Comedy Shows at Cheltenham Playhouse

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Not a Cult presents: Mandatory Fun at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Not a Cult presents: Mandatory Fun

Following a completely sell-out run of shows in 2025, Cheltenham's own Not A Cult are performing in their very first Fringe Festival!

Whose Fringe is it Anyway? at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Whose Fringe is it Anyway?

Join Comic Sans Script; Cheltenham's longest running Improv Comedy group and resident of The Cheltenham Playhouse for a night of completely off the cuff comedy!

Sonic the Hedgehog the Fanfic the Podcast the Live Show - 2 at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Sonic the Hedgehog the Fanfic the Podcast the Live Show - 2

Last year, Sonic The Hedgehog The Fanfic The Podcast opened the Cheltenham Fringe Festival.For some reason, we have been allowed back.

Any Scene Will Do at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Any Scene Will Do

A fast-paced comedy improv show performed by The Fab Libs, where audience dreams spark spontaneous scenes. With quick wit, bold characters, and unpredictable twists, every performance is a one-of-a-kind adventure through the imagination.

A Dungeons and Dragons Comedy Show at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

A Dungeons and Dragons Comedy Show

Joe Riley & Paul Hilleard: Country Boys at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Joe Riley & Paul Hilleard: Country Boys

Joe Riley and Paul Hilliard will do half an hour each of stand-up, focused on their backgrounds in the countryside, followed by stories that have to be heard to be believe them.Paul HilleardDaft, dry & Welsh.

Howlers May - Fringe Special at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Howlers May - Fringe Special

Welcome to Howlers at the Playhouse, the home of great comedy in Cheltenham! Every month at Howlers, we bring you the very best in stand-up with top notch line-ups from the UK and beyond!

The Strand Up Comedy Farewell World Tour at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

The Strand Up Comedy Farewell World Tour

Strand Up Comedy enjoyed a fun 18 month run of shows at its home at The Strand in Cheltenham. That run has now come to an end, but before we move on to a new beginning, Strand Up is going out in style with a World Tour!

Callum Lee: Lampbas***d at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Callum Lee: Lampbas***d

Stand-Up Comedian Callum Lee makes the brave journey across the Severn Bridge to perform his new show in full for the first time ever, fuelled by the undeniable power of lamp. 18+.

Musical Chairs at Cheltenham Playhouse - May 2026
Comedy Fringe Festival

Musical Chairs

A concentrated blast of musical stand-up comedy. This lyrical and comical duo blend music and jokes distinctively with style. The daft, exuberant Ashley Frieze is joined by the drole and urbane Edi Johnston in a show that will both tickle and…

Howlers June at Cheltenham Playhouse - June 2026
Comedy

Howlers June

Welcome to Howlers at the Playhouse, the home of great comedy in Cheltenham! Every month at Howlers, we bring you the very best in stand-up with top notch line-ups from the UK and beyond!

Daniel Foxx - How Lovely. Tour 2026 at Cheltenham Playhouse - November 2026
Comedy

Daniel Foxx - How Lovely. Tour 2026

Daniel was determined to handle his Big Breakup with the grace of Julia Roberts. He didn’t. Join him as he navigates dating in your 30s, Le Creuset addiction and 12-step skincare routines, all while trying very hard to emanate love and light.

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