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📅 October 2026 Events in Cheltenham

139 events in Cheltenham during October 2026.

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23 listedCommunity & Social in Cheltenham

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Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Pub Quiz at The Airs & Graces

Pub Quiz

The Airs & Graces

Check website · 19:30

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Nutrition for Neurodivergence at The Isbourne Wellbeing Centre

Nutrition for Neurodivergence

The Isbourne Wellbeing Centre

£25 · 18:30

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Macchina @ The Fox at The Fox in Dowdeswell

Macchina @ The Fox

The Fox in Dowdeswell

From £6.13 · 10:00

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Cheltenham Audio Tour: Reverence, Revelry Street at Trinity Cheltenham

Cheltenham Audio Tour: Reverence, Revelry Street

Trinity Cheltenham

£3.99 · 12:00

Cheltenham Homebrew Club at The Swan

Cheltenham Homebrew Club

The Swan

Free · 17:00

Christopher Hall @ Cheltenham Town Hall at Cheltenham Town Hall

Christopher Hall @ Cheltenham Town Hall

Cheltenham Town Hall

Check website · 20:00

+11more

20 listedMusic & Concerts in Cheltenham

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Creatives Collide at Airs And Graces

Creatives Collide

Airs And Graces

From £4 · 18:30

Tim Burton's Universe by Mystery Ensemble at Parabola Arts Centre

Tim Burton's Universe by Mystery Ensemble

Parabola Arts Centre

From £20 · 18:30

Imperial Haus Halloween Party at Imperial Huas

Imperial Haus Halloween Party

Imperial Huas

£10 · 18:00

Malvern Concert Club: Jess Gillam with Far Flung Trio at Festival Theatre

Malvern Concert Club: Jess Gillam with Far Flung Trio

Festival Theatre

Check website

Opus13 – CMS at Cheltenham Town Hall

Opus13 – CMS

Cheltenham Town Hall

£24 · 19:30

Yetii (UK) @ The Steam and Whistle at The Steam and Whistle

Yetii (UK) @ The Steam and Whistle

The Steam and Whistle

Check website · 20:00

Kid Hyena @ The Frog & Fiddle at The Frog & Fiddle

Kid Hyena @ The Frog & Fiddle

The Frog & Fiddle

Check website

THE MAMA ART CLUB DROP-IN & COFFEE MORNING at Common Ground Cafe

THE MAMA ART CLUB DROP-IN & COFFEE MORNING

Common Ground Cafe

£10 · 10:00

Jon Gomm @ West Malvern Social Club at West Malvern Social Club

Jon Gomm @ West Malvern Social Club

West Malvern Social Club

Check website · 21:00

Afrobeats Friday | Autumn Shutdown🍁 🇳🇬 at Cheltenham: Under The Prom

Afrobeats Friday | Autumn Shutdown🍁 🇳🇬

Cheltenham: Under The Prom

From £7 · 22:00

The NaNaz @ The Steam and Whistle at The Steam and Whistle

The NaNaz @ The Steam and Whistle

The Steam and Whistle

Check website

n0trixx @ The Frog & Fiddle at The Frog & Fiddle

n0trixx @ The Frog & Fiddle

The Frog & Fiddle

Check website

+8more

13 listedFamily & Kids in Cheltenham

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Sensory Room sessions - Oakwood at Oakwood Children's Centre

Sensory Room sessions - Oakwood

Oakwood Children's Centre

Free · 09:30

Soft play sessions - Oakwood at Oakwood Children's Centre

Soft play sessions - Oakwood

Oakwood Children's Centre

Free · 09:30

Left to Their Own Devices? - Cheltenham at Trinity Cheltenham

Left to Their Own Devices? - Cheltenham

Trinity Cheltenham

From £5.50 · 19:30

Togetherness Parenting Course - Understanding your child at Gardners Lane Children and Family CentreSold out

Togetherness Parenting Course - Understanding your child

Gardners Lane Children and Family Centre

Sold out at source

EHCP Training Session delivered by SENDIASS at Gardners Lane Childrens CentreSold out

