Entertainment events in Cheltenham

Check out happening entertainment events all around Cheltenham, EN

N-Trance in Cheltenham

 Fri, 03 Oct at 09:00 pm Dunkertons Park

Cheltenham Gin, Rum & Vodka Festival 2025

 Sat, 01 Nov at 12:00 pm Cheltenham Ladies' College

OVER 30'S DAY CLUBBING CHELTENHAM

Sat, 20 Dec at 05:00 pm UNDER the PROM

Comedy Huddle, Cheltenham

 Fri, 17 Oct at 07:45 pm Smokey Joe's Diner, Bar and Venue, Bennington Street, Cheltenham, UK

One Night of Adele

 Fri, 31 Oct at 07:30 pm The Bacon Theatre

The Prime of Miss Jean Brodie

 Wed, 01 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

UNFORGETTABALL: Theatre Studio's 40th Anniversary Ball

 Tue, 28 Oct at 07:30 pm Manor By The Lake

Russell Watson in Cheltenham

 Fri, 07 Nov at 07:00 pm Cheltenham Town Hall

The Amy Winehouse Band

 Thu, 20 Nov at 07:30 pm Cheltenham Town Hall

Dom Franks’ StrayHorn at the Steam and Whistle, Cheltenham

 Wed, 15 Oct at 07:30 pm The Steam and Whistle GBP 10 to 18

Sleeping Beauty

 Fri, 03 Oct at 07:30 pm The Everyman Theatre Cheltenham

Cheltenham: Swing Into Christmas (2025 Tour)

 Sun, 14 Dec at 07:00 pm Cheltenham Town Hall

A Coldplay Candlelight Experience In Bishops Cleeve🕯️Friday 31st October

 Fri, 31 Oct at 07:00 pm St Michael's Church

Spooky Movie Night - Nosfuratu

 Fri, 10 Oct at 08:00 pm 35-37 High Street, GL50 1DX Cheltenham, United Kingdom

80's Night at Leonardo Cheltenham

Fri, 10 Oct at 06:30 pm Leonardo cheltenham GBP 35

Gareth Malone

 Sun, 02 Nov at 06:30 pm Cheltenham Town Hall

Wednesdays Sabor Salsa & Bachata Nights

Wed, 08 Oct at 07:45 pm School House Café

TTTKD: You Belong With Me - A Taylor Swift Cabaret

 Sat, 04 Oct at 07:30 pm Smokey Joe's Cafe Bar, Diner & Venue

Triple Sec Septet

Fri, 10 Oct at 07:30 pm 16 Bennington Street, Cheltenham

The Vespas Present...Going to a Go Go - The Mod Show

 Sat, 01 Nov at 07:30 pm The Bacon Theatre

NIGHTMARE NOVEMBER // DHAMPYRES // FLEISCH // LOCAL SUPPORT ACT TBC!

 Fri, 14 Nov at 07:30 pm Frog and Fiddle

Stewart Copeland: Have I Said Too Much?

 Sun, 26 Oct at 07:30 pm Imperial Square, GL50 1QA Cheltenham, United Kingdom

Edgar Wright Movie Marathon - Hot Fuzz Screening

 Thu, 02 Oct at 07:00 pm 7 Ambrose Street, GL50 3LH Cheltenham, United Kingdom

Join Brush Party to paint the serene 'Sakura Twilight' in Cheltenham

 Sun, 12 Oct at 06:00 pm The Whittle Taps 1-3a, Regent St, Cheltenham GL50 1HE

DUB CATALYST // UP THE BUG // PLUS GUESTS

 Fri, 10 Oct at 07:30 pm Frog and Fiddle

Strong and Mobile Feet with Susanne Lahusen

 Sun, 05 Oct at 01:30 pm Orangeyoga Studio

Sunday Jam - The Cotswold

 Sun, 26 Oct at 07:00 pm The Cotswold Inn

Christmas Movie Magic

 Sat, 13 Dec at 07:00 pm The Bacon Theatre

Vocal Workshop

 Sat, 04 Oct at 10:30 am The Retreat (cheltenham)

Luther Live & Velvet Voices

Thu, 30 Oct at 07:30 pm Cheltenham Town Hall

Nigel Price (Jazz at The Suffolk Arms)

 Fri, 03 Oct at 08:00 pm 40 Suffolk Rd, Cheltenham GL50 2AQ

Gig Life Xmas Party

 Sat, 20 Dec at 03:00 pm The Steam and Whistle GBP 21

Swan Lake

 Sat, 04 Oct at 06:30 pm Everyman Theatre, Cheltenham

Let's Hear It For The GURLZ!

