October Trail Runs within 300 miles of Canterbury, NH on Weekends
Titusville, NJ
Trails4Tails Fest
Oct 19, 2024
Hauppauge, NY
Great Pumpkin Dash Trail 5K
Oct 14, 2023
Stratford, CT
Forbidden Forest 30 Hour Ultra Trail Run
Oct 5, 2024
Hamden, CT
Rail Trail 10K
Oct 5, 2024
Middleboro, MA
Samuel Fuller School Trail Race
Oct 7, 2023
Douglas, MA
Midstate Massive Ultra Trail
Oct 12, 2024
Fayetteville, NY
Halloween Run
Oct 27, 2024
Staten Island, NY
Fall Flat 5K Trail Race
Oct 28, 2023
Collegeville, PA
Evansburg Challenge
Oct 13, 2024
Harvard, MA
Run for the Hills 5K Trail Race
Oct 27, 2024
Voorheesville, NY
Hairy Gorilla Half Marathon and Squirrelly Six Mile
Oct 27, 2024
Edgartown, MA
Sheriff's Meadow Foundation Trail Run
Oct 15, 2023
Waltham, MA
Western Greenway 5K
Oct 29, 2023
Riverhead, NY
Race for the Greenway 5K Trail Run
Oct 29, 2023
Lebanon, NH
Downriver Rail Run
Oct 12, 2024
Rocky Point, NY
Tesla Hertz Run
Oct 12, 2024
Attleboro, MA
Nick's 5K Run
Oct 6, 2024
Guilford, CT
Bimblers Bluff 50K
Oct 22, 2023
Framingham, MA
GFRC Busa Bushwhack Trail Race
Oct 27, 2024
Farmington, CT
Farmington Valley Pumpkin Run
Oct 5, 2024
Amherst, NH
Joe English Twilight Challenge
Oct 19, 2024
Groton, MA
Groton Town Forest Trail Races
Oct 13, 2024
Monroe, MA
Monroe Dunbar Brook Trail Races
Oct 8, 2023
Kennebunkport, ME
Kennebunkport Conservation Trust Trail Fest
Oct 6, 2024
Milton, MA
Houghton's Pond Trail Races
Oct 6, 2024
Allentown, PA
Lenni Lappi 12HR Ultra
Oct 26, 2024
Wayland, MA
Wayland XC Festival
Oct 8, 2023
Cumberland, RI
Survival of the F.I.T.test 24 Hour Trail Ultra
Oct 21, 2023
F.I.T. TrailFecta
Oct 22, 2023
Nov 23, 2023
Dec 10, 2023
Putnam, CT
Tackle the Trail
Oct 19, 2024
Danvers, MA
Essex North Shore Homecoming 5K
Oct 14, 2023
North Conway, NH
Cranmore Mountain Race
Oct 19, 2024
Keene, NH
Fall Foliage Trail Races
Oct 6, 2024
Flemington, NJ
Dan the Man Run for Recovery 5K
Oct 21, 2023
New Gloucester, ME
Ben Bernier Memorial Run, Walk and Toss
Oct 8, 2023
Milton, VT
GMAA The Hills Are Alive XC 5K
Oct 27, 2024
Waterville Valley, NH
Fall Foliage Foot Race
Oct 8, 2023
Waterville, ME
Quarry Road Trailfest
Oct 28, 2023
Oak Ridge, NJ
Hot Chili Challenge
Oct 20, 2024
Howell, NJ
Scary Rat Race
Oct 19, 2024
Martinsville, NJ
Chimney Rock Trail Race Series 10K & 5K
Oct 14, 2023
Southwick, MA
WRBC Fall Fest 5K and Beer Mile
Oct 19, 2024
Phippsburg, ME
Ocean Commotion 5K
Oct 19, 2024
Biddeford, ME
Eastern Trail parkrun Biddeford
Jun 7, 2025
Jun 15, 2024
Jun 22, 2024
Jun 29, 2024
48 more
Katonah, NY
Run the Farm
Oct 27, 2024
Nottingham, NH
Vulcan's Fury Trail Race
Oct 6, 2024
North Grafton, MA
Scaredy Cat K95K
Oct 27, 2024
Pulaski, NY
Nature Run for Cancer
Oct 29, 2023
Ashford, CT
NipMuck Trail Marathon
Oct 6, 2024
Madbury, NH
Trot in the Trees 5K Trail Race
Oct 15, 2023
Malta, NY
Malta 2K, 3K, 5K Trail Race
Oct 20, 2024
Garrison, NY
Castle to River Run
Oct 20, 2024
Stanhope, NJ
TPK Chasing Rabbits
Oct 26, 2024
Wyoming, PA
WVS Fall Trail Run 5.5 Mile
Oct 27, 2024
Wolcott, CT
Wolcott Lions Dam Trail Race
Oct 12, 2024
Pleasant Valley, NY
Billy Goat Trail Run
Oct 22, 2023
Cornwall, CT
IronHike Endurance Series - Mohawk Mountain
Oct 5, 2024
Mohawk Mountain Race
Oct 13, 2024
Lake Ariel, PA
Lacawac Lake to Lake 8K Trail Run
Oct 20, 2024
Carrabassett Valley, ME
Sugarloaf Uphill Climb
Oct 13, 2024
Flourtown, PA
Scouts Bsa Troop 541/542 - Fall Trail Run
Oct 21, 2023
Windham, CT
Tackle the Trail
Oct 19, 2024
Upper Black Eddy, PA
Muleskinner
Oct 19, 2024
Holden, ME
Fall Foliage 5K Trail Run
Oct 7, 2023
Mount Washington, MA
Operation EVERETT
Oct 5, 2024
Operation TRIAD
Oct 5, 2024
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| Sat | Sun | Mon | Tue | Wed | Thu | Fri | Multiple |
City Location
1. Operation TRIAD
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Oct 5, 2024Saturday
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18M trail run
More Information
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Mount Washington, MA
132 miles point to pointBerkshire County, MA
2. Operation EVERETT
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Oct 5, 2024Saturday
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9.5M trail run
More Information
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Mount Washington, MA
132 miles point to pointBerkshire County, MA
3. Amy's Adventure Race for the Lake
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Oct 5, 2024Saturday
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9M, 4.5M trail run
More Information
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Bolton, NY
