Cheltenham · events

Things to do in Cheltenham, October 2026

Browse 9 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, The Sound of Musicals - Cheltenham and more. Each listing links to tickets, venue details and practical visitor info.

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

Maisie Adam: Whatsherface

Maisie Adam: Whatsherface

Cheltenham · Cheltenham Town HallTue, Oct 20Culture & Art
A live music performance.

The Sound of Musicals - Cheltenham

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

🎟️ From £16

Tim Burton's Universe by Mystery Ensemble

Tim Burton's Universe by Mystery Ensemble

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

Phil Wang: UH OH

Cheltenham · Cheltenham Town HallFri, Oct 23Culture & Art

🎟️ From £36

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
A cultural venue set for a performance or exhibition.

Forlorn plus support

Cheltenham · Frog And FiddleFri, Oct 23Culture & Art

🎟️ From £9

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