Upcoming Races Near Westport, CT in October, 2025

Name: First Annual Kayla Rooney 5k Run/Walk
Start: 2025-10-12
End: 2025-10-12
Location: Bronx

Scare Your Claws Off

Sayville, NY

Wednesday, October 1st, 2025

View details for race Scare Your Claws Off

BMT STEPS 2 GREATNESS CHALLENGE FALL 2025

Brooklyn, NY

Wednesday, October 1st, 2025

View details for race BMT STEPS 2 GREATNESS CHALLENGE FALL 2025

IronHike Series - Fall '25

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Series - Fall '25

IronHike Endurance Series - Fall 2025 - Mohawk ...

Cornwall, CT

Thursday, October 2nd, 2025

Ultra

Trail

View details for race IronHike Endurance Series - Fall 2025 - Mohawk Mtn, CT, USA

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 3rd, 2025

1 Mile

View details for race Pounding the Pavement for Pink Races

Stayin' Alive 5k and Fun Run

Armonk, NY

Friday, October 3rd, 2025

View details for race Stayin' Alive 5k and Fun Run

Chasing Ciara's Light 5k/12k Memorial Trail Race

Monroe, CT

Saturday, October 4th, 2025

12K

Trail

View details for race Chasing Ciara's Light 5k/12k Memorial Trail Race

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

View details for race Iron Hike - Fall Kuwohi Trail Half Marathon Plus Relay - 15 Miles | 7,140' Elevation | 12-Hour

South Orange Family YMCA 5K Color Run

Monroe, NY

Saturday, October 4th, 2025

View details for race South Orange Family YMCA 5K Color Run

New Milford River Run 5K & Kids' Superhero Sprint

New Milford, CT

Saturday, October 4th, 2025

Fast

View details for race New Milford River Run 5K & Kids' Superhero Sprint

RIVERHEAD ATHLETIC CLUB'S RUN THE WAVE 5K

Riverhead, NY

Saturday, October 4th, 2025

View details for race RIVERHEAD ATHLETIC CLUB'S RUN THE WAVE 5K

Running for Water for Africa 5K

Milford, CT

Saturday, October 4th, 2025

1 Mile

View details for race Running for Water for Africa 5K

2025 Rail Trail 10K Race

Hamden, CT

Saturday, October 4th, 2025

10K

Trail

View details for race 2025 Rail Trail 10K Race

Woodbridge 5k

Woodbridge, CT

Saturday, October 4th, 2025

Fast

View details for race Woodbridge 5k

Hartford HealthCare MidState Medical Center Run...

Meriden, CT

Saturday, October 4th, 2025

View details for race Hartford HealthCare MidState Medical Center Run The Runway 5K

TMS Fall 2025 2 Mile Color Run

Torrington, CT

Saturday, October 4th, 2025

View details for race TMS Fall 2025 2 Mile Color Run

The Bay Ridge Half Marathon!

Brooklyn, NY

Saturday, October 4th, 2025

View details for race The Bay Ridge Half Marathon!

The Watermelon Run

Paterson, NJ

Saturday, October 4th, 2025

View details for race The Watermelon Run

Iron Hike - Fall Kuwohi Trail Half Marathon Plu...

Cornwall, CT

Saturday, October 4th, 2025

View details for race Iron Hike - Fall Kuwohi Trail Half Marathon Plus - 15 Miles | 7,140' Elevation | 12-Hour | Run, Hike or Walk

3rd Annual Motivate 5K Walk/Run

Cornwall On Hudson, NY

Saturday, October 4th, 2025

View details for race 3rd Annual Motivate 5K Walk/Run

Empire State Half Marathon

Congers, NY

Sunday, October 5th, 2025

Half

Ultra

View details for race Empire State Half Marathon

Anda! 5k

New Haven, CT

Sunday, October 5th, 2025

View details for race Anda! 5k

Big Sky 5K

Farmington, CT

Sunday, October 5th, 2025

View details for race Big Sky 5K

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 5th, 2025

View details for race Run the Vineyards - Pindar Fall 5K and 8K

Bonita Stanton, M.D., Memorial 5K

Bloomfield, NJ

Sunday, October 5th, 2025

View details for race Bonita Stanton, M.D., Memorial 5K

16th Annual Steve Olsen VIRTUAL Run for Rogosin

New York, NY

Sunday, October 5th, 2025

View details for race 16th Annual Steve Olsen VIRTUAL Run for Rogosin

Carlos Negron Memorial Run

Jersey City, NJ

Sunday, October 5th, 2025

View details for race Carlos Negron Memorial Run

Ho-Ho-Kus Education Foundation presents the 20t...

