September Classic Races within 50 miles of Milford, CT
Warren, CT
Angevine Farm Trail Festival
Sep 22, 2024
East Hampton, CT
Haddam Neck Fair 5K
Sep 1, 2024
Bronx, NY
Unity Race
Sep 16, 2023
Front Runners New York Cross Country 5K
Sep 23, 2023
NYRR Bronx 10 Mile
Sep 22, 2024
Riverdale Temple 5K
Sep 22, 2024
4 Parks 5K/10K
Sep 29, 2024
Huntington, NY
9/11 Heroes Run
Sep 17, 2023
Stratford, CT
Enchanted Forest Ultra Run
Sep 21, 2024
Simsbury, CT
River Run
Sep 23, 2023
Bethel, CT
King of the Hill 5K
Sep 14, 2023
Hamden, CT
Run/Walk To Save a Life 5K
Sep 29, 2024
Greenwich, CT
Golden Lights Half Marathon & Fun Run
Sep 17, 2023
Kings Park, NY
S'mores for More 4K Sunset Run
Sep 30, 2023
New Rochelle, NY
Paine to Pain Trail Half Marathon
Sep 29, 2024
Northport, NY
Great Cow Harbor 10K Run
Sep 21, 2024
Riverhead, NY
RUN4LIFE Long Island
Sep 28, 2024
Sag Harbor, NY
Mashashimuet Park Friends and Family 5K
Sep 10, 2023
West Hartford, CT
5k Run for Nancy's Kids
Sep 30, 2023
New Britain, CT
Ray and Robin Crothers Memorial 2-Mile Fun Run/Walk
Sep 23, 2023
Fairfield, CT
Bigelow Tea Community Challenge
Sep 29, 2024
Farmington, CT
Farmington River Run 5K Trail Race
Sep 24, 2023
Hicksville, NY
Barbara Bartell Runday
Sep 9, 2023
Farmingdale, NY
Run for Hope
Sep 30, 2023
Middletown, CT
Dash for Life 5K
Sep 30, 2023
Laps for Life
Sep 30, 2023
Newtown, CT
Run4Hunger and Health
Sep 14, 2024
East Hampton, NY
Great Bonac Foot Races
Sep 4, 2023
Darien, CT
Darien Road Race
Sep 15, 2024
East Meadow, NY
elitefeats Charity Challenge 5K
Sep 24, 2023
Mighty Madison Birthday 5K
Sep 24, 2023
Superheroes for Child Care 5K
Sep 30, 2023
Meriden, CT
Arc Run
Sep 30, 2023
South Nyack, NY
South Nyack 10 Miler
Sep 10, 2023
Colchester, CT
Salmon River 5.5 Mile Run
Sep 30, 2023
New Haven, CT
Children Alive 5K Hike/Run East Rock
Sep 16, 2023
New Haven Road Race
Sep 2, 2024
James Barber 5K
Sep 21, 2024
Ridgefield, CT
Where the Pavement Ends
Sep 8, 2024
Yorktown Heights, NY
5K for 5 Years: Paws Crossed Animal Rescue
Sep 14, 2024
Westport, CT
Westport Road Runners Summer Series
Jul 1, 2023
Jul 8, 2023
Jul 15, 2023
Jul 22, 2023
6 more
Windsor, CT
Union Street Tavern Trot
Sep 17, 2023
Smithtown, NY
America's VetDogs Run
Sep 28, 2024
Deep River, CT
Run to the River 5K
Sep 16, 2023
Glastonbury, CT
5K or not... Remembering Mike!
