📅 October 2026 Events in Windsor

Padel4All Bracknell Vets 60+ 65+ at Padel4all Bracknell

Thu 1 Oct — Fri 2 Oct

Padel4All Bracknell Vets 60+ 65+

📍 Padel4all Bracknell

Midweek Chasing Numbers Oct 2026 at The Last Hop

Fri 2 Oct

Midweek Chasing Numbers Oct 2026

📍 The Last Hop

£18.00 - £27.00

Autumn Racing Weekend - Friday - Ascot Racecourse at Ascot Racecourse

Fri 2 Oct

Autumn Racing Weekend - Friday - Ascot Racecourse

📍 Ascot Racecourse

Dorney Duathlon & Triathlon - October at Dorney Lake

Sat 3 Oct

Dorney Duathlon & Triathlon - October

📍 Dorney Lake

£45.00 - £120.00

Sat 3 Oct

Run Dorney Lake - October

📍 Dorney Lake

£28.00 - £34.00

London & South East Tour - Weybridge Tennis Academy - 3-10-2026 at Weybridge Tennis Academy

Sat 3 Oct

London & South East Tour - Weybridge Tennis Academy - 3-10-2026

📍 Weybridge Tennis Academy

London & South East Tour - Spelthorne Community Tennis Centre - 3-10-2026 at Spelthorne Community Tennis Centre

Sat 3 Oct

London & South East Tour - Spelthorne Community Tennis Centre - 3-10-2026

📍 Spelthorne Community Tennis Centre

LTA Berks County Padel Championships Juniors @ Padel4All Bracknell - only players with Berkshire as at Padel4all Bracknell

Sat 3 Oct — Sun 4 Oct

LTA Berks County Padel Championships Juniors @ Padel4All Bracknell - only players with Berkshire as

📍 Padel4all Bracknell

Autumn Racing Weekend - Saturday - Ascot Racecourse at Ascot Racecourse

Sat 3 Oct

Autumn Racing Weekend - Saturday - Ascot Racecourse

📍 Ascot Racecourse

Neverland; The Peter Pan Light Drone Show at Royal Windsor Racecourse

Sat 3 Oct

Neverland; The Peter Pan Light Drone Show

📍 Royal Windsor Racecourse

Free - £81.34

The Autumn Lucky Dip Run at The Last Hop

Sun 4 Oct

The Autumn Lucky Dip Run

📍 The Last Hop

£18.00 - £35.00

London & South East Tour - Love Tripletts Tennis Academy - 4-10-2026 at Love Tripletts Tennis Academy

Sun 4 Oct

London & South East Tour - Love Tripletts Tennis Academy - 4-10-2026

📍 Love Tripletts Tennis Academy

View all 32

Family & Kids in Windsor27

Thorpe Park Resort 1 Day Entry at Thorpe Park Staines Lane Chertsey

Thu 1 Oct

Thorpe Park Resort 1 Day Entry

📍 Thorpe Park Staines Lane Chertsey

From £32.00

Chessington World Of Adventures Resort at Chessington World Of Adventures Resort

Fri 2 Oct

Chessington World Of Adventures Resort

📍 Chessington World Of Adventures Resort

From £4.00

Sat 3 Oct

Chessington World Of Adventures Resort

📍 Chessington World Of Adventures Resort

From £10.00

Sun 4 Oct

Chessington World Of Adventures Resort

📍 Chessington World Of Adventures Resort

From £10.00

Mon 5 Oct

Chessington World Of Adventures Resort

📍 Chessington World Of Adventures Resort

From £9.00

Fri 9 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £4.00

Sun 11 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £20.00

Mon 12 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £32.00

Fri 16 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £4.00

Sat 17 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £15.00

Mon 19 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £32.00

Tue 20 Oct

Chessington World Of Adventures Resort 1 Day Entry

📍 Chessington World Of Adventures Resort

From £5.00

View all 27

Music & Concerts in Windsor27

Thu 1 Oct

The Children

📍 Lyric Hammersmith

From £12.00

Fri 2 Oct

The Children

📍 Lyric Hammersmith

From £12.00

The Alter Eagles at Norden Farm Centre For The Arts.

Fri 2 Oct

The Alter Eagles

📍 Norden Farm Centre For The Arts.

