What's on in Cheltenham this week
We've gathered 48 events happening in Cheltenham between 26 Oct – 1 Nov across 22 venues — led by kids & family (11), film & cinema (9) and music (7), including 1 free-entry event, with 10 listings at Hub 8 MX. Click any event to see times, prices and book direct.
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Top picks this week
Hand-picked from 48 events
October Half Term: Ghosts, Pumpkins & Tudor Tales
Sudeley Castle, Cheltenham
Owl Experiences
Sudeley Castle, Cheltenham
Dracula - The Panto!
Everyman Theatre, Cheltenham
All 48 events
Tuesday 30 October
12 events
Paul Sinha: 2 Sinha Lifetime
Parabola Arts Centre, Cheltenham
Paul Sinha Presents 2 Sinha Lifetime
Parabola Arts Centre, Cheltenham
Halloween Party
The Wilson, Cheltenham
Three Little Pirate Pigs
Everyman Theatre, Cheltenham
Glhc Presents... Hardcore Halloween! Featuring Overpower!
The Frog & Fiddle, Cheltenham
Gary Davies 80s Party with Discos for Grown Ups
Cheltenham Town Hall, Cheltenham
Drag Music Quiz
Cheltenham Playhouse, Cheltenham
Cocktail Masterclass
Malmaison Cheltenham, Cheltenham
Halloween Morning in Aid of WellChild
Elkstone Studios, Cheltenham
Cat Video Fest 2026
Cheltenham Playhouse, Cheltenham
The Debut
Hub 8 MX, Cheltenham
Halloween Party with Tux Fizz
Dunkertons, Cheltenham
Friday 26 October
2 eventsWednesday 31 October
16 eventsMusicals Spooky Karaoke Hosted by the West End Girls!
Smokey Joe's, Cheltenham
Theodor von Holst by Candlelight
Holst Victorian House, Cheltenham
Spooky Specials
Gloucestershire Warwickshire Steam Railway, Cheltenham
Free Halloween Party
Clavell & Hind, Cheltenham
AI Panel
Hub 8 MX, Cheltenham
House of Horrors Halloween Party
Tailors, Cheltenham
Spooky Specials
Cheltenham Racecourse Station, Cheltenham
Fjord
Hub 8 MX, Cheltenham
Wallace & Gromit: The Curse of the Were-Rabbit
Hub 8 MX, Cheltenham
Spooky Specials
Toddington Station, Cheltenham
Synthetic Sincerity + the Last Screenwriter
Hub 8 MX, Cheltenham
After Dark at Sudeley Castle: a Victorian Murder Mystery
Sudeley Castle, Cheltenham
Oh My Drag! Presents... Frocky Horror Vol. 2 - a Halloween Drag Spooktacular!
The Frog & Fiddle, Cheltenham
Flight Club's Halloween Haunted House Party
The Brewery Quarter, Cheltenham
Cotswold Horse Fun Rides
Cotswold Farm Park, Cheltenham
Ink
Hub 8 MX, Cheltenham
Thursday 1 November
6 events
La Bola Negra
Hub 8 MX, Cheltenham
The Wild Robot
Hub 8 MX, Cheltenham
Tender Loving Care
Hub 8 MX, Cheltenham
Guided Cotswolds Dog Walks - Routes, Meeting Point, Ticketing and What to Bring for Owners
Cotswold Farm Park, Cheltenham
K-Pop Fantasy
Cheltenham Town Hall, Cheltenham
Sheep in the Box
Hub 8 MX, Cheltenham
Monday 29 October
4 events
Simon Brodkin: Unleashed
Cheltenham Town Hall, Cheltenham
The Howlers
Cheltenham Playhouse, Cheltenham
The Three Little Pigs
Cheltenham Playhouse, Cheltenham
Halloween Hootenanny III - Ft. Convey // Hollowkin // Azaleas // Della Nova
The Frog & Fiddle, Cheltenham
Saturday 27 October
5 eventsDracula - The Panto!
Everyman Theatre, Cheltenham
A Night of Whitney Houston
The Ivy Montpellier Brasserie, Cheltenham
We Will Rock You
Everyman Theatre, Cheltenham
Dwaec Animal Show
Dunkertons, Cheltenham
Jeremy Bowen: Truth Under Fire
Cheltenham Town Hall, Cheltenham
Sunday 28 October
3 eventsA Taste of Tuscany
Belgrave House Settebello, Cheltenham
Strange Tales for Halloween
Parabola Arts Centre, Cheltenham
Creative Explorers: October Half-Term
The Wilson, Cheltenham
Looking for events outside this week? Browse all 383+ upcoming events in Cheltenham →
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