Upcoming 5K Races Near West Haven, CT

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

Holtsville, NY

Sunday, October 4th, 2026

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

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

4th Annual Pink Pumpkin 5k Run & Walk

Sayville, NY

Saturday, October 10th, 2026

View details for race 4th Annual Pink Pumpkin 5k Run & Walk

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Bridgeport, CT

Saturday, October 17th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

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.

SUFFOLK COUNTY MARATHON

BAY SHORE, NY

Saturday, October 17th, 2026

View details for race SUFFOLK COUNTY MARATHON

The Little Guild 13th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 13th Annual Run & Wag 5K

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

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

For the 36th time - THE Great Pumpkin Classic

TRUMBULL, CT

Sunday, October 18th, 2026

Fast

View details for race For the 36th time - THE Great Pumpkin Classic

2026 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 18th, 2026

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

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

Ridgefield, CT

Sunday, October 18th, 2026

Half

View details for race The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K

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

34th Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 34th Annual Halloween 5K and Kids Fun Run

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

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

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

View details for race Smithtown Running of the Bull

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

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

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

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

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

View details for race Run The Runway 5K & Kids 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

Hamden Hall CISAC League Race

Hamden, CT

Saturday, October 31st, 2026

Trail

View details for race Hamden Hall CISAC League Race

Lyman Orchards Pie Run

Middlefield, CT

Saturday, October 31st, 2026

View details for race Lyman Orchards Pie Run

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 31st, 2026

Trail

View details for race Collinsville Trick or Trot

CT Veterans Day Race

Coventry, CT

Saturday, November 7th, 2026

View details for race CT Veterans Day Race

East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 7th, 2026

View details for race East Windsor Veterans Day 5K Road Race

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 7th, 2026

View details for race Robert J. Lynes Memorial Road Race

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

2026 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 8th, 2026

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

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

Massapequa Park Turkey Trot

Massapequa Park, NY

Saturday, November 21st, 2026

View details for race Massapequa Park Turkey Trot

Waterford High School 14th Annual 5K Turkey Trot

Waterford, CT

Saturday, November 21st, 2026

View details for race Waterford High School 14th Annual 5K Turkey Trot

Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 26th, 2026

View details for race Run Turkey Run! Thanksgiving Day 5K

Newtown Turkey Trot

Newtown, CT

Thursday, November 26th, 2026

View details for race Newtown Turkey Trot

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

Branford Thanksgiving 5K

Branford, CT

Thursday, November 26th, 2026

Fast

View details for race Branford Thanksgiving 5K

Stratford Turkey Day Trot

Stratford, CT

Thursday, November 26th, 2026

Fast

View details for race Stratford Turkey Day Trot

The Joyce Allen Great Turkey Escape

Redding, CT

Thursday, November 26th, 2026

1 Mile

View details for race The Joyce Allen Great Turkey Escape

Roxbury Thanksgiving Day Charity Race

Roxbury, CT

Thursday, November 26th, 2026

View details for race Roxbury Thanksgiving Day Charity Race

ROB'S TRAIL RUN EDITION

Woodbury, NY

Sunday, November 29th, 2026

Trail

View details for race ROB'S TRAIL RUN EDITION

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