From £25.50

Absolute Amy: The Amy Winehouse Live Show at Arch 2

Fri 2 Oct — Sat 3 Oct

Absolute Amy: The Amy Winehouse Live Show

📍 Arch 2

£10

Sat 3 Oct

The Children

📍 Lyric Hammersmith

From £12.00

The Royal Harmonics - 25th Anniversary Concert at Norden Farm Centre For The Arts

Sat 3 Oct

The Royal Harmonics - 25th Anniversary Concert

📍 Norden Farm Centre For The Arts

From £18.00

Sat 3 Oct

Rachael McShane & The Cartographers

📍 Norden Farm Centre For The Arts

From £18.50

Oktoberfest 2026 at Royal Windsor Racecourse! at Royal Windsor Racecourse

Fri 9 Oct

Oktoberfest 2026 at Royal Windsor Racecourse!

📍 Royal Windsor Racecourse

£24.36 - £53.38

Grumpy O Sheep at Norden Farm Centre For The Arts.

Fri 9 Oct

Grumpy O Sheep

📍 Norden Farm Centre For The Arts.

From £17.50

Hans Raj Hans Live in London. Second Show Announced at Sofitel London Heathrow

Sat 10 Oct

Hans Raj Hans Live in London. Second Show Announced

📍 Sofitel London Heathrow

£38.62 - £103.63

St John’s Chamber Orchestra at Norden Farm Centre For The Arts.

Sat 10 Oct

St John’s Chamber Orchestra

📍 Norden Farm Centre For The Arts.

From £21.50

Wed 14 Oct

The Searchers & The Hollies Experience

📍 Norden Farm Centre For The Arts.

From £26.00

View all 27

Comedy in Windsor13

Octobers Comedy in Englefield Green at Harvest Road Englefield Green

Fri 2 Oct

Octobers Comedy in Englefield Green

📍 Harvest Road Englefield Green

Michael Akadiri: Don't Call Me Uncle! at Norden Farm Centre For The Arts

Thu 8 Oct

Michael Akadiri: Don't Call Me Uncle!

📍 Norden Farm Centre For The Arts

From £15.00

Fri 9 Oct

Finlay Christie: Champagne Casanova

📍 Norden Farm Centre For The Arts.

From £19.50

Thu 15 Oct

Getting Triggy With It: Matt Parker does the maths

📍 Norden Farm Centre For The Arts.

From £26.50

Fri 16 Oct

Stuart Goldsmith: Canary

📍 Norden Farm Centre For The Arts.

From £18.00

October's Comedy in Holyport at Holyport Memorial Hall

Fri 16 Oct

October's Comedy in Holyport

📍 Holyport Memorial Hall

October's Comedy at Cordes Hall at Cordes Hall

Sat 17 Oct

October's Comedy at Cordes Hall

📍 Cordes Hall

Comedy Club at Sheraton Skyline Hotel London Heathrow

Mon 19 Oct

Comedy Club

📍 Sheraton Skyline Hotel London Heathrow

Aurie Styla: Maverick at Norden Farm Centre For The Arts.

Thu 22 Oct

Aurie Styla: Maverick

📍 Norden Farm Centre For The Arts.

From £19.50

Comedy at the Vault Morden at The Vault Morden

Thu 22 Oct

Comedy at the Vault Morden

📍 The Vault Morden

From £16.00

Comedy in Addlestone at Addlestone Community Centre

Fri 23 Oct

Comedy in Addlestone

📍 Addlestone Community Centre

Larry Dean: Hellbent at Norden Farm Centre For The Arts.

Fri 30 Oct

Larry Dean: Hellbent

📍 Norden Farm Centre For The Arts.

From £17.99

View all 13

Seasonal & Holiday in Windsor8

Halloween Extravaganza at Kew Little Pigs Farm Ltd

Sat 24 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

The Halloween Warm-Up Watford at Dunnings 2

Sat 24 Oct — Sun 25 Oct

The Halloween Warm-Up Watford

📍 Dunnings 2

From £8.00

Sun 25 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Tue 27 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Wed 28 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Thu 29 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Fri 30 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Sat 31 Oct

Halloween Extravaganza

📍 Kew Little Pigs Farm Ltd

From £26.50

Business & Networking in Windsor6

Corporate Showcase at Cumberland Lodge at Cumberland Lodge

Tue 6 Oct

Corporate Showcase at Cumberland Lodge

📍 Cumberland Lodge

Meet the funder-Berkshire Community Foundation at 29 Church St

Wed 7 Oct

Meet the funder-Berkshire Community Foundation

📍 29 Church St

Mon 19 Oct — Tue 20 Oct

The Art of Facilitating Collaboration

£1200.00

Berkshire Mummies Business Networking, The Greene Oak, Windsor, 20th Oct 26 at The Greene Oak

