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- or always thought they'd like to try!

HomeEventsSugarloaf 2024 - TRIP IS NOW CLOSED !

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Sugarloaf 2024 - TRIP IS NOW CLOSED !


Winterset would like you to join us once more for 5 fun filled days at Sugarloaf, Maine

February 4th - 9th, 2024

$355 / $600 - WSC Member
$395 / $640 - non-member
Lodging only  OR  Lodging and 5 day Lift Ticket 
Pay for Lodging only if you already have an Ikon or NE Pass
Adult / Senior Lift Tickets are same price 

Pricing is based on double occupancy
If you would like a single room, the cost is an additional $395

Slope side – Ski-in, Ski-out 2/3 bedroom Condos - Shuttle Service is also available!

Click the Blue "Register Now" link to sign-up for this trip
Read below for further details

At 4237 feet, Sugarloaf is the 2nd highest mountain in Maine which allows it to offer the only lift serviced above treeline terrain in the Northeast. Sugarloaf has 1240 skiable acres, 162 trails and glades and a vertical drop of 2820 feet.  

We will be staying at condos around the mountain, all are considered "ski-in, ski-out", but there is usually a short walk to the trail. Sugarloaf's trails are 23% easy, 34% intermediate, 27% advanced and 16% expert. Over 1000 acres of gladed sidecountry is accessible (when open) by CAT!

Although each condo has a full kitchen, Sugarloaf and the surrounding area has a myriad of choices when it comes to dining, both on and off the slopes.  Ski to Bullwinkle's, high on the mountain for lunch, coffee etc, or make your way to "The Beach" at the base area and choose from multiple restaurants, cafes and food trucks.  There are additional choices in the Sugarloaf Mountain Hotel, The Shipyard, the Health Center, the Outdoor Center, on the Access Road and on the Road to Kingfield!


  • $49 a day for Adult & Senior Lift Tickets
  • $245 / $196 for 5 / 4 Day Lift Tickets
  • Adult / Senior (19 - 79 years)
  • Super Senior (80+) - Lift Tickets are FREE!
  • Ski Monday through Friday - OR
  • Ski fewer days at a reduced price!
  • Lift Tickets are valid at Outdoor Center
    • Cross Country Skiing
    • Ice Skating
    • Snowshoeing
    • Fat Biking (need to rent)

  • 5 nights lodging
  • Up to 5 day Lift Ticket
  • Lift Ticket costs are the same for Adults and Seniors
  • Sugarloaf or Sunday River RFID Card required
  • Use last season's RFID Card
  • Have a pass - No RFID card needed
  • Rent Sno-Go Bikes at Sugarloaf
  • Check-in 4pm Sunday
  • Check-out 11am Friday
  • Slope-side 2/3 bedroom condos with full kitchen
  • This is a drive yourself trip and carpooling is encouraged
  • Group lessons available at a discounted rate
  • Rental equipment available at a discounted rate

Winterset Ski Club will again be hosting a dinner event like last season! 

Reservations are now being taken:

100% Payment due at signup.  C
hecks should be made payable to:
"Winterset Ski Club" & mailed to:

Winterset Ski Club - c/o David Abarzua
4 Patricia Lane
Newtown, CT 06470

Click the "Register Now" link to sign up !

Don't forget, you need to click the checkbox in order to choose the number of lift tickets you want to purchase!


Trip Insurance is highly recommended and can be purchased from the website of our Week long Western/European Trip Tour Operator, Encompasse Tours, link below. Click on the Travel Insurance Tab at the top of the page and it will take you to AIG Travel Guard International.

Encompasse Tours

There are many other travel insurance options out there if you search online!

Questions on rooming and pricing configurations - please email our Trip Leader Brenda Murray before sending in your deposit.

Sunday, February 4, 2024 to Friday, February 9, 2024
Sugarloaf Mountain Resort
5092 Sugarloaf Access Rd
Carrabassett Valley, ME  04947

Additional Info:
Event Contact(s):
Brenda A Murray
Overnight Trips
Registration is closed
Payment By Schedule Only
Sign up will be online only.

Lift ticket passes are for specific dates. If you are choosing to purchase fewer than 5 days, you will need to choose the specific days that you wish to ski before the trip. However, you can choose to change your Lift Ticket to another day as long as you do so before 10am on the day the lift ticket was originally scheduled for.

A Sugarloaf RFID card is required to load the Lift Tickets onto. There is a $5 charge for this card but if you have a pre-existing RFID Card from either Sugarloaf or Sunday River, that card can be reloaded at no additional cost.

If you have an Ikon Pass, a New England Pass or any other pass that will allow you to ski Sugarloaf, you will not need to purchase the lift tickets or RFID Card noted for this trip.

A security & key deposit is required on arrival. Charges will be incurred for unit damage, excessive cleaning fees, & unreturned keys. Note: Pets are not allowed.

CANCELLATIONS: A partial refund may be available until 1/1/2024 and will depend on whether the trip has sufficient people signed up to meet the number required by our contract with Sugarloaf. Trip Leader will work with you should you need to cancel. Any changes made after 01/6/2024 will result in a $50 change fee per change request from the resort.

Any registrations after 10/1/23 will require payment in full at that time!
Payment Schedule
Activities/Items    (Click the down-arrow to the left of the activity/item to view the details)
Sugarloaf Lodging Costs
Sugarloaf Lodging Costs
Single Room Buy Out (Optional)
Lift Tickets Adult /Senior 18 - 79 (Optional)
Sugarloaf RFID Card
Sugarloaf Lodging Costs - Trip Leaders