Trail Runs within 50 miles of Brookfield, CT
Bear Mountain, NY
Spartan Trail - Bear Mountain Trail Challenge
May 4, 2024
Big Bear SquaTCh North
Apr 5, 2025
East Hampton, CT
Airline Trail Ghost Run
Nov 4, 2023
Bronx, NY
Urban Environmental Challenge 10K
Apr 6, 2024
VCTC Cross Country Summer Series
May 23, 2024
Jun 6, 2024
Jun 20, 2024
Jul 18, 2024
3 more
iBE-FiT 5K Invitational
Jun 1, 2024
Hauppauge, NY
Great Pumpkin Dash Trail 5K
Oct 14, 2023
Stratford, CT
Centurion 24 Hour Ultra Trail Race
Jun 29, 2024
Enchanted Forest Ultra Run
Sep 21, 2024
Forbidden Forest 30 Hour Ultra Trail Run
Oct 5, 2024
Storybook Half Marathon
Nov 23, 2024
Frosty Forest Trail 5K
Dec 14, 2024
Forgotten Forest Ultra Run
May 3, 2025
Hamden, CT
Rail Trail 10K
Oct 5, 2024
Pawling, NY
Pawling Moonlight Trail Run 5K
Jun 21, 2024
New Paltz, NY
Rock The Ridge
May 4, 2024
Kings Park, NY
Tough Cookie Trail Race
Dec 3, 2023
King of The Hill
Mar 2, 2024
New Rochelle, NY
Paine to Pain Trail Half Marathon
Sep 29, 2024
Stamford, CT
Farm and Forest All- Terrain 5K
Apr 21, 2024
Wading River, NY
Brookhaven Trail 15K
Apr 14, 2024
Rocky Point, NY
Tesla Hertz Run
Oct 12, 2024
Danbury, CT
Tarrywile Half Marathon
Nov 17, 2024
Trumbull, CT
Cow Chip Cross Country Run
Nov 25, 2023
Fairfield, CT
Lake Mohegan Trail Race
Apr 27, 2024
Woodbury, NY
Bigfoot Dash
Nov 4, 2023
Macho Trail Run
May 18, 2024
Rob's Trail Run Edition
Dec 1, 2024
Wappingers Falls, NY
Bowdoin Bushwhack
Jun 28, 2023
Farmington, CT
Farmington River Run 5K Trail Race
Sep 24, 2023
Farmington Valley Pumpkin Run
Oct 22, 2023
Reid's Run 5K
Apr 7, 2024
Brookfield, CT
8 Hours at the Farm
Nov 3, 2024
Tenafly, NJ
Lost Brook Trail Race
Apr 7, 2024
Cross River, NY
Raven Rocks Run
Nov 10, 2024
John Jay Community Trail Race
Apr 6, 2025
Leatherman's Loop
Apr 27, 2025
Ridgefield, CT
Where the Pavement Ends
Sep 8, 2024
Yorktown Heights, NY
Mudders and Grunters
Mar 24, 2024
Hebron, CT
Airline Trail Ghost Run
Nov 4, 2023
Glastonbury, CT
5K or not... Remembering Mike!
Sep 10, 2023
Sleepy Hollow, NY
Rockwood Ramble 10K
Jun 1, 2024
Pocantico Hills Races
Nov 9, 2024
Rosendale, NY
Shawangunk Ridge Trail Run
Sep 14, 2024
Sep 13, 2024
Closter, NJ
Interstate 17 Trail Run
Aug 17, 2024
Chester, CT
Cockaponsett Trails to a Cure
Sep 22, 2024
Kent, CT
Macedonia Trail Race
Sep 8, 2024
Colebrook, CT
Norbrook Farm Brewery Trail Festival
Jun 15, 2024
Tuxedo, NY
Sterling Forest Awesomeness - Way Over Yonder Trail Run #4
Jul 15, 2023
Sterling Squatch Half Marathon
Jun 8, 2024
Harriman Big Bear Squatch Half Marathon
Oct 19, 2024
Garrison, NY
Castle to River Run
Oct 20, 2024
Wolcott, CT
Wolcott Lions Dam Trail Race
Oct 12, 2024
Woodbridge, CT
Woodbridge Trail Run
Nov 5, 2023
Somers, NY
Somers Library Foundation 5K Trail Run
Oct 15, 2023
Somers Track & Field Booster Club Thanksgiving Turkey Trot
Nov 23, 2023
Gardiner, NY
Gardiner Dump Run
Sep 22, 2024
Pleasant Valley, NY
Billy Goat Trail Run
Oct 22, 2023
Dobbs Ferry, NY
Conquer the Trail Race Series
Apr 28, 2024
Cornwall, CT
IronHike Endurance Series - Mohawk Mountain
Oct 5, 2024
Jun 1, 2024
Mohawk Mountain Race
Oct 13, 2024
Stony Point, NY
Suffer'n Bear Ultra
Sep 28, 2024
Barkhamsted, CT
People's Forest Trail Run
Aug 3, 2024
Copake, NY
Camphill Village 5K
May 11, 2024
Mount Washington, MA
Camp Race2Adventure
Sep 6, 2024
Operation EVERETT
Oct 5, 2024
Operation TRIAD
Oct 5, 2024
Red Hook, NY
A Run to Remember
May 4, 2024
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| Sat | Sun | Mon | Tue | Wed | Thu | Fri | Multiple |
| No | Race Date | Race | Location | Options |
|---|---|---|---|---|
| 1 |
Past Date
Jun 28, 2023
Wednesday
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Bowdoin Bushwhack
5M trail run
More Information
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Wappingers Falls, NY
28 miles point to point
Dutchess County, NY
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| 2 |
Past Date
Jul 15, 2023
Saturday
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Sterling Forest Awesomeness - Way Over Yonder Trail Run #4
26.2M, 13.1M, 10K trail run
More Information
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Tuxedo, NY
45 miles point to point
Orange County, NY
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| 3 |
Cancelled
Sep 3, 2023
Sunday
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Woodbury Baseball & Softball 5K
5K run | 5K trail run
More Information
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Woodbury, CT
11 miles point to point
Litchfield County, CT
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| 4 |
Past Date
Sep 10, 2023
Sunday
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5K or not... Remembering Mike!
