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January 17, 2020 @ 12:00 pm - 3:00 pm



This costume competition will be judged by a roster of personalities including and hosted by Gay Ski Week legend, Sister Helen Holy. You won’t want to miss the mayhem! Come witness the heated competition in the snow at Gondola Plaza.

Paul J. Williams returns as Sister Helen Holy as our MC of the event. Visit Here for everything you need to know about the hysterical acts of Paul J. Williams. You can also get your own Sister Helen merchandise here (Pasword SISTER)

We still need contestants and you may watch from the ski slopes or at the bottom of the gondola. Email if you would like to be a participant. Prizes are 1st place $1000, 2nd place $500 and 3rd place $250.

You must be in the venue by 11:30 am, attendees that are late will be seated in the back row so as not to interrupt the show. Thanks for being on time. Tables are now sold out for 2019


We need you! Dress up, dress crazy, dress to impress…but you must also ski or board down the hill in your costume to music of your choice. We do make some exceptions, email info[at] if you have any questions. We also cannot have too much nudity…no buts about it! Seriously, any nudity or profanity will seriously jeopardize this event in the future so let’s all remember to act accordingly…yet still have fun!

There will be prizes for 1st, 2nd and 3rd place with a grand prize of $1,000! We are encouraging Downhill participants to register early by emailing your name, phone number, and a brief description of your costume and music to pamela[at] You will need to bring your music on a jump drive or cd to give to DJ Dylan prior to your performance. You must register prior to the event, then on Friday, January 18th you must show up at the West Gondola Plaza no later than 10:30am to sign your release form and get your team registration finalized.

You are the most important part of this event…we need you to bring out your inner actress or actor and get all dressed up and ski a few yards. You have a chance to win great prizes and cash, as well as to be center stage for the whole town to see! You can also submit your entry on our facebook page


January 17, 2020
12:00 pm - 3:00 pm
Event Tags:


Gondola Plaza Aspen Mountain
601 E. Dean Street
Aspen, 81611 United States
+ Google Map
(970) 925-1220

Events are subject to change. Final dates and times will be announced soon.