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Events in Windsor — October 2026

October 2026: events in Windsor.

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Top picks for October 2026

10 events are listed in Windsor. These are the ones we'd start with.

Kane Brown - Crowd Work King

Fri, Oct 16

Kane Brown - Crowd Work King

High Wycombe Town Hall. · Windsor

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Nigel Havers - Talking B*ll*cks

Sat, Oct 24

Nigel Havers - Talking B*ll*cks

Wycombe Swan Theatre · Windsor

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Susan Calman: Tall Tales

Tue, Oct 20

Susan Calman: Tall Tales

Wycombe Swan Theatre · Windsor

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Runners seen from behind on a riverside promenade at golden hour with a stone bridge and old city buildings — AI-generated illustration

Sat, Oct 31

Fireworks Spectacular Family Raceday

Ascot Racecourse · Windsor

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Open-air concert crowd on a lawn facing a stage in the afternoon — AI-generated illustration

Sat, Oct 24

Noasis

The Boxmoor Playhouse · Windsor

From £22

Kevin Bloody Wilson - Fair Dinkum Funny

Thu, Oct 15

Kevin Bloody Wilson - Fair Dinkum Funny

The Beck Theatre · Windsor

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Kane Brown - Crowd Work King

Fri, Oct 16

Kane Brown - Crowd Work King

High Wycombe Town Hall. · Windsor

See ticket options

Cyclist seen from behind riding a coastal road beside the sea at sunset — AI-generated illustration

Sat, Oct 17

Qipco British Champions Day

Ascot Racecourse · Windsor

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Susan Calman: Tall Tales

Tue, Oct 20

Susan Calman: Tall Tales

Wycombe Swan Theatre · Windsor

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Simon Brodkin: Unleashed

Wed, Oct 21

Simon Brodkin: Unleashed

Wycombe Swan Theatre · Windsor

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Boyzlife Featuring Keith Duffy & Brian McFadden

Thu, Oct 22

Boyzlife Featuring Keith Duffy & Brian McFadden

Wycombe Swan Theatre · Windsor

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Outdoor concert crowd facing a glowing stage at dusk — AI-generated illustration

Sat, Oct 24

Noasis

The Boxmoor Playhouse · Windsor

From £22

Nigel Havers - Talking B*ll*cks

Sat, Oct 24

Nigel Havers - Talking B*ll*cks

Wycombe Swan Theatre · Windsor

See ticket options

Two spectators in coats, seen from behind, look out over a floodlit stadium. — AI-generated illustration

Sat, Oct 31

Fireworks Spectacular Family Raceday

Ascot Racecourse · Windsor

See ticket options

Two MR P's In a Podcast Live - Let That Be a Lesson...

Sat, Oct 31

Two MR P's In a Podcast Live - Let That Be a Lesson...

Wycombe Swan Theatre · Windsor

See ticket options

More in Windsor

Windsor city guideAll Windsor eventsWindsor this month

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