Entertainment events in Cheltenham

Check out happening entertainment events all around Cheltenham, EN

Christmas Comedy Night

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

OVER 30'S DAY CLUBBING CHELTENHAM

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

Cheltenham: Swing Into Christmas (2025 Tour)

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

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

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

An Evening of Music in Aid of Vale Wildlife Hospital

 Sat, 20 Dec at 07:00 pm Cheltenham College Chapel

Comedy Huddle Live

 Fri, 30 Jan at 07:00 pm Smokey Joe's Diner, Bar and Venue, Bennington Street, Cheltenham, UK

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

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

Christmas Movie Magic

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

Gig Life Xmas Party

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

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

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

Deck The Hall With Chris Moyles

 Fri, 19 Dec at 08:00 pm Imperial Square, GL50 1QA Cheltenham, United Kingdom

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

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

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

 Thu, 11 Dec at 07:00 pm Redgrove Harvester

The West End Day Party: Cheltenham 🎭

 Sat, 30 May at 03:00 pm Home and Botanic Nightclub Cheltenham

Live Music with the Malone Brothers at Tailors

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

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

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

Cheltenham Singers Christmas Concert

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

Gig Life 4

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

80's Day Disco: Cheltenham 🪩

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

Dick Whittington

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

Smokin Guns (The Cotswold Inn, Cheltenham)

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

DETTY December

 Sat, 20 Dec at 08:00 pm Under the Prom GBP 12 to 22

Sing Along Christmas Carols

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

Princess Afternoon Tea

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

ALCHEMY - A dIRE sTRAITS tRIBUTE!

 Sat, 20 Dec at 08:00 pm Frog and Fiddle

Christmas Karaoke

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

Carols for Christmas with The Oriel Singers

 Fri, 19 Dec at 07:00 pm Holy Apostles Church Cheltenham

A Christmas Celebration

 Sat, 13 Dec at 07:30 pm St Michael & All Angels Church, Bishop's Cleeve

One-Two Live @ The Spectre, Cheltenham

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

Children's choir (ages 2-8)

 Sun, 21 Dec at 09:30 am Grafton Road, GL50 2DD Cheltenham, United Kingdom

Northern Live - Do I Love You

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

Christmas Party!

Sat, 20 Dec at 06:00 pm STOKE ORCHARD ROAD, Cheltenham

Carols in the Park

 Sun, 21 Dec at 11:00 am Sandford Park

Celebrate Christmas Eve with us

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

Elijah Jeffery and Eddie Gripper at the Steam and Whistle, Cheltenham

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

Agathat Christie's The Unexpected Guest

 Thu, 05 Feb at 07:30 pm 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom

New Years Eve Disco

Wed, 31 Dec at 08:00 pm 140 Gloucester Rd, Cheltenham

The Crooners Christmas Special - Cheltenham

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

Santa's Tea Party

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

Join Us for Festive Cheer at the Everyman Theatre

 Thu, 11 Dec at 05:00 pm EVERYMAN THEATRE CHELTENHAM GBP 7 to 12

Tom Ollendorff at the Steam and Whistle, Cheltenham

 Wed, 21 Jan at 07:30 pm The Steam and Whistle GBP 10 to 18

People's Show Choir Cheltenham - A Family Festive Film Music Night

 Thu, 11 Dec at 07:30 pm St Matthew's Church GBP 0 to 12

Painting party in Cheltenham: Fioro Lounge

 Wed, 10 Dec at 07:00 pm Fioro Lounge (252 Bath Road, Cheltenham)

Marchants Coach tour - Strictly Come Dancing Live Tour 2026!

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

Katya Gorrie Quartet at the Steam and Whistle, Chelt | 17 Dec

 Wed, 17 Dec at 07:30 pm Steam and Whistle, GL51 8NW Cheltenham, United Kingdom

Retro Future Festival - Does the 80s

Sat, 14 Feb at 06:00 pm The Feathered Fish

Christmas Party

 Fri, 19 Dec at 05:00 pm 140 Gloucester Rd, Cheltenham

Mersey Beatles - Cheltenham

 Sun, 25 Jan at 07:30 pm The Bacon Theatre

The Take That Experience - Cheltenham Town Hall

 Sat, 21 Feb 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

TIM JONES: With love

 Sat, 21 Feb at 07:30 pm Parabola Arts Centre

Josh Widdicombe: Not My Cup of Tea

 Mon, 11 May at 07:30 pm Cheltenham Town Hall

Motown Soul and Funk disco with live saxophonist

Thu, 11 Dec at 07:00 pm Victory Club

80's Alive Duo

 Sat, 07 Feb at 08:00 pm 140 Gloucester Rd, Cheltenham

Comedy Huddle

 Fri, 20 Feb at 07:45 pm Smokey Joe's Cafe Bar, Diner & Venue

Painting party at The Hatherley Pub in Cheltenham

 Wed, 14 Jan at 07:00 pm The Hatherley Pub

Thought Control's Tribute to Pink Floyd

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

Christmas with Lucy Moon (Jazz at the Suffolk Arms)

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

IF ONLY WE COULD FLY presents NU-YEARS EVE!

