We’re in the midst of the 66th annual Wintersköl, a beloved local tradition which celebrates our favorite season in Aspen. The weekend is packed with happenings from an ice skating exhibition, snow sculpting contest, and block party to first tracks, fat bike races, and a canine fashion show. Between it all, duck into the Men's Health & Women's Health Village for free swag, product testing, and complimentary coffee and juice. For the complete rundown of all things alpine, visit aspenchamber.org. On Saturday night, we're getting gussied up for Aspen Education Foundation's Flamingo annual fundraising gala (sold out) benefiting public education—a cause Aspen Sojourner is proud to support. And here are even more picks to put on your calendar for a full weekend of fun. 

Friday, January 13

Ullr Nights
5 p.m., Snowmass Mountain
Bundle up and ride the Snowmass gondola to some family-friendly snow play, including lift-served tubing ($34 per hour; reserve in advance), free ice skating, free snowshoe tours, snowbiking ($69 guided rides for ages 12 and up, free minibikes for younger kids), and climbing on a massive snow sculpture. Elk Camp restaurant serves dinner with live music, followed by s’mores and hot cocoa by the bonfire.
$10 (gondola ride), gosnowmass.com

Gary Gulman
7 p.m., Wheeler Opera House
Due to a scheduling conflict, the previously announced performance by Tommy Johnigan is out and Gary Gulman is in. The Netflix, Showtime, and Comedy Central personality holds a special distinction as one of the few comedians to have performed on every single late night comedy program. Aspenite Glenn Smith remains on the billing to warm-up the crowd. 
$22, aspenshowtix.com

JAS Café
7 & 9:15 p.m., The Little Nell
Jazz Aspen Snowmass presents this winter-long series of intimate shows by leading musicians and vocalists, with performances this weekend from The Squirrel Nut Zippers.
$40, jazzaspensnowmass.org

The BLK MKT Grand Opening
9 p.m., Boogie’s
Celebrate the return of The BLK MKT, who have popped-up shop for their second annual creative collective in the iconic space with Gravity Productions. New to the fold this season is Aspen-based artist Skye Weinglass, who is operating The Birds Nest Gallery on the second floor where she will highlight both emerging and established artists—rounding out the group’s self-described “multiple media concept space.” 
Free, facebook.com/blkmktaspen

The Motet
9:30 p.m., Belly Up Aspen
JamBase presents an evening with infamous, Denver-based funk ensemble for an all-out dance party to get your weekend started. 
$40, bellyupaspen.com 

Saturday, January 14

JAS Café
7 & 9:15 p.m., The Little Nell
Jazz Aspen Snowmass presents this winter-long series of intimate shows by leading musicians and vocalists, with performances this weekend from The Squirrel Nut Zippers.
$40, jazzaspensnowmass.org

The Flamingo
5:30 p.m., The St. Regis Aspen
The Aspen Education Foundation’s annual fundraising bash is a highlight of winter’s social calendar, with dinner, live and silent auctions, and dancing to pop hits played by the Party Crashers.
$200, aspenaef.org

Snowmass Moonlit Trek
5:30–9 p.m., Snowmass Cross Country Center, Black Saddle Bar & Grille
Celebrate the far side of the full moon with a 1.2-mile snowshoe or cross country ski tour under the stars at Snowmass Cross Country Center with a post-trek pasta feast complete with live music and s’mores by a roaring fire. Ski and snowshoe touring equipment rentals are available for $10/person and pasta dinner is $15 per person. gosnowmass.com

Wintersköl Torchlight Descent & Fireworks Extravaganza
8 p.m., Aspen Mountain
Bundle up, pack a thermos and/or flask, and take in the beauty of this annual tradition from one of the parks around town. 
Free, aspensnowmass.com

Comedy Night
9:30 p.m., Sky Hotel 
39 Degrees is kicking off their no cover comedy series for the year with the hilarious Denver-bred and Brooklyn-based Ben Kronberg. Since his breakout performance at the 2007 HBO Aspen Comedy Festival, Kronberg has performed on Late Night With Seth Meyers, Jimmy Kimmel Live, John Oliver's New York Stand-up Show, and most recently, his own half-hour special on Comedy Central.
Free, skyhotel.com 

Sunday, January 15

Aspen Gay Ski Week
Times & locations vary
Celebrating its 40th anniversary this winter, Aspen’s premier LGBT event takes over the town and slopes with infectious energy. A packed schedule of friendship dinners, ski days, après-ski gatherings, late-night dance parties, benefits, and, of course, the infamous Downhill Drag Costume Competition and Party on Aspen Mountain’s Little Nell run (Jan. 20) makes the week one heck of a celebration. But it’s not just fun and games: beneficiaries this year are the Tyler Clementi Foundation and the grant-making Roaring Fork Gay & Lesbian Community Fund. Passes from $375, gayskiweek.com

The Floozies
10 p.m., Belly Up Aspen
End your weekend on a high note with the band known as “the hottest new live electronic duo … bringing the heat for beat junkies and funk fiends alike.” 
$25, bellyupaspen.com