Entertainment events in Cheltenham

Check out happening entertainment events all around Cheltenham, EN

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

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

Christmas - The Candlelight Concert - Princess Hall - Cheltenham Ladies College

 Sun, 14 Dec at 07:30 pm Cheltenham Ladies' College

Cheltenham: Swing Into Christmas (2025 Tour)

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

Dick Whittington

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

Beauty and the Beast

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

48th Veterans Pow Wow 2025

 Sat, 01 Nov at 12:30 pm The Tithe Barn Community Centre, 19 Cheltenham Road, Bishops Cleeve, Cheltenham, GL52 8LU

Christmas Karaoke

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

Gladys Knight Tribute

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

Gig Life Xmas Party

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

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

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

Whose trophy is it Anyway? - 4!

 Wed, 12 Nov at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Katya Gorrie Quartet at the Steam and Whistle, Cheltenham

 Wed, 17 Dec at 07:30 pm The Steam and Whistle GBP 10 to 18

Risky Galore Live! The Bell Inn, Shurdington.

Sat, 22 Nov at 08:30 pm The Bell Inn

The Haunted Apartment Party

 Fri, 31 Oct at 09:30 pm The Apartment Cheltenham Bar GBP 5

Black Sabbitch in Cheltenham, UK

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

NIGHTMARE NOVEMBER // DHAMPYRES // FLEISCH // ELDERMOTHER

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

Musical Bingo Christmas Special at Harvester Redgrove (Cheltenham) - Thursday 11th December 7pm

 Thu, 11 Dec at 07:00 pm Redgrove Harvester

GVO: Reggae Roast, Mr Williamz, DJ Format & more…

 Sat, 29 Nov at 03:00 pm The Steam and Whistle

Sing Along Christmas Carols

 Fri, 19 Dec at 06:00 pm Mill Street, Prestbury, Cheltenham

Charity Finance and Compliance: SORP Update & Strategic Planning

 Sat, 08 Nov at 09:30 am The Exmouth Arms GBP 0 to 20

Jack Pearce Quintet with special guest Dom Franks

 Wed, 19 Nov at 07:30 pm 16 Bennington Street, GL50 4ED Cheltenham, United Kingdom

Gareth Malone

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

Come & Sing - The Armed Man

 Sat, 08 Nov at 10:00 am St Mary’s Church, Charlton Kings

The Music of Harry Potter by Mystery Ensemble

 Thu, 04 Dec at 07:00 pm Cheltenham Town Hall GBP 20

Tom Stade: Naughty by Nature

 Wed, 19 Nov at 08:00 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

RULED BY RAPTORS // THE ME! ME! MES? // DEADLY NIGHTSHADE

 Sat, 15 Nov at 07:30 pm Frog and Fiddle

Stroud Jazz Club Jam comes to Smokey Joe's

 Sat, 01 Nov at 07:30 pm Smokey Joe's Cafe Bar, Diner & Venue

Pittville Pump Room Christmas Lights Switch On

 Sat, 22 Nov at 02:00 pm Pittville Pump Room

Christmas Movie Magic

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

The Brewery Quarter's Christmas Launch Party

 Sat, 22 Nov at 02:00 pm High Street , GL50 4FA Cheltenham, United Kingdom

Let's Talk Well Carol Service 2025

 Tue, 02 Dec at 07:00 pm Christ Church Cheltenham

Peter Andre in The Very Best of Frankie Valli and the Four Seasons

 Fri, 16 Jan at 07:30 pm Everyman Theatre - Cheltenham

Northern Live - Do I Love You

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

The Crooners Christmas Special - Cheltenham

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

A Season to Sing

 Sat, 29 Nov at 07:30 pm St. Mary's Church, Prestbury

Comedy Huddle

 Fri, 28 Nov at 07:45 pm Smokey Joe's Diner, Bar and Venue GBP 11 to 13

BROKEN JAW // CONVEY // CHERRYDEAD // FT. 'P-ROCK: THE DOC' - FULL SCREENING!

 Sat, 01 Nov at 04:00 pm Frog And Fiddle.

SCREAMING DEAD'S ANNUAL YULETIDE BASH! // Ft. WITCHDOKTORS // THE GO GO CULT

 Sat, 13 Dec at 07:30 pm Frog and Fiddle

Let's Hear It For The GURLZ!

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

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

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

Happy Hips with Susanne Lahusen

 Sun, 02 Nov at 02:00 pm Orangeyoga Studio

BOTANIST BINGO 🎶

 Thu, 06 Nov at 07:00 pm The Botanist Cheltenham

Howlers November

 Sun, 30 Nov at 08:00 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

Christmas Comedy Night

Sat, 13 Dec at 08:00 pm 140 Gloucester Rd, Cheltenham

Fully Charged Presents: Spyda (Live), Kelvin 373 + more...