 Sat, 01 Nov at 02:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Swan Lake

 Sat, 04 Oct at 01:00 pm Everyman Theatre, Cheltenham

Lord of the Rings BIG Movie Quiz £150 PRIZE - AllBarOne Cheltenham

 Thu, 02 Oct at 07:00 pm All Bar One (Cheltenham)

Jubilee - A Concert for 50 Years of The Oriel Singers

 Sat, 18 Oct at 07:30 pm Pittville Pump Room

Vocal Workshop

 Sat, 18 Oct at 10:30 am The Retreat, The Suffolks, Cheltenham

Bacon Theatre

Sat, 11 Oct at 07:30 pm The Bacon Theatre

Sunday Jam at The Cotty!!

 Sat, 25 Oct at 07:00 pm 17 Portland Street, GL52 2NZ Cheltenham, United Kingdom

Brass Band Concert

 Sat, 11 Oct at 07:30 pm Grafton Road, GL50 2DD Cheltenham, United Kingdom

Lie Down and Listen Divine Love, Cheltenham

 Fri, 03 Oct at 05:00 pm St Philip and St James, Leckhampton

Christmas Karaoke

 Sat, 20 Dec at 07:30 pm Smokey Joe's Cafe Bar, Diner & Venue

DANCE FLOOR PRESENTS... WRKHOUSE // JOHN MOUSE // SENECA // JESSICA ROSE

 Fri, 03 Oct at 07:30 pm Frog and Fiddle

IG-ToW - A Squig Herder’s Dream- 500 point Casual evening

 Mon, 06 Oct at 06:30 pm Church Street, GL50 3HA Cheltenham, United Kingdom

21st Century Abba

 Fri, 24 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

The Eclectic Cinema presents: A Clockwork Orange (1971)

 Mon, 20 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

House Revolution UK Christmas House Party

 Sat, 13 Dec at 10:00 pm UNDER the PROM

Black Sabbitch in Cheltenham, UK

 Sat, 08 Nov at 08:00 pm Frog and Fiddle

Gladys Knight Tribute

 Sat, 06 Dec at 07:00 pm Cheltenham Civil Service FC GBP 12

Antonio Vivaldi: Four Seasons by Mystery Ensemble

 Sat, 25 Oct at 06:00 pm Parabola Arts Centre GBP 22 to 28

Eddie Izzard - Hamlet at Everyman Theatre

 Sun, 12 Oct at 08:00 pm Everyman Theatre

The Eclectic Cinema presents: Dracula Double Bill

 Mon, 27 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Halloween Night

Fri, 31 Oct at 07:30 pm 140 Gloucester Rd, Cheltenham

MÓ KAMBA NIGHT | SBK XMAS MONTHLY PARTY

Sat, 06 Dec at 09:00 pm The Apartment Cheltenham

Tommy Scott Trio: Homage to McCoy Tyner at Smokey Joes (Cheltenham) Tuesday 7th October

 Tue, 07 Oct at 08:00 pm Smokey Joes Vintage Cafe

Frog and Fiddle, Cheltenham, Glos

 Sat, 18 Oct at 06:30 pm Frog and Fiddle

The Bacon Theatre - Cheltenham - Sunday 26th October '25

 Sun, 26 Oct at 07:00 pm The Bacon Theatre

Season of Fundraising: Da Capo Opera Ensemble: A Night at the Opera

 Tue, 14 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

48th Veterans Pow Wow 2025

 Sat, 01 Nov at 10:00 am The Tithe Barn Community Centre, 19 Cheltenham Road, Bishops Cleeve, Cheltenham, GL52 8LU

Season of Fundraising: Mr. Burns, a Post-Electric Play

 Fri, 31 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Clarins Beauty Party

 Thu, 16 Oct at 11:00 am John Lewis Cheltenham GBP 15

The Nutcracker

 Thu, 02 Oct at 07:30 pm The Everyman Theatre Cheltenham

Children's choir (ages 2-8)

