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Entertainment in Cheltenham

Cheltenham is a hub of live entertainment, cultural events and nightlife, offering something for everyone.

Whether you’re looking for theatre performances at the Everyman Theatre, live music gigs, comedy nights or lively bars and clubs, Cheltenham is the place to be.

From world-famous festivals celebrating literature, music, and film to escape rooms, cinemas, and gaming experiences, there’s always something exciting happening.

Explore & Enjoy Cheltenham!

Check Out the Best Entertainment in Cheltenham

Easter Trail 2025 at Primrose Vale

10 - 27 April

Easter at Sudeley: Tudor Edition!

12 - 27 April

Easter Holidays at 270 Climbing

12 – 27 April

The Shark Is Broken at the Everyman Theatre Cheltenham

22 – 26 April

Picture You Dead at the Everyman Theatre Cheltenham

Sir Tim Rice- My Life In Musicals at the Everyman Theatre

27 April

Murder On The Orient Express at the Everyman Theatre

29 Apr – 3 May

Cheltenham Jazz Festival 2025

30 April - 5 May

Cheltenham Jazz Festival at The Brewery Quarter

3 - 4 May

Dear Evan Hansen at the Everyman Theatre Cheltenham

6 - 10 May

Rock of Ages at Cheltenham Playhouse

6 - 10 May

Gifford’s Circus at Sudeley Castle

9 - 19 May

The Midnight Bell at the Everyman Theatre

15 - 17 May

Junior Aquathlon & Triathlon at Cheltenham Lido

11 May

Jenny Eclair at the Everyman Theatre Cheltenham

18 May

The Rocket Man at the Everyman Theatre

20 May

Sky Full of Stars: A Tribute to Coldplay at the Everyman Theatre

21 May

Nikita Kuzmin, Midnight Dancer at the Everyman Theatre

22 - 24 May

Cheltenham XL Comedy Club Featuring Seann Walsh

25 May

Cheese Rolling at Coopers Hill

26 May

Holst Victorian House - Bake Back in Time

27 May

Face Painting at Sudeley Castle

27 & 30 May

Picture You Dead at the Everyman Theatre Cheltenham

27 – 31 May

Dig & Delve Days at Sudeley Castle

28 - 29 May

Howlers Comedy Club

29 May

Cheltenham Science Festival 2025

3 - 8 June

North By Northwest at the Everyman Theatre

3 - 7 June

Julian Clary - A Fistful of Clary at the Everyman Theatre

8 June

Rat Pack Live at the Everyman Theatre Cheltenham

9 June

...Earnest? at the Everyman Theatre

10 - 11 June

Walk Right Back: The Everly Brothers' Story at the Everyman Theatre

12 June

The Tux Fizz Xperience at the Everyman Theatre

13 June

The Magic of The Bee Gees at the Everyman Theatre

14 June

Mid Summer Night’s Dream at Cheltenham Lido

14 June

Father’s Day BBQ at Sudeley Castle

15 June

By Royal Appointment at the Everyman Theatre

17 - 21 June

Howlers Comedy Club

19 June

Sunrise Swim at Cheltenham Lido

21 June

Antiques Day with Paul Martin at Sudeley Castle

22 June

Cheltenham XL Comedy Club Featuring Tom Davis

28 June

Angry Birds at the Everyman Theatre

1 - 2 July

Cheltenham Music Festival 2025

4 - 12 July

Season Ticket Holder Summer Party at Cheltenham Lido

12 July

Cheltenham Cricket Festival 2025

17 Jul - 5 Aug

The Royal International Air Tattoo 2025

18 - 20 July

The Merry Wives of Windsor at Cheltenham Lido

19 July

Howlers Comedy Club: Scott Bennett: Blood Sugar Baby

22 July

Howlers Comedy Club

23 July

Midnight Swim at Cheltenham Lido

1 - 29 August

Cheltenham Lido Sunset Swim

9 August

Dragged To The Musicals at the Everyman Theatre

21 September

Howlers Comedy Club

25 September

Howlers Comedy Club

25 September

Imperial Classical Ballet presents The Nutcracker at the Everyman Theatre

2 October

Imperial Classical Ballet presents Sleeping Beauty at the Everyman Theatre

3 October

Imperial Classical Ballet presents Swan Lake at the Everyman Theatre

4 October

Cheltenham Lido Swim Challenge

4 October 2025

Friends! The Musical Parody at the Everyman Theatre

7 - 11 October

80's Night at Leonardo Cheltenham

10 October

Cheltenham Literature Festival 2025

10 - 19 October

Dog Swim at Cheltenham Lido

11 - 12 October

Eddie Izzard Hamlet at the Everyman Theatre

Eddie Izzard Performs Shakespeare's Hamlet at the Everyman Theatre

12 October

Blood Brothers at the Everyman Theatre

14 - 18 October

Ardal O'Hanlon: Not Himself at the Everyman Theatre

19 October

2:22 A Ghost Story at the Everyman Theatre

20 - 25 October

Guys and Dolls at the Everyman Theatre

Tue 28th Oct - Sat 1st Nov

Sudeley Castle Hallowe'en Funfair, Lasers and Fireworks

31 October

Paul Merton and Suki Webster's Improv Show at the Everyman Theatre

2 November

Inspector Morse: House of Ghosts at the Everyman Theatre

4 - 8 November

Ashley Manor Fireworks and Funfair

8 November

Ross Noble: Cranium of Curiosities at the Everyman Theatre

9 November

Christmas Carol Goes Wrong at the Everyman Theatre

11 - 16 November

Aladdin at the Everyman Theatre Cheltenham

Robin Hood and His Merry Men at the Everyman Theatre Cheltenham

28 Nov – 11 Jan

Uncanny: Fear Of The Dark at the Everyman Theatre

16 - 17 February

Entertainment Venues in Cheltenham

Cheltenham boasts diverse entertainment venues, from the Everyman Theatre, hosting top theatre, musicals, comedy, and its award-winning panto, to Howlers Comedy Club at The Cheltenham Playhouse, delivering top-tier stand-up.

For outdoor performances, Cheltenham Lido offers unique open-air theatre experiences, making the town a vibrant hub for live entertainment.