Ho-Ho-Kus, NJ

Sunday, October 5th, 2025

Fast

View details for race Ho-Ho-Kus Education Foundation presents the 20th Annual Richard's Run HHK 5K: Sunday, October 5th, 2025

IBBC Trail Classic 5k and Kid's Trail Run prese...

Irvington, NY

Sunday, October 5th, 2025

Trail

View details for race IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails

Fishbein / YMCA Community Road Race

Wallingford, CT

Sunday, October 5th, 2025

1 Mile

View details for race Fishbein / YMCA Community Road Race

Fred Torres Memorial 5K

Woodland Park, NJ

Sunday, October 5th, 2025

View details for race Fred Torres Memorial 5K

Blazing Trails 5k Run & 1 Mile Walk for Autism

East Meadow, NY

Sunday, October 5th, 2025

View details for race Blazing Trails 5k Run & 1 Mile Walk for Autism

Apple Harvest Road Races

Southington, CT

Sunday, October 5th, 2025

1 Mile

Trail

View details for race Apple Harvest Road Races

The JC Green Fall Half lMarathon, 10k, 5k -2025

Jersey City, NJ

Sunday, October 5th, 2025

10K

Half

View details for race The JC Green Fall Half lMarathon, 10k, 5k -2025

CATCH A CURE FAMILY 5K WALK/RUN

Rockaway Park, NY

Sunday, October 5th, 2025

View details for race CATCH A CURE FAMILY 5K WALK/RUN

SOLES for All Souls 5K Race/2K Walk

Stony Brook, NY

Sunday, October 5th, 2025

View details for race SOLES for All Souls 5K Race/2K Walk

Empire State Building Run-Up

New York, NY

Wednesday, October 8th, 2025

View details for race Empire State Building Run-Up

RACE FOR CATHERINE

Newtown, CT

Friday, October 10th, 2025

View details for race RACE FOR CATHERINE

LivFree Boos & Brews 5K

Newtown, CT

Saturday, October 11th, 2025

View details for race LivFree Boos & Brews 5K

The Knickerbocker Mile

Valley Cottage, NY

Saturday, October 11th, 2025

1 Mile

Fast

View details for race The Knickerbocker Mile

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 11th, 2025

Trail

View details for race Gemstone Sparkle Sprint 5k

LISTEN TO LEAD VOICES IN MOTION 5K

Hauppauge, NY

Saturday, October 11th, 2025

View details for race LISTEN TO LEAD VOICES IN MOTION 5K

Zombie Escape Road Race

Watertown, CT

Saturday, October 11th, 2025

View details for race Zombie Escape Road Race

2024 Harry Chapin Memorial Run/Walk Against Hunger

Croton-on-Hudson, NY

Saturday, October 11th, 2025

10K

1 Mile

View details for race 2024 Harry Chapin Memorial Run/Walk Against Hunger

3rd Annual Pumpkin Run Harwinton 5K

Harwinton, CT

Saturday, October 11th, 2025

View details for race 3rd Annual Pumpkin Run Harwinton 5K

Grace-In-Motion's 12th Annual Run for the Kids ...

Fort Lee, NJ

Saturday, October 11th, 2025

1 Mile

View details for race Grace-In-Motion's 12th Annual Run for the Kids 5k/2k

Oradell 5K - 2025

Oradell, NJ

Saturday, October 11th, 2025

1 Mile

View details for race Oradell 5K - 2025

GRR Race Series 2025: Greenwich Road Runners Fa...

Greenwich, CT

Saturday, October 11th, 2025

1 Mile

View details for race GRR Race Series 2025: Greenwich Road Runners Fall Classic 5K & 1 Mile Run

LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

Bridgeport, CT

Sunday, October 12th, 2025

1 Mile

View details for race LivFree Seaside Sea Hag 5k & 1 Mile Health Walk

First Annual Kayla Rooney 5k Run/Walk

Bronx, NY

Sunday, October 12th, 2025

View details for race First Annual Kayla Rooney 5k Run/Walk

Explore more in Westport, CT

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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