October Races within 50 miles of Chester, CT
Wethersfield, CT
Mikey's Place 5K
Oct 15, 2023
East Hampton, CT
Benny's Run
Oct 7, 2023
Bristol, CT
Mum-A-Thon Road Race
Oct 22, 2023
Stony Brook, NY
Stony Brook Rotary Bench Octoberfest 5K
Oct 15, 2023
SBFD Engine Co Monster Dash
Oct 28, 2023
Chaplin, CT
Quiet Corner Challenge
Oct 29, 2023
Rocky Point, NY
Tesla Hertz Run
Oct 12, 2024
Portland, CT
Come on Over 5K
Oct 21, 2023
Wallingford, CT
Fishbein/YMCA Road Race
Oct 6, 2024
Marlborough, CT
Masquerade 5K
Oct 29, 2023
Guilford, CT
Bimblers Bluff 50K
Oct 22, 2023
West Hartford, CT
Go Park Road Mile
Oct 7, 2023
Trumbull, CT
Great Pumpkin Classic
Oct 20, 2024
Fairfield, CT
Jennings Jaguars 5K
Oct 22, 2023
Charlestown, RI
Rhode Island Trail Classic
Oct 19, 2024
Farmington, CT
Farmington Valley Pumpkin Run
Oct 22, 2023
Weston, CT
Reservoir Run
Oct 13, 2024
Waterbury, CT
Race for Awareness
Oct 21, 2023
Longmeadow, MA
Halloween Hustle 5K
Oct 28, 2023
Groton, CT
Seabird Spooktacular
Oct 21, 2023
Bridgeport, CT
East End NRZ Breast Cancer Awareness Walk and Run
Oct 28, 2023
Tunnel To Towers
Oct 19, 2024
Norwich, CT
Easterseals 5K
Oct 21, 2023
Putnam, CT
Tackle the Trail
Oct 19, 2024
Springfield, MA
Christina's House Fall 5K Road Race
Oct 14, 2023
Mentoring Matters 5K
Oct 14, 2023
Rays of Hope 8K
Oct 22, 2023
Tolland, CT
Cider Mill Road Race
Oct 5, 2024
Madison, CT
Run for The Cove
Oct 15, 2023
Shelter Island, NY
Shelter Island Fall 5K
Oct 21, 2023
Southwick, MA
WRBC Fall Fest 5K and Beer Mile
Oct 19, 2024
Morris, CT
Beach to Beach 5K
Oct 1, 2023
Southington, CT
Apple Harvest Road Race
Oct 6, 2024
Seymour, CT
Pounding The Pavement For Pink 5K
Oct 5, 2024
Block Island, RI
Block Island Half Marathon
Oct 13, 2024
East Longmeadow, MA
Fast and Furriest 5K Run
Oct 5, 2024
Foster, RI
Fall Foliage 5K/10K
Oct 19, 2024
Hampton, CT
Quiet Corner Challenge
Oct 29, 2023
Wolcott, CT
Wolcott Lions Dam Trail Race
Oct 12, 2024
Harwinton, CT
Pumpkin Run Harwinton - 5K and Field Day
Oct 14, 2023
Woodbridge, CT
Woodbridge 5K
Oct 5, 2024
Hartland, CT
Hartland Harvest Run
Oct 12, 2024
Brookhaven, NY
Brookhaven Elementary Run for Fun
Oct 21, 2023
Port Jefferson Station, NY
Terryville Fire Department 5K
Oct 19, 2024
Windham, CT
Tackle the Trail
Oct 19, 2024
Collinsville, CT
Collinsville Trick or Trot
Oct 26, 2024
Killingly, CT
5K Color Fun Run
Oct 14, 2023
Orient, NY
ELIH Foundation 5K
Oct 20, 2024
Peconic, NY
Run the Vineyards Pindar Fall
Oct 6, 2024
Ivoryton, CT
Ivoryton Pumpkin Chase
Oct 19, 2024
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Event Category
Click Here to find out what Classic, Multisport, and Variety mean.