 Wed, 31 Dec at 10:00 pm 2 Pigs

Yoga as a Somatic Practice Expanded Workshop with Susanne Lahusen

 Sat, 31 Jan at 01:30 pm Orangeyoga Studio

APRES SKI DAY PARTY

 Sat, 31 Jan at 03:00 pm UNDER the PROM

Carols by Candlelight

 Sun, 21 Dec at 07:00 pm Christ Church Cheltenham

CHELTENHAM CHAMBER ORCHESTRA CONCERT - 8th March 2026

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

OVER 30'S CHRISTMAS DAYTIME CLUBBING - CHELTENHAM

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

Sunny Afternoon, New Theatre Oxford

 Sat, 14 Feb at 10:15 am 61 Clarence Street, GL50 3LB Cheltenham, United Kingdom

NOSTALGIA BIAS / LYV / LUCY MILLIE / NIA RANI - Fundraiser Show for 'Disassociated' - A Short Film!

 Thu, 11 Dec at 07:00 pm Frog and Fiddle

TAP FACTORY Cheltenham Town Hall

 Wed, 18 Feb at 07:30 pm Cheltenham Town Hall

Reggae and R.B Disco for Adults with Jerk Chicken

Sat, 31 Jan at 03:00 pm The Somerset arms Cheltenham

FREE ENTRY ACOUSTIC SHOWCASE! - Ft. ADAM MUSTOE // FLORA FIORA // TOM CASSIDY // JARDINIÈRE & MORE!

 Sat, 17 Jan at 05:30 pm Frog and Fiddle

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

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

Marchants Coach tour - Strictly Come Dancing Live Tour 2026!

 Sun, 25 Jan at 08:40 am Marchant's

Dub Pistols in Cheltenham

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

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

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

The Greatest Showman; The Musical, Bristol Hippodrome

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

NYE - HOUSE PARTY: ROUND 3! Ft. CULT TREXY SOUNDSYSTEM / NEXBOUND / CHARLIE BAXTER / PUCK / DJ DAMO

 Wed, 31 Dec at 08:00 pm Frog and Fiddle

The Greatest Showman; The Musical, Bristol Hippodrome

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

The Dubliners Encore: Official Stage Show - Cheltenham

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

Kaiser Chiefs in

 Fri, 29 May at 12:00 pm Cheltenham Racecourse

Kaiser Chiefs in Cheltenham

 Fri, 29 May at 05:00 pm Cheltenham Racecourse

Winter Light

 Mon, 15 Dec at 07:00 pm Tewkesbury Abbey, UK

Cheltenham Residency 2025-6: English Symphony Orchestra Residency: Elgar, Vaughan Williams & Sawyers

 Sun, 01 Feb at 03:00 pm Cheltenham Town Hall

Mid Winter TANGO CAFÉ @ TITHE BARN, 1 Feb

 Sun, 01 Feb at 03:00 pm The Tithe Barn, Cheltenham Road, Bishop's Cleeve GL52

Cheltenham ROCKS Christmas!

 Tue, 16 Dec at 07:30 pm GL50 3PL

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

The Fleetwood Mack Experience

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

Christmas The Candlelight Concert

 Sun, 14 Dec at 07:30 pm Princess Hall At Cheltenham Ladies College

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

Chris McCausland: Yonks!

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

SCOTT LAVENE // DAN COOPER // DEAD ANYWAY

 Fri, 06 Feb at 07:30 pm Frog and Fiddle

House Revolution UK Christmas Party

 Sat, 13 Dec at 10:00 pm Cheltenham: Under The Prom

Blue & Blue 🎄CHRISTMAS PARTY🎄 | Gloucestershire’s Biggest Student Night 💙

 Wed, 10 Dec at 10:30 pm MooMoo Clubrooms Cheltenham

The Music of Luther Vandross - The Candlelight Concert

 Sat, 21 Feb at 07:30 pm Princess Hall At Cheltenham Ladies College

Cheltenham Festival 2026

 Tue, 10 Mar at 10:30 am Cheltenham Racecourse

Seren’s Fest

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

AUDIO JUNK FOOD PRESENTS: Mother Vulture

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

Noughties Day Party: Cheltenham 🦋

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

Blue & Blue ❄️ SNOW PARTY ❄️ | Gloucestershire’s Biggest Student Night 💙

 Wed, 17 Dec at 10:30 pm MooMoo Clubrooms Cheltenham

Blue & Blue Wednesdays | Gloucestershire’s Biggest Student Night 💙

 Wed, 07 Jan at 10:30 pm MooMoo Clubrooms Cheltenham

CHELTENHAM! The Worlds #1 Barry Manilow Concert - BOOK NOW

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