Roxbury Fall Classic
Nov 14Roxbury, CT50K, Marathon +1
Also 50K, 23 mi from Sleeping Giant Trail Runs, registration open
Listed from UltraSignup. Checked Oct 18, 2026.
2 aid stations are already loaded. Add cutoffs, pacing and the timeline your crew follows. Crew invites and race-day updates come with a Race Pass.
Build my planThe Sleeping Giant Trail Runs will be one of the toughest, gnarliest races in the Northeast! Considered one of the more iconic parks and popular trail running/hiking spots in Connecticut for outdoor enthusiasts, it offers every kind of trail imaginable.
Early Registration ends
Oct 31, 2025
November 1 - January 31 ends
Jan 31, 2026
Race day
Apr 4, 2027
50K
February 1 - Race Day
$95
25K
February 1 - Race Day
$90
Registration openings and major changes, like a new date or a cancellation.
| Station | Distance | Crew | Drop bags | Cutoff | Supplies |
|---|---|---|---|---|---|
Chestnut Trailhead (Mile 8) Located at the Chestnut Trailhead on the Yellow Trail at the southern end of the park. Accessed twice per loop: at mile 8 and again at mile 12. | 8.00 miles | -- | waterHyle Hydration electrolyte drinkpotato chipspretzels+1 | ||
Chestnut Trailhead (Mile 12) Second pass through the Chestnut Trailhead aid station on the return through the center of the park. | 12.00 miles | -- | waterHyle Hydration electrolyte drinkpotato chipspretzels+1 |
Can't race, or need an entry? Post it here so nobody has to ask if it's still available.
Nov 14Roxbury, CT50K, Marathon +1
Also 50K, 23 mi from Sleeping Giant Trail Runs, registration open
Dec 6Brooklyn, NY50 mi, 50K
Also 50K, 76 mi from Sleeping Giant Trail Runs, registration open
Straight-line distance
Nov 14Roxbury, CT50K, Marathon +1
Apr 17, 2027Bloomfield, CT50K, 17K
Apr 25, 2027Kent, CT100K, 50 mi +1
Dec 5Hamden, CT8 hr, 4 hr
Nov 22Hamden, CT10K, 5K
Dec 27Hamden, CT8 hr
May 22, 2027Berlin, CTBackyard Ultra
Mar 20, 2027Stratford, CT6 hr
Jun 24, 2027Stratford, CT3 days
Dec 19Stratford, CT5K
Nov 21Stratford, CTHalf Marathon
May 15, 2027Stratford, CT9 hr
Apr 24, 2027Fairfield, CT4 hr, 10K +1
Nov 1Brookfield, CT8 hr, 4 hr +1
Apr 3, 2027Lenoxville, PABackyard Ultra
Apr 17, 2027East Islip, NY50K, 25K
Apr 17, 2027Hingham, MABackyard Ultra, 8 hr +1
Build your aid station plan, organize your crew, and dial in your nutrition strategy. Everything you need to finish strong.
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