Entertainment events in Cheltenham

Check out happening entertainment events all around Cheltenham, EN

Kaiser Chiefs in Cheltenham

 Fri, 29 May at 05:00 pm Cheltenham Racecourse

The Greatest Showman; The Musical, Bristol Hippodrome

 Wed, 15 Apr at 03:30 pm 61 Clarence Street, GL50 3LB Cheltenham, United Kingdom

The Greatest Showman; The Musical, Bristol Hippodrome

 Wed, 29 Apr at 09:45 am 61 Clarence Street, GL50 3LB Cheltenham, United Kingdom

Kaiser Chiefs in

 Fri, 29 May at 12:00 pm Cheltenham Racecourse

The Dubliners in Cheltenham

 Tue, 24 Mar at 07:30 pm Cheltenham Town Hall

00's Silent Disco by Moonlight in Cheltenham Town Hall - ON SALE NOW!

 Fri, 10 Apr at 06:30 pm Cheltenham Town Hall

2000trees Music Festival 2026 - Friday Tickets

 Fri, 10 Jul at 08:00 am Upcote Farm EUR 331

Blue & Blue Wednesdays 💙 UOG VARSITY HOMECOMING OFFICIAL FINALE! 💙 Gloucestershire’s Biggest Student Night! 🤯

 Wed, 22 Apr at 09:30 pm MooMoo Clubrooms Cheltenham

Sophie Ellis-Bextor in Cheltenham

 Fri, 29 May at 05:00 pm

The film Orchestra at Fantasy Forest Festival Sudeley 2026

 Sun, 19 Jul at 03:00 pm Sudeley Castle

Jools Holland & His Rhythm & Blues Orchestra at Cheltenham Town Hall

 Thu, 11 Jun Cheltenham Town Hall

Blue & Blue Wednesdays 😍 HARRY STYLES APPRECIATION 😍 Gloucestershire’s Biggest Student Night! 🤯

 Wed, 04 Mar at 10:30 pm MooMoo Clubrooms Cheltenham

Blue & Blue Wednesdays 🍀 ST PATRICKS PARTY! 🍀Gloucestershire’s Biggest Student Night! 🤯

 Wed, 18 Mar at 10:30 pm MooMoo Clubrooms Cheltenham

2000trees Music Festival 2026 - Thursday Tickets

 Thu, 09 Jul at 08:00 am Upcote Farm EUR 331

saturdays at your place in

 Fri, 10 Jul at 10:00 am 2000 Trees 2025

2000trees Music Festival 2026 - Saturday Tickets

 Sat, 11 Jul at 08:00 am Upcote Farm EUR 341

Blue & Blue Wednesdays | Gloucestershire’s Biggest Student Night! 🤯

 Wed, 08 Apr at 09:30 pm MooMoo Clubrooms Cheltenham

Nightmares On Wax, Leftfield, SHOSH, Soweto Kinch, 2 Bad Mice in Cheltenham

 Fri, 05 Jun at 05:30 pm

Cheltenham Pride 2026

 Sat, 16 May at 11:00 am Imperial Square and Gardens. Cheltenham

Blue & Blue Wednesdays 💙 🪩 UOG OFFICIAL STUDENT AWARDS AFTER PARTY! 🪩Gloucestershire’s Biggest Student Night! 🤯

 Wed, 29 Apr at 09:30 pm MooMoo Clubrooms Cheltenham

Josh Widdicombe: Not My Cup of Tea

 Sat, 28 Mar at 07:30 pm Cheltenham Town Hall

Sky Safari Night Glow Comes To - Gloucestershire

 Sat, 11 Jul at 12:00 pm Cheltenham Race Course

💥 SKINT 2026!! 💥🏇 PRE RACEWEEK TAKEOVER! 🏇 Gloucestershire's Cheapest Night Out! 💯 Drinks 99p ALL NIGHT! 🤩 Tickets from 99p! 😲 Free Toasties! 🍞

 Mon, 09 Mar at 10:30 pm MooMoo Clubrooms Cheltenham

Summer Season Opening Day

 Sat, 28 Mar at 11:00 am Cheltenham Lido, Keynsham Road, GL537PU Cheltenham, United Kingdom

AUDIO JUNK FOOD PRESENTS: Mother Vulture

 Thu, 05 Mar at 07:30 pm The Frog & Fiddle, Cheltenham

Young Martyrs plus support from Saint Senara

 Sat, 21 Mar at 07:00 pm 16 Bennington Street, GL50 4ED Cheltenham, United Kingdom

Leftfield in Cheltenham

 Fri, 05 Jun at 12:00 pm

The Subways, The Wedding Present, Henning Wehn in Cheltenham

 Fri, 29 May at 12:00 pm

Mind Expansion Pack 4 at DEYA Brewery

 Fri, 05 Jun at 05:30 pm DEYA Brewing Company

Dr John Cooper Clarke // Cheltenham Town Hall

 Tue, 21 Apr at 07:30 pm Cheltenham Town Hall

Afrobeats Party🇳🇬🔥 | Cheltenham

Fri, 27 Feb at 10:00 pm Under the Prom

Noughties Day Party: Cheltenham 🦋

 Sat, 21 Mar at 03:00 pm Home and Botanic Nightclub

Thought Control's Tribute to Pink Floyd

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

Chris McCausland: Yonks!