 Sat, 29 Nov at 10:00 pm UNDER the PROM

House Revolution UK Christmas House Party

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

Charlton Kings Christmas Fayre

 Fri, 05 Dec at 03:00 pm 26 Church Street, Church Piece, Charlton Kings, Cheltenham, GL53 8AR Cheltenham, United Kingdom

One-Two Live @ The Spectre, Cheltenham

 Sat, 20 Dec at 09:00 pm The Spectre pub Cheltenham

BUBLÉ BY CANDLELIGHT AT CHRISTMAS - CHELTENHAM TOWN HALL

 Mon, 01 Dec at 07:30 pm Cheltenham Town Hall

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

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

Dan Newberry Quartet at the Steam and Whistle, Cheltenham

 Wed, 19 Nov at 07:30 pm The Steam and Whistle GBP 10 to 18

Beginner Tibetan Singing Bowl Workshop with Becky Cresswell

 Sat, 29 Nov at 12:30 pm Orangeyoga Studio

Live Music with the Malone Brothers at Tailors

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

Beyond 30 Presents... Daytime Clubbing | Cheltenham🎅🏻

 Sat, 06 Dec at 04:00 pm Home and Botanic Nightclub Cheltenham

The Eclectic Cinema presents: 12 Monkeys (1995)

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

Pied Piper Appeal November Races

Fri, 14 Nov at 11:00 am Clavell & Hind

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

Christmas Fayre

 Sun, 07 Dec at 11:00 am Talking Heads Free

Gig Life 4

Fri, 16 Jan at 07:00 pm Steam & whistle Cheltenham

Charlton Kings Children's Christmas Party

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

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

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

CPO Autumn Concert 2025 : Light from Darkness

Sun, 16 Nov at 03:00 pm Cheltenham Ladies' College

The Eclectic Cinema presents: Carol (2015)

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

Cheltenham Singers Christmas Concert

 Sat, 13 Dec at 04:00 pm Christ Church, Malvern Road, Cheltenham

Santa's Tea Party

 Sun, 21 Dec at 10:00 am Pittville Pump Room

🎅🏻🎄🎁Christmas on The Green🎁🎄🎅🏻

 Sat, 29 Nov at 01:30 am The Green, Bishops Cleeve

Autumn Lecture - Andrew Taylor: Jazz

 Tue, 25 Nov at 02:00 pm Grafton Road, GL50 2DD Cheltenham, United Kingdom

Smokin Guns (The Cotswold Inn, Cheltenham)

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

Princess Afternoon Tea

 Sun, 07 Dec at 04:00 pm GL52 3JE

Motown Soul and Funk disco with live saxophonist

Thu, 11 Dec at 07:00 pm Victory Club

Princess Afternoon Tea

 Sun, 14 Dec at 04:00 pm GL52 3JE

Halloween Party LIVE MISIC

Fri, 31 Oct at 07:00 am The Beaufort Arms Cheltenham

Maggie's in Cheltenham Carol Concert 2025

 Tue, 09 Dec at 07:00 pm Christ Church Cheltenham GBP 0 to 13

80's Day Disco: Cheltenham 🪩

 Sat, 14 Feb at 03:00 pm Home and Botanic Nightclub Cheltenham

Christmas with Lucy Moon (Jazz at the Suffolk Arms)

 Fri, 19 Dec at 08:00 pm The Suffolk Arms

Celebrate Christmas Eve with us

 Wed, 24 Dec at 08:00 pm 21 Church Street, Cheltenham, United Kingdom

Marchants Coach tour - Strictly Come Dancing Live Tour 2026!

 Sat, 24 Jan at 09:40 am Marchant's

OVER 30'S CHRISTMAS DAYTIME CLUBBING - CHELTENHAM

Sat, 13 Dec at 04:00 pm Popworld - Cheltenham

D&D 5E Open Table - The Bookends

 Sat, 01 Nov at 11:00 am School House Café Free

90s & 2000s RnB/Hip Hop Party

Fri, 07 Nov at 10:00 pm Under the Prom

Propaganda Cheltenham - Indie Day Party for Over 25s - Halloween Special!

 Sat, 01 Nov at 04:00 pm MooMoo Clubrooms Cheltenham

fundraising gig for Yazan

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

HOMECOMING XMAS PARTY: 4ft Fingers // Broken Jaw // Lickshot // Prodigal

 Sat, 13 Dec at 07:00 pm The Steam and Whistle

James Hopkins Trust Christmas Fair

Sun, 23 Nov at 10:00 am Shurdington Community Centre

CHELTENHAM CHAMBER ORCHESTRA CONCERT - 8th March 2026

 Sun, 08 Mar at 04:00 am St Andrew's United Reformed Church GBP 0 to 24

Risky Galore Live!! Albion House, Cheltenham

 Sun, 28 Dec at 03:30 pm Albion House Social Club

80s vs 90s Halloween Day Party: Cheltenham 🎃

 Sat, 01 Nov at 03:00 pm Home and Botanic Nightclub

Cromer: Thursford Christmas Spectacular - Virginia Court Hotel, 3 nights

 Thu, 04 Dec at 06:40 am Marchant's

Harry Potter - Studio Tour

 Tue, 02 Dec at 06:40 am Marchant's

Santa's Christmas Party - the show where every child receives a present from Father Christmas!

 Tue, 09 Dec at 10:30 am The Bacon Theatre

AUDIO JUNK FOOD PRESENTS: Pentire

 Thu, 13 Nov at 07:30 pm The Frog & Fiddle, Cheltenham

Zumba for Pudsey - Children in Need 2025

 Fri, 14 Nov at 06:00 pm Prestbury Hall, Bouncers Lane

The BIG NIGHT OUT - 90s & 00s Watson Hall, Tewkesbury

 Sat, 15 Nov at 07:30 pm Watson Hall

OVER 30s CHRISTMAS DAY PARTY - CHELTENHAM🎅

 Sat, 06 Dec at 04:00 pm Home and Botanic Nightclub

The Fleetwood Mack Experience

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

Strictly Ceroc New Years Eve Party Wednesday the 31st December at the Toddington Village Hall.

 Wed, 31 Dec at 08:00 pm Toddington Village Hall GL54 5DU