254 Upcoming Races Near New Fairfield, CT

Rocky's 5K

Pleasantville, NY

Saturday, October 10th, 2026

Trail

View details for race Rocky's 5K

Walk/Run for Abilis

Old Greenwich, CT

Sunday, October 11th, 2026

View details for race Walk/Run for Abilis

Shawangunk Valley 5 Miler & 1-Mile Kids Run

Wallkill, NY

Sunday, October 11th, 2026

1 Mile

View details for race Shawangunk Valley 5 Miler & 1-Mile Kids Run

Obstacle Wonderland Hallo-Weird 4 " Relish th...

Wallkill, NY

Sunday, October 11th, 2026

View details for race Obstacle Wonderland Hallo-Weird 4 " Relish the Challenge " Adult and kids Obstacle Course Event

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Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

View details for race Paine to Pain Trail Half Marathon

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

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

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

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.

14th Annual Happy Jack 5K

West Nyack, NY

Saturday, October 17th, 2026

View details for race 14th Annual Happy Jack 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

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

HHNC Meadows & Trails 5K

Cornwall, NY

Saturday, October 17th, 2026

View details for race HHNC Meadows & Trails 5K

Roxbury Road Race Series #31

Roxbury, CT

Saturday, October 17th, 2026

View details for race Roxbury Road Race Series #31

Rockland Road Runners Turkey Trot Training Prog...

Valley Cottage, NY

Sunday, October 18th, 2026

View details for race Rockland Road Runners Turkey Trot Training Program for The Marisa Fund

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

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

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

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

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

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

2026 Run for The Cove & Memorial Walk

Madison, CT

Sunday, October 18th, 2026

View details for race 2026 Run for The Cove & Memorial 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

Smithtown Running of the Bull

Smithtown, NY

Saturday, October 24th, 2026

Fast

View details for race Smithtown Running of the Bull

Grin 'N Bear It: Brewster 5K

Brewster, NY

Saturday, October 24th, 2026

View details for race Grin 'N Bear It: Brewster 5K

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

Easterseals Freedom Stride

Hartford, CT

Saturday, October 24th, 2026

View details for race Easterseals Freedom Stride

Roxbury Road Race Series #32

Roxbury, CT

Saturday, October 24th, 2026

View details for race Roxbury Road Race Series #32

Run The Runway 5K & Kids Fun Run

Meriden, CT

Sunday, October 25th, 2026

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

Connecticut Law Enforcement Officers Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race Connecticut Law Enforcement Officers Memorial Run

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

Crosby Sports Hall of Fame Fall into Fall 4k

Waterbury, CT

Sunday, October 25th, 2026

View details for race Crosby Sports Hall of Fame Fall into Fall 4k

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

HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 25th, 2026

Fast

View details for race HKYFS Pumpkin Run 5K, 2M & Kids Run

Englewood Cliffs 5K

Englewood Cliffs, NJ

Sunday, October 25th, 2026

1 Mile

Fast

View details for race Englewood Cliffs 5K

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

We Can Be Heroes 5K

Montgomery, NY

Sunday, October 25th, 2026

Fast

View details for race We Can Be Heroes 5K

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 25th, 2026

Trail

View details for race Kiwanis Club of Newburgh Scholarship Run

Hamden Hall Middle School Invitational

Hamden, CT

Wednesday, October 28th, 2026

Trail

View details for race Hamden Hall Middle School Invitational

Roxbury Road Race Series #33

Roxbury, CT

Saturday, October 31st, 2026

View details for race Roxbury Road Race Series #33

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

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

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

Raven Events

Cross River, NY

Sunday, November 1st, 2026

10K

Trail

View details for race Raven Events

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