Jingle Bell 5K & 1 Mile Fun Run
2026 Jingle Bell Run - Westchester, NY logo

2026 Jingle Bell Run - Westchester, NY

Purchase, NY

5K
View details for race 2026 Jingle Bell Run - Westchester, NY
It's A Wonderful Run 5K logo

It's A Wonderful Run 5K

Bedford Falls, NY

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

Sun, Dec 134 races

2026 Jingle Bell Run - Connecticut logo

2026 Jingle Bell Run - Connecticut

Madison, CT

5K
View details for race 2026 Jingle Bell Run - Connecticut
JINGLE ALL THE WAY 5K logo

JINGLE ALL THE WAY 5K

Seaford, NY

Fast
View details for race JINGLE ALL THE WAY 5K
Miles for Mark (B.E. F.A.S.T.) logo

Miles for Mark (B.E. F.A.S.T.)

Brooklyn, NY

5K
View details for race Miles for Mark (B.E. F.A.S.T.)
Feeding 500 Holiday Hustle logo

Feeding 500 Holiday Hustle

Wilton, CT

5K
View details for race Feeding 500 Holiday Hustle