September Classic Races within 50 miles of Roxbury, CT
Warren, CT
Angevine Farm Trail Festival
Sep 22, 2024
East Hampton, CT
Haddam Neck Fair 5K
Sep 3, 2023
Newburgh, NY
Cupcake 5K
Sep 17, 2023
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
Northport, NY
Great Cow Harbor 10K Run
Sep 21, 2024
West Hartford, CT
5k Run for Nancy's Kids
Sep 30, 2023
Montgomery, NY
Orange Peel to Pavement 5K
Sep 14, 2024
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
High Falls, NY
Pfalz Point Trail Challenge
Sep 22, 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 30, 2023
Darien, CT
Darien Road Race
Sep 15, 2024
Meriden, CT
Arc Run
Sep 30, 2023
South Nyack, NY
South Nyack 10 Miler
Sep 10, 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
Beacon, NY
I Run Beacon 5K
Sep 24, 2023
Kingston, NY
Bike for Cancer Care 5K Run/Walk
Sep 22, 2024
Poughkeepsie, NY
Dutchess County Classic
Sep 15, 2024
Sep 14, 2024
Windsor, CT
Union Street Tavern Trot
Sep 17, 2023
Smithtown, NY
America's VetDogs Long Island 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
Rosendale, NY
Shawangunk Ridge Trail Run
Sep 14, 2024
Sep 13, 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 9, 2023
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
Cornwall-on-Hudson, NY
Cheryl Walk or Run 5K
Sep 17, 2023
Naugatuck, CT
Sao Paio 5K Road Race
Sep 2, 2023
Peekskill, NY
Mug Mile
Sep 17, 2023
Armonk, NY
5K Run for Love
Sep 10, 2023
Suffield, CT
Suffield Parks and Recreation Road Race
Sep 7, 2024
Woodbridge, CT
Murray Lender 5K Bagel Run
Sep 15, 2024
Gardiner, NY
Gardiner Dump Run
Sep 22, 2024
Woodbury, CT
Woodbury Baseball & Softball 5K
Sep 3, 2023
Eastchester, NY
Eastchester 5K
Sep 24, 2023
Stony Point, NY
Suffer'n Bear Ultra
Sep 28, 2024
Walden, NY
Run For Research 6K
Sep 30, 2023
Putnam Valley, NY
Roaring Brook Lake 5K
Sep 3, 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
Tivoli, NY
Tivoli I Love it 5K Run for Kids
Sep 9, 2023
Weatogue, CT
Run Back to School 5K and Fun Run
Sep 24, 2023
Buchanan, NY
Buchanan Day 5K
Sep 16, 2023
Sat | Sun | Mon | Tue | Wed | Thu | Fri | Multiple |
1. 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
26 miles point to pointNew Haven County, CT
2. 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
15 miles point to pointNew Haven County, CT
3. 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
30 miles point to pointFairfield County, CT
4. Haddam Neck Fair 5K
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Past DateSep 3, 2023Sunday
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5K run
More Information
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East Hampton, CT
43 miles point to pointMiddlesex 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
28 miles point to pointLitchfield County, CT
6. 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
34 miles point to pointPutnam County, NY
7. 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
5 miles point to pointLitchfield County, CT
8. 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
37 miles point to pointBerkshire County, MA
9. 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
Litchfield County, CT
10. 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
44 miles point to pointHartford County, CT
11. Macedonia Trail Race
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Sep 8, 2024Sunday
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50K, 25K, 12K trail run
More Information
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Kent, CT
15 miles point to pointLitchfield County, CT
12. 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
22 miles point to pointFairfield County, CT
13. 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
37 miles point to pointFairfield County, CT
14. Katonah Road Races
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Past DateSep 9, 2023Saturday
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5K, 1M run
More Information
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Katonah, NY
29 miles point to pointWestchester County, NY
15. Tivoli I Love it 5K Run for Kids
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Past DateSep 9, 2023Saturday
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5K run
More Information
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Tivoli, NY
47 miles point to pointDutchess County, NY
16. 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
39 miles point to pointHartford County, CT
17. 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
37 miles point to pointWestchester County, NY
18. 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
33 miles point to pointWestchester County, NY
19. South Nyack 10 Miler
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Past DateSep 10, 2023Sunday
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10M run | kids run
Virtual OptionMore Information
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South Nyack, NY
46 miles point to pointRockland County, NY
20. South Windsor 5 Mile Road Race
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Past DateSep 10, 2023Sunday
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5M run
More Information
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South Windsor, CT
44 miles point to pointHartford County, CT
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.