Sep 10, 2023
Yorktown, NY
Leslie Mansell Memorial Undy Run/Walk
Sep 24, 2023
Wilton, CT
Come Out and Run 5K
Sep 15, 2024
Tuckahoe, NY
Tuckahoe Challenge
Sep 17, 2023
Chester, CT
Cockaponsett Trails to a Cure
Sep 22, 2024
Kent, CT
Macedonia Trail Race
Sep 8, 2024
South Windsor, CT
South Windsor 5 Mile Road Race
Sep 10, 2023
Katonah, NY
Katonah Road Races
Sep 7, 2024
Rocky Hill, CT
Henkel/WFSB Fun Run
Sep 28, 2023
Winsted, CT
Highland Lake 5K
Sep 15, 2024
Garden City, NY
Panthers for a Cause 5K
Sep 28, 2024
Blue Point, NY
Courtney's True Blue 5K
Sep 30, 2023
Naugatuck, CT
Sao Paio 5K Road Race
Sep 2, 2023
Peekskill, NY
Mug Mile
Sep 17, 2023
Westhampton Beach, NY
Live Like Vin 5K
Sep 28, 2024
Armonk, NY
5K Run for Love
Sep 10, 2023
Woodbridge, CT
Murray Lender 5K Bagel Run
Sep 15, 2024
Glen Cove, NY
Nicholas Pedone 5K
Sep 3, 2023
Woodbury, CT
Woodbury Baseball & Softball 5K
Sep 3, 2023
Baldwin, NY
Run For Heroes
Sep 9, 2023
North Babylon, NY
Fred von der Heydt 6 Hour Birthday Run
Sep 29, 2024
Eastchester, NY
Eastchester 5K
Sep 24, 2023
Stony Point, NY
Suffer'n Bear Ultra
Sep 28, 2024
Putnam Valley, NY
Roaring Brook Lake 5K
Sep 3, 2023
Montville, CT
Montville Race Day
Sep 10, 2023
Winchester, CT
Lauren Bardino Memorial 5K
Sep 3, 2023
Mount Kisco, NY
Kisco 5K
Sep 10, 2023
Weatogue, CT
Run Back to School 5K and Fun Run
Sep 24, 2023
Hampton Bays, NY
Over the Bridge 10K and 5K
Sep 16, 2023
Buchanan, NY
Buchanan Day 5K
Sep 16, 2023
Sat | Sun | Mon | Tue | Wed | Thu | Fri | Multiple |
1. Haddam Neck Fair 5K
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Sep 1, 2024Sunday
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5K run
More Information
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East Hampton, CT
38 miles point to pointMiddlesex County, CT
2. New Haven Road Race
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Sep 2, 2024Monday
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13.1M, 20K, 5K run | 13.1M relay | kids run
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New Haven, CT
9 miles point to pointNew Haven County, CT
3. Sao Paio 5K Road Race
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Past DateSep 2, 2023Saturday
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5K run
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Naugatuck, CT
18 miles point to pointNew Haven County, CT
4. Westport Road Runners Summer Series
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Past DateSep 2, 2023Saturday
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10M run
More Information
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Westport, CT
15 miles point to pointFairfield County, CT
5. Lauren Bardino Memorial 5K
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Past DateSep 3, 2023Sunday
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5K run
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Winchester, CT
49 miles point to pointLitchfield County, CT
6. Nicholas Pedone 5K
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Past DateSep 3, 2023Sunday
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5K run
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Glen Cove, NY
40 miles point to pointNassau County, NY
7. Roaring Brook Lake 5K
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Past DateSep 3, 2023Sunday
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5K run
More Information
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Putnam Valley, NY
44 miles point to pointPutnam County, NY
8. Woodbury Baseball & Softball 5K
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CancelledSep 3, 2023Sunday
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5K run | 5K trail run
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Woodbury, CT
24 miles point to pointLitchfield County, CT
9. Great Bonac Foot Races
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Past DateSep 4, 2023Monday
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10K, 5K run
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East Hampton, NY
49 miles point to pointSuffolk County, NY
10. Katonah Road Races
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Sep 7, 2024Saturday
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5K, 1M run
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Katonah, NY
34 miles point to pointWestchester County, NY
11. Roxbury Road Race Series
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Sep 7, 2024Saturday
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8.7M run
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Roxbury, CT
27 miles point to pointLitchfield County, CT
12. Macedonia Trail Race
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Sep 8, 2024Sunday
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50K, 25K, 12K trail run
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Kent, CT
41 miles point to pointLitchfield County, CT
13. Where the Pavement Ends
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Sep 8, 2024Sunday
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4.3M trail run
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Ridgefield, CT
24 miles point to pointFairfield County, CT
14. 5K Walk/Run for Good
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Past DateSep 9, 2023Saturday
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5K run
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Stamford, CT
28 miles point to pointFairfield County, CT
15. Barbara Bartell Runday
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Past DateSep 9, 2023Saturday
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5K run
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Hicksville, NY
40 miles point to pointNassau County, NY
16. Half-Way to St. Patrick's Day 5K and Little Leprechauns Fun Run
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Past DateSep 9, 2023Saturday
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5K run | kids run
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Babylon, NY
39 miles point to pointSuffolk County, NY
17. Heart of an Eagle 5K
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Past DateSep 9, 2023Saturday
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5K run
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East Islip, NY
35 miles point to pointSuffolk County, NY
18. Run For Heroes
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Past DateSep 9, 2023Saturday
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5K run
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Baldwin, NY
48 miles point to pointNassau County, NY
19. 5K or not... Remembering Mike!
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Past DateSep 10, 2023Sunday
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5K trail run
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Glastonbury, CT
39 miles point to pointHartford County, CT
20. 5K Run for Love
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Past DateSep 10, 2023Sunday
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5K, 1M run | kids run
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Armonk, NY
36 miles point to pointWestchester County, NY
For the love of all that Is good And moisture wicking...
Though we Try To be accurate And On top Of things... Race details can change When we aren't lookin. And once in a while we simply make a mistake.
ALWAYS visit the race's website for the most complete and accurate race information.
ALWAYS visit the race's website for the most complete and accurate race information.