112 miles point to pointWarren County, NY
4. Cutler Park parkrun
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Oct 5, 2024Saturday
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5K trail run
More Information
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Needham, MA
75 miles point to pointNorfolk County, MA
5. Eastern Trail parkrun Biddeford
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Oct 5, 2024Saturday
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5K trail run
More Information
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Biddeford, ME
60 miles point to pointYork County, ME
6. Farmington Valley Pumpkin Run
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Oct 5, 2024Saturday
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5K trail run | 5K relay | kids run
Virtual OptionMore Information
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Farmington, CT
128 miles point to pointHartford County, CT
7. Flutie 5K at Pine Tree Camp
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Oct 5, 2024Saturday
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5K trail run
More Information
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Rome, ME
123 miles point to pointKennebec County, ME
8. 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
170 miles point to pointFairfield County, CT
9. IronHike Endurance Series - Mohawk Mountain
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Oct 5, 2024Saturday
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152M, 61M, 43M, 15M trail run
More Information
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Cornwall, CT
139 miles point to pointLitchfield County, CT
10. 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
152 miles point to pointNew Haven County, CT
11. 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
136 miles point to pointWashington County, RI
12. Fall Foliage Trail Races
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Oct 6, 2024Sunday
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10K, 5K trail run
More Information
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Keene, NH
47 miles point to pointCheshire County, NH
13. Houghton's Pond Trail Races
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Oct 6, 2024Sunday
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7M, 3.7M trail run
More Information
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Milton, MA
80 miles point to pointNorfolk County, MA
14. Kennebunkport Conservation Trust Trail Fest
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Oct 6, 2024Sunday
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10K, 5K trail run
More Information
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Kennebunkport, ME
58 miles point to pointYork County, ME
15. Nick's 5K Run
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Oct 6, 2024Sunday
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5K trail run
Virtual OptionMore Information
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Attleboro, MA
98 miles point to pointBristol County, MA
16. 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
105 miles point to pointWindham County, CT
17. Norfolk Land Trust Trail Race Series - Haystack Mountain Challenge
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Oct 6, 2024Sunday
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13.1M, 10K, 5K trail run
More Information
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Norfolk, CT
127 miles point to pointLitchfield County, CT
18. Vulcan's Fury Trail Race
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Oct 6, 2024Sunday
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13.3M, 5M trail run
More Information
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Nottingham, NH
29 miles point to pointRockingham County, NH
19. Fall Foliage 5K Trail Run
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Past DateOct 7, 2023Saturday
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5K trail run
More Information
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Holden, ME
182 miles point to pointPenobscot County, ME
20. Samuel Fuller School Trail Race
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Past DateOct 7, 2023Saturday
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10K, 5K, 1M trail run
More Information
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Middleboro, MA
106 miles point to pointPlymouth County, MA
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.