 Sat, 14 Mar at 08:00 pm Cheltenham Town Hall

Dub Pistols in Cheltenham

 Sat, 28 Feb at 08:00 pm The Steam and Whistle

The ABBA Day Party: Cheltenham💃🕺

 Sat, 25 Apr at 02:00 pm Home and Botanic Nightclub

Retrospective of Garage

 Sat, 25 Jul at 03:00 pm Clavell and Hind, Elmstone Business Park, Cheltenham

A Vivaldi & Mozart Candlelight Experience In Cheltenham 🕯️Saturday 14th March

 Sat, 14 Mar at 05:00 pm St Matthew's Church

The Oceanaires Big Band and Clare Teal

Sat, 23 May at 07:30 pm Cheltenham Town Hall

Girl Power Live

Fri, 24 Apr at 07:30 pm Cheltenham Town Hall

Northern Live - Do I Love You

 Sat, 11 Apr at 07:30 pm Cheltenham Town Hall

The Fleetwood Mack Experience

 Sat, 11 Apr at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

FLUFF - Cheltenham with Jim 'Shaft' Ryan (Miss Moneypennys)

 Sat, 28 Feb at 03:00 pm UNDER the PROM

Wednesday | Bistro Bites Singles Dinner (24-34) | Cheltenham

 Wed, 11 Mar at 07:00 pm Hidden Location

The Princess Proms: Cheltenham (Second Session)

 Sat, 04 Jul at 05:15 pm Everyman Theatre GBP 13 to 46

Wednesday | Mystery Table Singles Dinner (30-40) | Cheltenham

 Wed, 18 Mar at 07:00 pm Hidden Location

The History of Rock- The Roses Theatre, Tewkesbury

 Fri, 06 Mar at 07:30 pm Roses Theatre, Tewkesbury

🎧 80s, 90s & 00s Silent Disco @ St Philips & St James, Cheltenham

 Fri, 22 May at 06:00 pm St Philip and St James Church

Festa Brasileira - Brazilian Party Night: Roda de Samba, Capoeira & Caipirinhas 🇧🇷

 Fri, 13 Mar at 07:00 pm Smokey Joe's Cafe Bar, Diner & Venue

Go Your Own Way - The Fleetwood Mac Legacy

 Fri, 27 Mar at 07:30 pm Cheltenham Town Hall

The Manfreds

 Sat, 30 May at 07:30 pm Roses Theatre, Tewkesbury

Mother's Day 🌷

 Sun, 15 Mar at 11:00 am The Botanist Cheltenham

Country Day Party: Cheltenham 🤠

 Sat, 25 Jul at 03:00 pm Home and Botanic Nightclub Cheltenham

Easter Disco

 Thu, 02 Apr at 04:00 pm Bishops Cleeve Football Club

Risky Galore Live @ Race Week!! Albion House, Cheltenham

 Wed, 11 Mar at 06:00 pm Albion House Social Club

BIFFY MCCLYRO // DOUBLE HEADER FT. 'A CELEBRATION OF BEGINNINGS' & 'THE GREATEST HITS'

 Fri, 24 Apr at 07:30 pm Frog and Fiddle

Moments of Pleasure presents: This Woman's Work

 Fri, 08 May at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

CHELTENHAM: Flamenco from Spain | Rebeca Ortega-Ramon Ruiz.

 Fri, 13 Mar at 07:00 pm Cheltenham Minster, St Mary's GBP 17 to 30

Seven Drunken Nights

 Wed, 29 Apr at 07:30 pm Roses Theatre, Tewkesbury

Comedy Huddle

 Fri, 27 Mar at 07:45 pm Smokey Joe's Diner, Bar and Venue GBP 11 to 13

The West End Day Party: Cheltenham 🎭

 Sat, 30 May at 02:00 pm Home and Botanic Nightclub

REWIND Back To The Old Skool 2026

 Sat, 18 Jul at 02:00 pm Under the Prom

NOT THE VICAR'S TEA PARTY #7!

