Skiing and riding · Winter
Cupp Run Challenge
dates not announced yet
The OG Snowshoe race. Fifteen hundred feet of gates down Cupp Run in the Western Territory, run on the first Monday in February since the resort's early days. Skiers and riders both, bragging rights and quad burn guaranteed. It sells out every year.
Dates
The first Monday in February
The resort has not announced the next dates. We post them in the Journal the day they land, and the email list hears first.
What to book ahead
In the order they run out. Tickets and passes are sold by the organizer or the resort, never by us, so the links go straight to the source.
- 1
Lift tickets, ideally online
The resort sells them online. Buying ahead saves the ticket window on a holiday or race weekend.
Official page - 2
Rentals and lessons
Reserve lessons and rentals ahead on a holiday weekend rather than walking up.
First-timers guide - 3
Your home
Event weekends are the ones that book out first. Pick the home, set the nights, and book direct.
Check the homes - 4
A look at the mountain report before you leave
Snow, lifts open, and the road. It is on this site, live.
Mountain report
Dates by year
From the resort's published schedules. Years not listed have not been announced; we never guess a date.
2026
pastFeb 2
2025
pastFeb 3
2024
pastFeb 5
Which home for this weekend
The homes that fit Cupp Run Challenge
Ski-in/out first, then the Timbers for a private hot tub after a cold day. Book direct and skip the platform booking fee, about 10% on most stays.
First pick305 Soaring Eagle
South Mountain · 3 bed · 2 bath
4.96
Our first pick: ski-in / ski-out, gear stays in the locker room, sleeps 10.
021208 Silver Creek
Silver Creek · 2 bed · 2 bath
4.92
Runner-up: ski-in / ski-out, gear stays in the locker room, ski-in/out to night skiing, sleeps 6.
03Timbers 5
South Mountain · 4 bed · 3 bath
5.00
Also fits: a two-minute walk to the Soaring Eagle Express and a private hot tub for after, the dog can come, sleeps 12.