5K trail run
More Information
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Glastonbury, CT
45 miles point to point
Hartford County, CT
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| 5 |
Past Date
Sep 23, 2023
Saturday
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Chasing Ciara's Light 5K/12K Trail Race
12K, 5K trail run | kids run
More Information
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Monroe, CT
15 miles point to point
Fairfield County, CT
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| 6 |
Past Date
Sep 24, 2023
Sunday
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Farmington River Run 5K Trail Race
5K trail run
More Information
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Farmington, CT
37 miles point to point
Hartford County, CT
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| 7 |
Past Date
Oct 14, 2023
Saturday
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Great Pumpkin Dash Trail 5K
5K trail run
More Information
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Hauppauge, NY
47 miles point to point
Suffolk County, NY
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| 8 |
Past Date
Oct 15, 2023
Sunday
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Somers Library Foundation 5K Trail Run
1M run | 5K trail run
More Information
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Somers, NY
18 miles point to point
Westchester County, NY
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| 9 |
Past Date
Oct 22, 2023
Sunday
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Billy Goat Trail Run
5K trail run | kids run
More Information
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Pleasant Valley, NY
28 miles point to point
Dutchess County, NY
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| 10 |
Past Date
Oct 22, 2023
Sunday
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Bimblers Bluff 50K
50K trail run
More Information
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Guilford, CT
41 miles point to point
New Haven County, CT
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| 11 |
Past Date
Oct 22, 2023
Sunday
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Farmington Valley Pumpkin Run
5K trail run | 5K relay | kids run
Virtual Option
More Information
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Farmington, CT
37 miles point to point
Hartford County, CT
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| 12 |
Past Date
Nov 4, 2023
Saturday
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Airline Trail Ghost Run
13.1M trail run
More Information
|
start
Hebron, CT
57 miles point to point
finish
East Hampton, CT
49 miles point to point
Middlesex County, CT
Tolland County, CT
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| 13 |
Past Date
Nov 4, 2023
Saturday
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Beacon Bonfireball 10K
10K trail run
More Information
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Beacon, NY
30 miles point to point
Dutchess County, NY
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| 14 |
Past Date
Nov 4, 2023
Saturday
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Bigfoot Dash
5M trail run
More Information
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Woodbury, NY
45 miles point to point
Nassau County, NY
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| 15 |
Past Date
Nov 5, 2023
Sunday
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Woodbridge Trail Run
4M trail run
More Information
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Woodbridge, CT
23 miles point to point
New Haven County, CT
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| 16 |
Past Date
Nov 18, 2023
Saturday
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RAD RAMAPO - Way Over Yonder Trail Run Series
13.1M, 10K, 5K trail run
More Information
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Mahwah, NJ
47 miles point to point
Bergen County, NJ
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| 17 |
Past Date
Nov 23, 2023
Thursday
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Somers Track & Field Booster Club Thanksgiving Turkey Trot
5K, 1M trail run
More Information
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Somers, NY
18 miles point to point
Westchester County, NY
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| 18 |
Past Date
Nov 25, 2023
Saturday
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Cow Chip Cross Country Run
3M trail run | kids run
More Information
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Trumbull, CT
20 miles point to point
Fairfield County, CT
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| 19 |
Past Date
Nov 26, 2023
Sunday
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Obstacle Wonderland One S'more Fun Trail Race
15K, 10K, 5K trail run | kids run
More Information
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Wallkill, NY
41 miles point to point
Ulster County, NY
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| 20 |
Past Date
Dec 3, 2023
Sunday
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Tough Cookie Trail Race
8K trail run
More Information
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Kings Park, NY
42 miles point to point
Suffolk County, NY
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City Location
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.