Tarrywile Half Marathon
Nov 15Danbury, CTMarathon, Half Marathon +1
Also a half marathon, 37 mi from Paine to Pain Trail Half Marathon, registration open
Half MarathonRegistration open
Paine to Pain Trail Half Marathon
New Rochelle, New York1,300 spots
- Entry
- $80
- Aid stations
- 3
- Days to go
- 5
At a glance
- Date
- Oct 11, 2026
- Location
- New Rochelle, New York
- Distances
- Half Marathon
- Aid stations
- 3
- Registration
- Registration open until Oct 6, 2026, via runsignup.com
- Official site
- painetopain.com
- Listed from
- RunSignUp
- Last checked
- Oct 6, 2026
Plan this race for free
3 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 planAbout this race
The premier trail half marathon this side of the Mississippi!
(This is true. Read the reviews.)
Key dates
Registration opens
Oct 16, 2025
Tier 1 ends
Oct 19, 2025
Tier 2 ends
May 31, 2026
Tier 3 ends
Aug 31, 2026
Registration closes
Oct 6, 2026
Tier 4 ends
Oct 6, 2026
Race day
Oct 11, 2026
Pricing
Current price
$80
Tier 4
Ends
Oct 6, 2026
Price progression
Tier 1
$45Oct 16, 2025
Tier 2
$60Apr 22, 2026
Tier 3
$65Jun 1, 2026
Tier 4
$80Sep 1, 2026
Email me updates about Paine to Pain Trail Half Marathon
Registration openings and major changes, like a new date or a cancellation.
Aid stations
3| Station | Distance | Crew | Drop bags | Cutoff | Supplies |
|---|---|---|---|---|---|
First water/aid stop Located at the top of the Rockridge Road–Deerfield Lane hill near the entrance to Saxon Woods. | 4.00 miles | -- | water | ||
Saxon Woods golf club house The second water/aid stop is by the golf club house on Mamaroneck Road. | -- | -- | water | ||
Twin Lakes stables The third water stop is near the Twin Lakes stables, near the mile 11-ish mark. Girl Scout volunteers might have a cookie for runners. | -- | -- | watercookies |
Entry transfers
Can't race, or need an entry? Post it here so nobody has to ask if it's still available.
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Race planning
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