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Gilbert Gottfried will perform on Feb. 19 as part of the sixth annual Aspen Laff Festival.
Gilbert Gottfried will perform on Feb. 19 as part of the sixth annual Aspen Laff Festival.
John Wenzel, The Denver Post arts and entertainment reporter,  in Denver on Wednesday, Oct. 1, 2025. (Photo by Hyoung Chang/The Denver Post)
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Through Saturday. Since 1985, Aspen has hosted a winter comedy festival in and around the stately Wheeler Opera House. And while the Aspen Laff Festival is nowhere near the event that HBO’s star-studded U.S. Comedy Arts Festival was, it still provides reliable laughs in a gorgeous, rarified setting. This year’s sixth annual Laff Fest, which began Feb. 18 with improv from The Second City, features performances from stand-ups Heather McDonald and Gilbert Gottfried (Feb. 19), and Steve Byrne and Pete Holmes (Feb. 20) at the Wheeler, with various support acts. Individual shows are $35-$45, day passes are $55 and weekend passes are $125. 7 p.m. each night at 320 East Hyman Ave. Tickets: or 866-449-0464.

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