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The OSC Winter Retreat 2026


  • Gunstock Mountain Resort 719 Cherry Valley Road Gilford, NH, 03249 United States (map)
Founder's Circle
Sale Price: $649.00 Original Price: $700.00
All-In Mountain Retreat
Sale Price: $549.00 Original Price: $600.00
All-In Ski Retreat + Rentals
Sale Price: $599.00 Original Price: $675.00
Retreat Stay Pass
Sale Price: $349.00 Original Price: $400.00

A weekend of Snow Sports, Fun, and Connection.

Join us for a winter retreat at Gunstock — a full weekend of skiing, connection, late-night convos, mountain views, and the kind of community that only forms when you share a house and chase snow together.

BE SURE YOU SELECT THE CORRECT PACKAGE. CLICK PACKAGE OPTION FOR FULL DESCRIPTION AND RELEVANT ADD-ONS

Friday arrival and house vibes.
All-day Saturday laps.
Run it back Sunday before heading home.

Simply choose the package that fits your weekend — whether that’s lodging only, lift tickets included, or the full premium experience. Your registration is complete once you check out with your selected package.

If you don’t see an option that fits your needs, reach out to us at weoutside.social@gmail.com, and we’ll work with you to find a solution.

Whether you’re carving blues, learning your first turns, or just pulling up for the energy, this weekend is for people who believe the outdoors should feel like home.

What to Expect:

  • Saturday + Sunday lift tickets (depending on package selected)

  • Optional rentals + beginner lessons

  • Shared Airbnb retreat experience (Friday–Sunday or Thursday–Sunday for Founders)

  • Après-ski hangs, music, games, and late-night talks

  • Community meals + connection time

  • Photo + video coverage so you can relive it later

  • Optional carpool coordination from Boston

Packages

Founders Circle
Three nights (Thursday–Sunday) with lift tickets for Friday, Saturday, and Sunday. Includes priority room selection and the full premium retreat experience. Limited to five spots.

All-In Mountain Retreat
Two nights (Friday–Sunday) with Saturday and Sunday lift tickets included. The core weekend experience with lodging and skiing handled.

All-In + Gear
Two nights with Saturday and Sunday lift tickets plus rentals included. A zero-stress option—just show up and ride.

Retreat Stay Pass
Two nights lodging (Friday–Sunday) with a bonus 2-hour tubing ticket. Lift tickets not included.

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February 20

BIPOC Ice Climbing Clinic w/ Jordan Revis

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March 26

MetroRock Everett BIPOC Climbing Night!