To narrow your search by a distance or event type, you will need to select Classic, Multisport, or Variety first.
To narrow your search by a distance or event type, you will need to select Classic, Multisport, or Variety first.
City Location
1. Anthony Bocchimuzzo Memorial Scholarship Fund 5K
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Past DateOct 1, 2023Sunday
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5K run
More Information
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Yaphank, NY
45 miles point to pointSuffolk County, NY
2. Beach to Beach 5K
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Past DateOct 1, 2023Sunday
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5K run
More Information
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Morris, CT
43 miles point to pointLitchfield County, CT
3. Cider Mill Road Race
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Oct 5, 2024Saturday
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5K, 1M run | kids run
More Information
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Tolland, CT
33 miles point to pointTolland County, CT
4. Fast and Furriest 5K Run
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Oct 5, 2024Saturday
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5K run
More Information
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East Longmeadow, MA
46 miles point to pointHampden County, MA
5. Forbidden Forest 30 Hour Ultra Trail Run
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Oct 5, 2024Saturday
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30H trail run
More Information
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Stratford, CT
38 miles point to pointFairfield County, CT
6. Pounding The Pavement For Pink 5K
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Oct 5, 2024Saturday
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5K run | kids run
Virtual OptionMore Information
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Seymour, CT
31 miles point to pointNew Haven County, CT
7. Rail Trail 10K
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Oct 5, 2024Saturday
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10K trail run
More Information
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Hamden, CT
22 miles point to pointNew Haven County, CT
8. Roxbury Road Race Series
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Oct 5, 2024Saturday
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2.4M run
More Information
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Roxbury, CT
45 miles point to pointLitchfield County, CT
9. Run for the Pumpkins Trail Race
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Oct 5, 2024Saturday
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10K, 5K trail run | kids run
More Information
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Westerly, RI
35 miles point to pointWashington County, RI
10. Woodbridge 5K
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Oct 5, 2024Saturday
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5K run
More Information
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Woodbridge, CT
28 miles point to pointNew Haven County, CT
11. Apple Harvest Road Race
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Oct 6, 2024Sunday
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5M, 5K, 1M run | kids run
More Information
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Southington, CT
25 miles point to pointHartford County, CT
12. Fishbein/YMCA Road Race
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Oct 6, 2024Sunday
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5K run | kids run
More Information
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Wallingford, CT
18 miles point to pointNew Haven County, CT
13. Jack O'Keefe Memorial Strides Road Race
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Oct 6, 2024Sunday
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10K, 5K, 1M run
More Information
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Waterford, CT
18 miles point to pointNew London County, CT
14. NipMuck Trail Marathon
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Oct 6, 2024Sunday
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26.4M trail run
More Information
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Ashford, CT
38 miles point to pointWindham County, CT
15. Run the Vineyards Pindar Fall
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Oct 6, 2024Sunday
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8K, 5K run
More Information
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Peconic, NY
25 miles point to pointSuffolk County, NY
16. Benny's Run
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Past DateOct 7, 2023Saturday
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5K run
More Information
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East Hampton, CT
11 miles point to pointMiddlesex County, CT
17. Go Park Road Mile
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Past DateOct 7, 2023Saturday
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1M run
More Information
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West Hartford, CT
28 miles point to pointHartford County, CT
18. Hartland Harvest Run
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Oct 12, 2024Saturday
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5K run
More Information
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Hartland, CT
49 miles point to pointHartford County, CT
19. Roxbury Road Race Series
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Oct 12, 2024Saturday
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3.7M run
More Information
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Roxbury, CT
45 miles point to pointLitchfield County, CT
20. Tesla Hertz Run
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Oct 12, 2024Saturday
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100M, 100K, 50M, 50K, 10M trail run
More Information
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Rocky Point, NY
40 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.