Cheltenham Festivals Events

Cheltenham Jazz Festival

Montpellier Gardens Montpellier Walk Cheltenham 29 Apr 2026

2000trees Festival

Upcote Farm 8 Jul 2026

2000trees Music Festival 2026 - Friday Tickets

Upcote Farm 10 Jul 2026

3 Daft Monkeys at Wychwood Festival

Wychwood Festival 29 May 2026

The film Orchestra at Fantasy Forest Festival Sudeley 2026

Sudeley Castle 19 Jul 2026

2000trees Music Festival 2026 - Thursday Tickets

Upcote Farm 9 Jul 2026

Wychwood Festival 2026 - Weekend - Kaiser Chiefs Tickets

Cheltenham Racecourse 29 May 2026

2000trees Music Festival 2026 - Saturday Tickets

Upcote Farm 11 Jul 2026

Cheltenham Pride 2026

Imperial Square and Gardens. Cheltenham 16 May 2026

Cheltenham Tri in the Park Junior & Adult Triathlon 2026

Leisureat cheltenham 11 Jul 2026

Sky Safari Night Glow Comes To - Gloucestershire

Cheltenham Race Course 11 Jul 2026

Paignton English Riviera Airshow

Marchant's 30 May 2026

Mind Expansion Pack 4 at DEYA Brewery

DEYA Brewing Company 5 Jun 2026

Tango FESTATHON

Cheltenham Town Hall 21 Aug 2026

Trance Day Party: Cheltenham 🔊

Home and Botanic Nightclub 5 Sep 2026

FamFest Live - Cheltenham

Cheltenham Racecourse 12 Jul 2026

The ABBA Day Party: Cheltenham💃🕺

Home and Botanic Nightclub 25 Apr 2026

Friends of Cheltenham Samaritans 1st Wine Festival - Saturday 13th June

Pip & Jims 13 Jun 2026

David Alnwick: The Signalman

Cheltenham Playhouse, 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom 29 May 2026

Classic Rock Day Party: Cheltenham 🤘

Home and Botanic Nightclub 19 Sep 2026

Fringe Festival Launch Variety Show

Cheltenham Playhouse, 47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom 22 May 2026

Vinestock 2026

The Vine Cheltenham 31 Jul 2026

Steam at Stanway

Stanway House, Cheltenham 23 May 2026

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

Frog and Fiddle 24 Apr 2026

ABARTH FESTIVAL 2026

Prescott Speed Hill Climb 11 Jul 2026

Cheltenham Cider Festival 2026

STOKE ORCHARD ROAD, Cheltenham 23 May 2026

The West End Day Party: Cheltenham 🎭

Home and Botanic Nightclub 30 May 2026

Peugeot Festival 2026

Prescott Speed Hill Climb 12 Jul 2026

Comedy Huddle - April

Smokey Joe's Diner, Bar and Venue, Bennington Street, Cheltenham, UK 24 Apr 2026

Comedy Huddle

Smokey Joe's Diner, Bar and Venue 24 Apr 2026

Motown Day Party: Cheltenham ✨

Home and Botanic Nightclub 27 Jun 2026

Ska Day Party: Cheltenham 🎺

Home and Botanic Nightclub 8 Aug 2026

Cheltenham Tribute Festival 2026

Cheltenham Racecourse 29 Aug 2026

Tulleys Tulip Garden & Hatton Garden Centre & Shopping village

61 Clarence Street, GL50 3LB Cheltenham, United Kingdom 23 Apr 2026

Disco Day Party: Cheltenham 💫

Home and Botanic Nightclub 11 Jul 2026

RHS Malvern Spring Festival, Three Counties Showground

Marchant's 10 May 2026

Comedy Huddle - May

Smokey Joe's Diner, Bar and Venue 22 May 2026

Force Fest: Episode 1

Cheltenham Town Hall 28 Jun 2026

Ibiza Anthems - 90's vs 00's - Cheltenham

Cheltenham: Under The Prom 4 Apr 2026

Seren’s Fest

Cheltenham Tigers RFC 2 May 2026

Cheltenham Food & Drink Festival

Montpellier Gardens, GL50 1SD Cheltenham, United Kingdom 19 Jun 2026

FCUK@PUGFEST

Prescott Hill Climb Circuit 12 Jul 2026

Mr Sleepybum's Dream Machine

47-53 Bath Road, GL53 7HG Cheltenham, United Kingdom 9 Apr 2026

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

Frog and Fiddle 5 Jun 2026

Wellesbourne Market &/Or Stratford Upon Avon

Marchant's 4 Apr 2026

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

Steam and Whistle, GL51 8NW Cheltenham, United Kingdom 15 Apr 2026

Metal 2 the Masses

Frog and Fiddle 5 Jun 2026

Portobello Road Market, London (Good Friday)

Marchant's 3 Apr 2026

Badgeworth Open Day

Badgeworth 7 Jun 2026

En Plein Air Art Competition, Montpellier Gardens, Cheltenham

Montpellier Gardens Cheltenham 6 Jun 2026

Team CPF Takeover - Chris Hemingway, Peter Lay, Tess Biddington, Roger West.,

Friends Meeting House, Cheltenham 16 Apr 2026

Mozart Requiem @ St Mary's Church

St Mary’s Church, Charlton Kings 1 Apr 2026

Ride on Time Cheltenham

Highbury Congregational Church 24 Apr 2026

Peak District via Buxton, Bakewell & Matlock

61 Clarence Street, GL50 3LB Cheltenham, United Kingdom 12 Apr 2026

Malvern Autum Show, Malvern Showground

Marchant's 26 Sep 2026

Wonderwool Show, Royal Welsh Showground

Marchant's 25 Apr 2026

Mozart for flute and strings

Old Baptist Chapel 30 Aug 2026

Brunch at The Ivy Cheltenham during Jazz Festival

The Ivy Montpellier 2 May 2026

Easter Extravaganza

Northleach Court Care Centre High Street, GL54 3PQ Cheltenham, United Kingdom 3 Apr 2026

Blackpool

Marchant's 7 Jun 2026

2000trees Music Festival 2026 - Weekend (Thu-Sat) Tickets

Upcote Farm 9 Jul 2026