Tue 20 Oct

Berkshire Mummies Business Networking, The Greene Oak, Windsor, 20th Oct 26

📍 The Greene Oak

£19.67

Marlow Professionals Club at Crowne Plaza Marlow, an IHG Hotel

Thu 22 Oct

Marlow Professionals Club

📍 Crowne Plaza Marlow, an IHG Hotel

£16.96

Navigating Complex Challenges Together at Thames Hospice

Thu 22 Oct — Fri 23 Oct

Navigating Complex Challenges Together

📍 Thames Hospice

£1200.00

Theatre & Performing Arts in Windsor6

High School Musical at Troubadour Wembley Park

Tue 13 Oct

High School Musical

📍 Troubadour Wembley Park

From £39.60

Krapp's Last Tape at Norden Farm Centre For The Arts.

Fri 16 Oct

Krapp's Last Tape

📍 Norden Farm Centre For The Arts.

From £20.00

Tue 27 Oct

Luca Silvestrini's The Magic Flute

📍 Norden Farm Centre For The Arts.

From £6.50

Escalate Arts presents: The Tailor of Gloucester at Staines Library Hub at Staines Library Hub and room hire

Thu 22 Oct

Escalate Arts presents: The Tailor of Gloucester at Staines Library Hub

📍 Staines Library Hub and room hire

Kevin Quantum Anti-Gravity: Thrilling and Beautiful Magic at Norden Farm Centre For The Arts.

Thu 29 Oct

Kevin Quantum Anti-Gravity: Thrilling and Beautiful Magic

📍 Norden Farm Centre For The Arts.

From £19.50

Fri 30 Oct

A Tale of Us

📍 Norden Farm Centre For The Arts.

From £15.00

Games in Windsor5

World Chess League 2027 Season at Online

Sun 4 Oct — Mon 5 Oct

World Chess League 2027 Season

📍 Online

Southall Junior Rapidplay at Parkside Yards

Sat 17 Oct

Southall Junior Rapidplay

📍 Parkside Yards

20/20 Chess Championships at Eton College @ Windsor

Sat 17 Oct

20/20 Chess Championships

📍 Eton College @ Windsor

Southall FIDE Congress at Parkside Yards

Sat 17 Oct — Sun 18 Oct

Southall FIDE Congress

📍 Parkside Yards

Uxbridge LJCC Qualifier at Our Lady of Lourdes Church Hall @ Osborn Road

Sun 25 Oct

Uxbridge LJCC Qualifier

📍 Our Lady of Lourdes Church Hall @ Osborn Road

Markets & Fairs in Windsor4

Sandown Park Racecourse - The Premier Wedding Expo at Sandown Park Racecourse

Sun 4 Oct

Sandown Park Racecourse - The Premier Wedding Expo

📍 Sandown Park Racecourse

Denham Grove Wedding Show - October 2026 at Denham Grove Hotel

Sun 11 Oct

Denham Grove Wedding Show - October 2026

📍 Denham Grove Hotel

Guides for Brides The Bull Hotel Wedding Fair, Buckinghamshire, SL9 7PA at The Bull Hotel

Sun 18 Oct

Guides for Brides The Bull Hotel Wedding Fair, Buckinghamshire, SL9 7PA

📍 The Bull Hotel

Luxury Asian Bridal Show 2026 at London Heathrow Marriott Hotel

Sun 25 Oct

Luxury Asian Bridal Show 2026

📍 London Heathrow Marriott Hotel

Workshops & Classes in Windsor4

Thu 1 Oct

MLS Advanced Course

📍 STaR Centre

£434.07

The Art of iPhone Photography with Hannah Gamble at Eton College

Tue 6 Oct

The Art of iPhone Photography with Hannah Gamble

📍 Eton College

£16.96

Young Carers Champion in the Workplace at Best Start Family Hub Windsor

Thu 22 Oct

Young Carers Champion in the Workplace

📍 Best Start Family Hub Windsor

ACOTAR 6: The Slumber Party - Bracknell at Waterstones

Mon 26 Oct

ACOTAR 6: The Slumber Party - Bracknell

📍 Waterstones

£5.00 - £28.00

More events in Windsor

Festivals

Kew Little Pigs Farm Halloween Holiday Club at Kew Little Pigs Farm Ltd

Mon 26 Oct

Kew Little Pigs Farm Halloween Holiday Club

📍 Kew Little Pigs Farm Ltd

From £80.00

Festivals

Maidenhead Coffee Festival 2026 at Desborough Bowling Club

Sun 4 Oct

Maidenhead Coffee Festival 2026

📍 Desborough Bowling Club

£12.50 - £15.00

Festivals

Berkshires Mind Body Spirit Fayre, Fredricks Hotel Maidenhead at Fredrick's Hotel & Spa

