Cheltenham · events

Things to do in Cheltenham, October 2026

Browse 11 upcoming events and things to do in Cheltenham during October 2026. Highlights include Oslo Twins plus support, Getting Triggy With It: Matt Parker Does The Maths, Hannah East: Express Yourself and more. Each listing links to tickets, venue details and practical visitor info.

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Getting Triggy With It: Matt Parker Does The Maths

Getting Triggy With It: Matt Parker Does The Maths

Cheltenham · Cheltenham Town HallSun, Oct 4Culture & Art
A cultural venue set for a performance or exhibition.

Oslo Twins plus support

Cheltenham · The Steam And WhistleSat, Oct 3Culture & Art

🎟️ From £12

Hannah East: Express Yourself

Hannah East: Express Yourself

Cheltenham · Huntingdon HallFri, Oct 16Culture & Art
Scott Bennett - Stuff

Scott Bennett - Stuff

Cheltenham · Huntingdon HallMon, Oct 19Culture & Art
Maisie Adam: Whatsherface

Maisie Adam: Whatsherface

Cheltenham · Cheltenham Town HallTue, Oct 20Culture & Art
Tim Burton's Universe by Mystery Ensemble

Tim Burton's Universe by Mystery Ensemble · Oct 23

Cheltenham · Parabola Arts CentreFri, Oct 23Events
Phil Wang: UH OH

Phil Wang: UH OH

Cheltenham · Cheltenham Town HallFri, Oct 23Culture & Art

🎟️ From £36

A live music performance.

The Sound of Musicals - Cheltenham

Cheltenham · Church of St Gregory the GreatSat, Oct 17Music

🎟️ From £16

Christopher Hall: Pizazz

Christopher Hall: Pizazz

Cheltenham · Cheltenham Town HallSun, Oct 25Culture & Art
Simon Brodkin: Unleashed

Simon Brodkin: Unleashed

Cheltenham · Cheltenham Town HallThu, Oct 29Culture & Art
Tim Burton's Universe by Mystery Ensemble

Tim Burton's Universe by Mystery Ensemble · Oct 31

Cheltenham · St Peter ChurchSat, Oct 31Events

More in Cheltenham

Cheltenham city guideAll Cheltenham eventsOpen full events finder

Autumn arts season

October tends to bring a strong indoor cultural calendar — film festivals, theatre and live music pick up as the weather cools.

  • Browse film festivals, theatre openings and live-music line-ups
  • Look for Halloween-season events later in the month
  • Check for autumn food and drink festivals while they’re still running