September Classic Races within 50 miles of Cheshire, CT
Somers, CT
Somers Great Escape 5K
Sep 14, 2024
Warren, CT
Angevine Farm Trail Festival
Sep 22, 2024
East Hampton, CT
Haddam Neck Fair 5K
Sep 1, 2024
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
Northport, NY
Great Cow Harbor 10K Run
Sep 21, 2024
Riverhead, NY
RUN4LIFE Long Island
Sep 28, 2024
Columbia, CT
Columbia Parks & Rec 5K
Sep 16, 2023
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
Middletown, CT
Dash for Life 5K
Sep 30, 2023
Laps for Life
Sep 30, 2023
Newtown, CT
Run4Hunger and Health
Sep 14, 2024
Darien, CT
Darien Road Race
Sep 15, 2024
Longmeadow, MA
Storrs Syrup Stroll
Sep 9, 2023
Meriden, CT
Arc Run
Sep 30, 2023
Groton, CT
Groton City Brew Run
Sep 7, 2024
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
New London, CT
James A Greenleaf Memorial 5K River Run
Sep 9, 2023
Deep River, CT
Run to the River 5K
Sep 16, 2023
Springfield, MA
Colby's Path to the Cure
Sep 16, 2023
Enfield, CT
Outrun Addiction 5K
Sep 21, 2024
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
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
Colebrook, CT
Hogsback Half Marathon
Sep 28, 2024
Rocky Hill, CT
Henkel/WFSB Fun Run
Sep 28, 2023
Winsted, CT
Highland Lake 5K
Sep 15, 2024
Naugatuck, CT
Sao Paio 5K Road Race
Sep 2, 2023
Westhampton Beach, NY
Live Like Vin 5K
Sep 28, 2024
Armonk, NY
5K Run for Love
Sep 10, 2023
Suffield, CT
Suffield Parks and Recreation Road Race
Sep 7, 2024
East Longmeadow, MA
Spartan Sprint
Sep 24, 2023
Woodbridge, CT
Murray Lender 5K Bagel Run
Sep 15, 2024
Woodbury, CT
Woodbury Baseball & Softball 5K
Sep 3, 2023
Lisbon, CT
Lisbon Fall Festival Road Race
Sep 22, 2024
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
Mount Washington, MA
Camp Race2Adventure
Sep 6, 2024
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
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City Location
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
22 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
More Information
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New Haven, CT
13 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
More Information
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Naugatuck, CT
8 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
34 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
More Information
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Winchester, CT
32 miles point to pointLitchfield County, CT
6. Woodbury Baseball & Softball 5K
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CancelledSep 3, 2023Sunday
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5K run | 5K trail run
More Information
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Woodbury, CT
17 miles point to pointLitchfield County, CT
7. Camp Race2Adventure
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Sep 6, 2024Friday
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10K, 5K trail run
More Information
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Mount Washington, MA
50 miles point to pointBerkshire County, MA
8. Groton City Brew Run
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Sep 7, 2024Saturday
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5K run
More Information
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Groton, CT
45 miles point to pointNew London County, CT
9. Katonah Road Races
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Sep 7, 2024Saturday
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5K, 1M run
More Information
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Katonah, NY
45 miles point to pointWestchester County, NY
10. Roxbury Road Race Series
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Sep 7, 2024Saturday
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8.7M run
More Information
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Roxbury, CT
22 miles point to pointLitchfield County, CT
11. Suffield Parks and Recreation Road Race
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Sep 7, 2024Saturday
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10K, 5K run | kids run
More Information
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Suffield, CT
36 miles point to pointHartford 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
34 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
More Information
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Ridgefield, CT
35 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
More Information
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Stamford, CT
45 miles point to pointFairfield County, CT
15. James A Greenleaf Memorial 5K River Run
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Past DateSep 9, 2023Saturday
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5K run
More Information
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New London, CT
43 miles point to pointNew London County, CT
16. Storrs Syrup Stroll
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Past DateSep 9, 2023Saturday
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5K run | kids run
More Information
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Longmeadow, MA
42 miles point to pointHampden County, MA
17. 5K or not... Remembering Mike!
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Past DateSep 10, 2023Sunday
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5K trail run
More Information
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Glastonbury, CT
20 miles point to pointHartford County, CT
18. 5K Run for Love
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Past DateSep 10, 2023Sunday
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5K, 1M run | kids run
More Information
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Armonk, NY
50 miles point to pointWestchester County, NY
19. Kisco 5K
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Past DateSep 10, 2023Sunday
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5K run | kids run
More Information
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Mount Kisco, NY
48 miles point to pointWestchester County, NY
20. Mashashimuet Park Friends and Family 5K
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Past DateSep 10, 2023Sunday
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5K run
More Information
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Sag Harbor, NY
47 miles point to pointSuffolk 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.