Vail Comedy Festival

Vail Comedy Festival Vail Comedy Festival has confirmed headliners from The Comedy Store, The Comedy Cellar, ABC and NBC. Get more info at vailcomedyfestival.com

This event is organized by the same team that has poured love into the Vail Comedy Show for going on 5+ years.

2022 Memory - Headliner Usama Siddiquee brings it at Vail Comedy Festival. His career has skyrocketed with appearances...
09/02/2026

2022 Memory - Headliner Usama Siddiquee brings it at Vail Comedy Festival. His career has skyrocketed with appearances on NETFLIX and The Late Show with Stephen Colbert.

2023 Memory - Jamell Sirleaf performing at a late-night show at Aviator Nation Vail. Check out this New York city base...
09/01/2026

2023 Memory - Jamell Sirleaf performing at a late-night show at Aviator Nation Vail. Check out this New York city based comedian who is making waves around the country.

memory - Mike E. Winfield drops into Sunday show and has the audience in stitches while festival staff work the door a...
08/31/2026

memory - Mike E. Winfield drops into Sunday show and has the audience in stitches while festival staff work the door at Ridge + River at Manor Vail Lodge - photo by Jared Chandler

2024 Memory - Bryson Banks Comedy brings his Los Angeles, California humor to the fest with a high energy performance ...
08/30/2026

2024 Memory - Bryson Banks Comedy brings his Los Angeles, California humor to the fest with a high energy performance at Cucina at The Lodge At Vail!

2022 Memory - Meka Mo crushing it on stage! These days you can catch her as a regular at New York Comedy Club and at c...
08/29/2026

2022 Memory - Meka Mo crushing it on stage! These days you can catch her as a regular at New York Comedy Club and at clubs in London and Tokyo!

Memory - Whitney Rayner is having a blast at Aviator Nation during Vail Comedy Festival 2025
08/28/2026

Memory - Whitney Rayner is having a blast at Aviator Nation during Vail Comedy Festival 2025

2025 Memory - Comedian Jack Weiler is delighted by magician Travis Nye on stage at Lodge At Vail. Magic of Travis Nye
08/27/2026

2025 Memory - Comedian Jack Weiler is delighted by magician Travis Nye on stage at Lodge At Vail. Magic of Travis Nye

Memory - Katie Novotny from Los Angeles making everybody laugh at Cucina at The Lodge At Vail during our Memorial Day ...
08/26/2026

Memory - Katie Novotny from Los Angeles making everybody laugh at Cucina at The Lodge At Vail during our Memorial Day Weekend festival

Memory - Jordan Policicchio on stage in a rustic setting during Vail Comedy Festival.
08/25/2026

Memory - Jordan Policicchio on stage in a rustic setting during Vail Comedy Festival.

Memory - Casey Balsham headlines the Saturday night show at Sarah's Lounge. Packed out, rowdy fun, with a special sur...
08/24/2026

Memory - Casey Balsham headlines the Saturday night show at Sarah's Lounge. Packed out, rowdy fun, with a special surprise for guests before the show even started, it was a night full of laughs and fun!

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Vail, CO

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