 Sat, 20 Jun at 03:30 pm Frog and Fiddle

Motown Day Party: Cheltenham ✨

 Sat, 27 Jun at 02:00 pm Home and Botanic Nightclub

Ska Day Party: Cheltenham 🎺

 Sat, 08 Aug at 02:00 pm Home and Botanic Nightclub

The Cheltenham Wedding Show Sunday 22nd March 2026

 Sun, 22 Mar at 11:00 am Doubletree by Hilton Cheltenham Free

Disco Day Party: Cheltenham 💫

 Sat, 11 Jul at 02:00 pm Home and Botanic Nightclub

The Princess Proms: Cheltenham (First Session)

 Sat, 04 Jul at 01:30 pm Everyman Theatre GBP 13 to 46

Comedy Huddle

 Fri, 24 Apr at 07:45 pm Smokey Joe's Cafe Bar, Diner & Venue

Bailando Latino Salsa & Bachata Cheltenham

 Fri, 06 Mar at 07:30 pm Cheltenham & Gloucester Unitarians

A James Bond Concert Spectacular

 Fri, 12 Jun at 06:30 pm Cheltenham Town Hall

House Revolution UK Day Party with Paul Morrell

 Sat, 30 May at 02:00 pm UNDER THE PROM

Legally Blonde The Musical, Bristol Hippodrome

 Sat, 04 Jul at 09:45 am 61 Clarence Street, GL50 3LB Cheltenham, United Kingdom

The Two Tenors: Ollie Weston/Dom Franks Quintet at Smokey Joe's (Cheltenham) Thursday 19th March

 Thu, 19 Mar at 07:30 pm Smokey Joe's Cafe Bar, Diner & Venue

All Dayer Funk Motown and Soul. 3 Bands 3 D.Js

 Sat, 23 May at 02:00 pm Cheltenham Civil Service Football Club

Cheltenham Town Hall | BOOK NOW | BARRY MANILOW |

 Thu, 19 Mar at 07:30 pm Cheltenham Town Hall

Seren’s Fest

 Sat, 02 May at 11:00 am Cheltenham Tigers RFC

100 Years Celebration - Ceilidh Dance

Fri, 05 Jun at 07:00 pm Tithe Barn Bishops Cleeve

FROG & FIDDLE, Cheltenham, Glos

 Sat, 07 Mar at 06:00 pm Frog and Fiddle

Balearic Escape - Ibiza After Dark

Fri, 27 Feb at 07:00 pm The Apartment Cheltenham

Painting party at The Hatherley Pub in Cheltenham

 Wed, 04 Mar at 07:00 pm The Hatherley Pub

GLHC PRESENTS... PERP WALK // NOT WITHOUT PUNISHMENT // DEMEANOUR // CONCRE

 Mon, 02 Mar at 10:00 am The Frog & Fiddle, Cheltenham Free

Holst The Planets and Star Wars Suite

 Sat, 23 May at 07:30 pm Cheltenham Ladies' College

Joan’s Velvet Jacket – Live at The Strand, Cheltenham

 Sat, 18 Apr at 08:00 pm The Strand

West Cheltenham Arts Youth Theatre

 Mon, 13 Apr at 05:30 pm Common Ground Cheltenham

Workshop with Lana & Joel

 Sat, 13 Jun at 10:00 am Andoversford Village Hall

Comedy Huddle - March

 Fri, 27 Mar at 07:00 pm Smokey Joe's Diner, Bar and Venue, Bennington Street, Cheltenham, UK

METAL 2 THE MASSES 2026 - CHELTENHAM - HEAT 4 - LINE-UP SPLITS COMING SOON!

 Fri, 05 Jun at 07:00 pm Frog and Fiddle

Matt Forde - Defying Calamity

 Wed, 22 Apr at 07:30 pm Cheltenham Town Hall

FREE - West Cheltenham Arts sessions

Sat, 14 Mar at 10:00 am Common Ground Cheltenham

THE CLASS OF 55 THE ROSES TEWKESBURY

 Thu, 26 Mar at 07:30 pm Roses Theatre, Tewkesbury

The Jay Cee Big Band plays Count Basie

 Sun, 19 Apr at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Marshall King's Showtime

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

3 Daft Monkeys at Wychwood Festival

 Fri, 29 May at 07:00 pm Wychwood Festival

Mr Sleepybum's Dream Machine

 Thu, 09 Apr at 02:00 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Free Throw in Cheltenham

 Fri, 10 Jul at 12:00 pm

Paint & Cheese Night

 Thu, 09 Apr at 07:00 pm Roses Theatre, Tewkesbury

New Heights Nights

 Sat, 28 Feb at 05:00 pm The Steam and Whistle

Swing from Paris at the Steam and Whistle, Chelt | 15 April

 Wed, 15 Apr at 07:30 pm Steam and Whistle, GL51 8NW Cheltenham, United Kingdom

Comedy Huddle

 Fri, 26 Jun at 07:45 pm Smokey Joe's Diner, Bar and Venue GBP 11 to 13