Wander Luxe Lodgings
Riding the Ballhooter lift up Cheat Mountain

Skiing and riding · Winter

Cupp Run Challenge

Feb 1, 2027

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.

Next dates

Feb 1, 2027

85 days away · Check in Jan 31, check out Feb 2

5 of 7 homes with nights open for those dates, live from our calendars

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. 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. 2

    Rentals and lessons

    Reserve lessons and rentals ahead on a holiday weekend rather than walking up.

    First-timers guide
  3. 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. 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.

  1. 2027

    Feb 1

    Stay for it
  2. 2026

    Feb 2

    past
  3. 2025

    Feb 3

    past
  4. 2024

    Feb 5

    past

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.

See all seven homes
  1. 305 Soaring Eagle, Ski-in / ski-out, sleeps 10First pickBooked

    305 Soaring Eagle

    South Mountain · 3 bed · 2 bath

    4.95

    Our first pick: ski-in / ski-out, gear stays in the locker room, sleeps 10.

  2. 1208 Silver Creek, Ski-in / ski-out, sleeps 602Open for these nights

    1208 Silver Creek

    Silver Creek · 2 bed · 2 bath

    4.91

    Runner-up: ski-in / ski-out, gear stays in the locker room, ski-in/out to night skiing, sleeps 6.

  3. Timbers 5, Walk to the slopes, sleeps 1203Open for these nights

    Timbers 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.