Sun 4 Oct

Berkshires Mind Body Spirit Fayre, Fredricks Hotel Maidenhead

📍 Fredrick's Hotel & Spa

£6.13

Walks & Outdoors

Neverland: The Peter Pan Drone Light Show at Royal Windsor Racecourse

Sat 3 Oct

Neverland: The Peter Pan Drone Light Show

📍 Royal Windsor Racecourse

Walks & Outdoors

The Marlow Donkey at Liston Hall (Marlow Community Association)

Sun 4 Oct

The Marlow Donkey

📍 Liston Hall (Marlow Community Association)

Walks & Outdoors

Fungi; an amazing walk and talk - Woolley Firs, Saturday 17 October at Woolley Firs Environmental Education Centre

Sat 17 Oct

Fungi; an amazing walk and talk - Woolley Firs, Saturday 17 October

📍 Woolley Firs Environmental Education Centre

£26.99

Speed Dating & Singles

30s & 40s Singles Night at Bootlegger London| Love at First Sign at The Bootlegger Richmond

Tue 20 Oct

30s & 40s Singles Night at Bootlegger London| Love at First Sign

📍 The Bootlegger Richmond

From £20.00

Speed Dating & Singles

BIG Halloween Singles Party Sat Oct 31st in Maidenhead Max 250 at Birds Hill Golf Club

Sat 31 Oct — Sun 1 Nov

BIG Halloween Singles Party Sat Oct 31st in Maidenhead Max 250

📍 Birds Hill Golf Club

From £15.00

Speed Dating & Singles

BIG Singles Party Max 250 + Interactive Game in Maidenhead Sat Oct 31st at Bird Hills Golf Centre

Sat 31 Oct — Sun 1 Nov

BIG Singles Party Max 250 + Interactive Game in Maidenhead Sat Oct 31st

📍 Bird Hills Golf Centre

£15.00 - £32.67

Wellness & Mindfulness

OPTIMISE YOUR SETTINGS FOR A MORE POWERED UP & HAPPIER VERSION at De Vere Beaumont Estate

Sat 3 Oct

OPTIMISE YOUR SETTINGS FOR A MORE POWERED UP & HAPPIER VERSION

📍 De Vere Beaumont Estate

£44.04

Wellness & Mindfulness

VCSP of Windsor & Maidenhead - Health & Wellbeing Forum at Best Start Family Hub Windsor

Thu 8 Oct

VCSP of Windsor & Maidenhead - Health & Wellbeing Forum

📍 Best Start Family Hub Windsor

Wellness & Mindfulness

Gather & Ground - A Seasonal Autumn Workshop at Windsor Baptist Church (Treehouse Cafe)

Sat 10 Oct

Gather & Ground - A Seasonal Autumn Workshop

📍 Windsor Baptist Church (Treehouse Cafe)

£33.22

Nightlife & Clubbing

Over 30's Rewind: Daytime Clubbing - Garage Edition at Bar Italia

Sat 3 Oct

Over 30's Rewind: Daytime Clubbing - Garage Edition

📍 Bar Italia

Nightlife & Clubbing

South Bucks Social at The Old Distillery

Sat 10 Oct — Sun 11 Oct

South Bucks Social

📍 The Old Distillery

From £10.00

Community & Social

A Cultured Mosaics Charity Dinner at Aroma

Thu 29 Oct

A Cultured Mosaics Charity Dinner

📍 Aroma

£36.73 - £42.42

LGBTQ+

FREE 40+ Afternoon Lesbian Social Sat Oct 3rd in Windsor at The Waterman's Arms

Sat 3 Oct

FREE 40+ Afternoon Lesbian Social Sat Oct 3rd in Windsor

📍 The Waterman's Arms

Literary

Chiltern Kills 2026 crime and thriller festival in aid of charity at Colston Hall