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Welcome to the Ski Club!
Whether you're a seasoned skier, an experienced snowboarder, or just getting started, the Pinkerton Academy Ski Club is a great way to enjoy the mountains with fellow students.
From Friday night skiing at Gunstock to weekend trips at some of New England's premier ski resorts, we offer a variety of opportunities to get out on the slopes throughout the winter.
Explore Our Trips About Ski ClubSki Club Announcements
2026–2027 Ski Season
Registration information for our 2026–2027 ski and snowboard trips is being released throughout the season.
Visit the trip offerings below to see which registrations are open and which trips are coming soon.
2026–2027 Trip Offerings
Explore our ski and snowboard trips for the 2026–2027 season. Registration availability varies by destination.
Registration Open
Registration Open
Gunstock Outreach Program
Four Friday trips to Gunstock Mountain Resort in Gilford, New Hampshire. The program includes discounted season pass options, equipment rentals, optional lessons, and transportation from Pinkerton.
- Four Friday ski/snowboard trips
- Discounted Gunstock season passes
- Free rentals and optional lessons
- Limited to 150 students
Trip Full / Waitlist Open
The following trip has reached its maximum enrollment. Students who are still interested in participating may join the waitlist. If a spot becomes available, families will be contacted with additional information.
Trip Full - Waitlist Open
Gunstock Outreach Program
Four Friday trips to Gunstock Mountain Resort in Gilford, New Hampshire. The program includes discounted season pass options, equipment rentals, optional lessons, and transportation from Pinkerton.
- Four Friday ski/snowboard trips
- Discounted Gunstock season passes
- Free rentals and optional lessons
- Limited to 150 students
Upcoming Trips
We're planning additional trips for the 2026–2027 ski season! Registration for these trips has not opened yet.
Coming Soon
Jay Peak Weekend 2027
Spend a weekend skiing or snowboarding at Jay Peak Resort in Vermont! This trip includes two nights of lodging, two days on the mountain, transportation, and select meals.
- Two days of skiing/snowboarding at Jay Peak
- Two nights at the Stateside Hotel
- Trip cost: $525
- Limited to 42 students
Registration Coming Soon
Coming Soon
Sunday River Trip 2027
Join the Pinkerton Academy Ski Club for an upcoming trip to Sunday River Resort in Newry, Maine! Additional details about the trip, including dates, pricing, and registration, will be announced soon.
- Two days of skiing/snowboarding at Sunday River
- Two nights in the Grand Summit Hotel
- Pricing and availability coming soon
Registration Coming Soon
Stay Tuned!
Registration information for Jay Peak
and Sunday River will be announced
as details become available.
Registration Closed
Registration has ended for these trips. Registered participants can still access trip information below.
About the Pinkerton Ski Club
The Pinkerton Academy Ski Club is open to all students, regardless of skiing or snowboarding experience. From first-time participants to experienced skiers and riders, everyone is welcome to be part of the club.
Throughout the winter, we typically organize several ski and snowboard trips, including Friday night outings, overnight weekend trips, and occasional day trips.
During the fall, the club holds meetings to discuss upcoming trips, select student officers, and help plan the ski season. Students are encouraged to participate in meetings and share ideas for future destinations.
New to Skiing or Snowboarding?
You're welcome to join the Ski Club! However, individual trips have different experience and equipment requirements. Be sure to review each trip's eligibility information before registering.
Types of Trips We Offer
1
Gunstock Outreach
Our most popular program! Students participate in four Friday evening trips to Gunstock Mountain Resort and receive access to discounted season passes.
Equipment rentals and optional lessons are included with the Outreach Program pass.
2
Overnight Ski Trips
Each season, we aim to organize overnight weekend trips to premier ski resorts throughout New England.
These trips typically include two nights of lodging and two days of skiing or snowboarding. They are intended for intermediate to advanced participants.
3
Day Ski Trips
When possible, we offer additional day trips to mountains within driving distance of Pinkerton.
Previous destinations have included Killington and Crotched Mountain. Experience requirements depend on the destination.
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Frequently Asked Questions
Do I need skiing or snowboarding experience to join Ski Club?
No! Ski Club membership is open to students of all experience levels. However, some trips are restricted to intermediate or advanced participants. Review each trip's requirements before registering.
Do I need my own equipment?
It depends on the trip. The Gunstock Outreach Program includes equipment rentals, while overnight and day trips generally require students to bring their own ski or snowboard equipment.
How do I register for a trip?
Each trip has its own registration process, deadlines, and payment requirements. Visit the appropriate trip page for instructions.
Does joining Ski Club guarantee a spot on every trip?
No. Trip registrations are separate from club membership, and most trips have limited capacity. Students must complete the required registration and payment process to secure a spot.
How many trips does Ski Club organize each year?
We typically plan several trips throughout the winter, including Gunstock Outreach, overnight weekend trips, and occasional day trips. The exact schedule varies by season.
Ski Club Leadership
Club Advisors
Our faculty advisors coordinate trips, assist with registration, and support Ski Club activities.
Mr. FrankMr. KonstantMr. O'Neil
Student Officers
Our student officers help with club planning, communication, and organizing activities.
Eliana HenryMcKenzie Elliott