 Sun, 26 Oct at 09:30 am Grafton Road, GL50 2DD Cheltenham, United Kingdom

Live Music with the Malone Brothers at Tailors

 Sat, 27 Dec at 07:30 pm 4 Cambray Place, Cheltenham

Blackpool Illuminations

 Sat, 01 Nov at 07:45 am Marchant's

BOTANIST BINGO 🎶

 Thu, 02 Oct at 07:00 pm The Botanist Cheltenham

Nurse Georgie Carroll at Cheltenham Town Hall

 Tue, 21 Oct at 06:30 pm Cheltenham Town Hall

CHELTENHAM Town Hall Disco for Grown ups 70s 80s 90s Disco party

 Fri, 24 Oct at 06:30 pm Cheltenham Town Hall GBP 10 to 31

The Eclectic Cinema presents: 12 Monkeys (1995)

 Mon, 10 Nov at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

I'm Sorry I'll Read That Again...Again

 Tue, 18 Nov at 07:45 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Wrong Jovi

 Fri, 14 Nov at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Beginner Tibetan Singing Bowl Workshop with Becky Cresswell

 Sat, 11 Oct at 01:30 pm Orangeyoga Studio

The Planets and Star Wars

 Sat, 01 Nov at 07:30 pm Tewkesbury Abbey

MMAD Live @ Harry Cooks

 Sat, 18 Oct at 09:00 pm Harry Cook Free House

Paint the cute 'Trick or Treat' in Staverton Cheltenham with Brush Party with Kirsty

 Fri, 31 Oct at 02:00 pm The Aviator

MMAD Live @ Albion House

 Sat, 25 Oct at 08:30 pm Albion House Social Club

Join Brush Party to paint the wonderous 'Moonlight Flight' in Cheltenham

 Sun, 14 Dec at 06:00 pm Whittle Taps Cheltenham

The Cheltenham Trust Wedding Show

 Sun, 02 Nov at 10:00 am Pittville Pump Room Free

The Cheltenham Wedding Show Sunday 26th October 2025

 Sun, 26 Oct at 11:00 am Doubletree by Hilton Cheltenham Free

Charlton Kings Children's Christmas Party

 Fri, 05 Dec at 06:30 pm 21 Church Street, Cheltenham, United Kingdom

Beauty and the Beast

 Wed, 26 Nov at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

The Eclectic Cinema presents: Carol (2015)

 Mon, 17 Nov at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Risky Galore Live!! The Umbrella, Cheltenham

 Sun, 26 Oct at 04:00 pm The Umbrella Cheltenham

Dick Whittington

 Fri, 12 Dec at 07:00 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

The Crooners Christmas Special - Cheltenham

Thu, 18 Dec at 07:30 pm Cheltenham Town Hall

MMAD Live @ Harry Cooks

 Fri, 24 Oct at 09:00 pm Harry Cook Free House

The Eclectic Cinema presents: Peeping Tom (1960)

 Mon, 13 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Room On The Broom Halloween Adventure Party

 Fri, 31 Oct at 03:00 pm Smokey Joe's GBP 8

Partner Yoga Workshop with Nicola Gibbons + Richard Dampney

 Sun, 12 Oct at 02:00 pm Orangeyoga Studio

The Eclectic Cinema presents: Man with a Movie Camera (1929)

 Mon, 06 Oct at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Painting party in Cheltenham: Fioro Lounge

 Wed, 15 Oct at 07:00 pm Fioro Lounge (252 Bath Road, Cheltenham)

HALLOWEEN TAKEOVER! FT. GHOSTED - THE UK'S PREMIER TRIBUTE TO THE BAND 'GHOST' // ICANTDIE

 Fri, 31 Oct at 07:30 pm Frog and Fiddle

live music at The Royal

 Sat, 25 Oct at 09:00 pm The Royal

Join Brush Party to paint the gorgeous 'Masquerade Moon' in Cheltenham

 Sun, 09 Nov at 06:00 pm Whittle Taps Cheltenham

Lunchtime Organ Recital by Fiona Brown

 Tue, 07 Oct at 01:15 pm Cheltenham College Chapel, Sandford Rd, Cheltenham GL53 7LD

The Book of Mormon, Bristol Hippodrome (Marchants Coaches tour)

 Sat, 25 Oct at 10:00 am Marchant's

Cheltenham International Film Festival

 Thu, 02 Oct at 05:00 pm Venues around Cheltenham - Cheltenham Playhouse and The Bacon Theatre - and beyond.

Tribute to Hans Zimmer

 Thu, 02 Oct at 06:30 pm Cheltenham Town Hall

Smokin Guns (The Cotswold Inn, Cheltenham)

 Fri, 19 Dec at 09:00 pm The Cotswold Inn