EHCP Training Session delivered by SENDIASS

Gardners Lane Childrens Centre

Sold out at source

Striking Comic Con - Cheltenham at Leisure at Cheltenham

Striking Comic Con - Cheltenham

Leisure at Cheltenham

Free – £28.62 · 10:00

Rude Science at Cheltenham Town Hall

Rude Science

Cheltenham Town Hall

£18 · 11:00

Animal Experience Days at Cheltenham Animal Shelter at Cheltenham Animal Shelter

Animal Experience Days at Cheltenham Animal Shelter

Cheltenham Animal Shelter

£20 · 10:00

Soft play sessions - Gardners Lane at Gardners Lane Children and Family CentreSold out

Soft play sessions - Gardners Lane

Gardners Lane Children and Family Centre

Sold out at source

Aspire Under 11's Stay and Play October at Gardners Lane Childrens Centre

Aspire Under 11's Stay and Play October

Gardners Lane Childrens Centre

Free · 10:00

Animal Experience Day - SECONDARY SCH SESSION at Cheltenham Animal ShelterSold out

Animal Experience Day - SECONDARY SCH SESSION

Cheltenham Animal Shelter

Sold out at source

Sensory Room sessions - Gardners Lane at Gardners Lane Children and Family Centre

Sensory Room sessions - Gardners Lane

Gardners Lane Children and Family Centre

Free · 09:30

+1more

12 listedWorkshops & Classes in Cheltenham

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Antenatal group course in October - Cheltenham at Antenatal Classes, Old Chapel

Antenatal group course in October - Cheltenham

Antenatal Classes, Old Chapel

£211.97 · 19:00

Headshot Open Day at Andy Barnham Photography, Cheltenham. at Andy Barnham

Headshot Open Day at Andy Barnham Photography, Cheltenham.

Andy Barnham

£100 · 12:00

Kinusaiga - Fabric Landscape Craft Workshop at Fioro Lounge

Kinusaiga - Fabric Landscape Craft Workshop

Fioro Lounge

£33.22 · 19:00

Cheltenham Speakers - Toastmasters International at The Exmouth Arms

Cheltenham Speakers - Toastmasters International

The Exmouth Arms

Free · 19:30

Agile Glos Meetup - 15th October at The Bayshill

Agile Glos Meetup - 15th October

The Bayshill

Free · 18:45

The Rebel Room Workshop at Little Interior Co.

The Rebel Room Workshop

Little Interior Co.

£97 · 10:30

Afternoon with: Still Life Drawing at The Railway

Afternoon with: Still Life Drawing

The Railway

£13.70 · 14:30

Modern Calligraphy Workshop - Art Class at Boston Tea Party Cheltenham

Modern Calligraphy Workshop - Art Class

Boston Tea Party Cheltenham

From £50 · 15:00

Halloween Floral Arrangement at The Plough Inn Prestbury

Halloween Floral Arrangement

The Plough Inn Prestbury

£40 · 18:00

Youth Cafe - Performance Club at Smokey Joe's Diner, Bar and Venue

Youth Cafe - Performance Club

Smokey Joe's Diner, Bar and Venue

Free · 12:00

Painting workshop “Boo-tiful Bonfire” at Whiskers Coffee, The Pavilion

Painting workshop “Boo-tiful Bonfire”

Whiskers Coffee, The Pavilion

£30 · 19:00

All-Female Bird & Bird Photography Morning at Kemerton Lake

All-Female Bird & Bird Photography Morning

Kemerton Lake

£0.00 · 10:00

11 listedBusiness & Networking in Cheltenham

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Property Deal Network Cheltenham- PDN - Property Networking Event at Prezzo Cheltenham

Property Deal Network Cheltenham- PDN - Property Networking Event

Prezzo Cheltenham

Free · 19:00

HUSTLE Cheltenham Entrepreneur Networking at Prezzo Italian Restaurant

HUSTLE Cheltenham Entrepreneur Networking

Prezzo Italian Restaurant

Check website · 17:00

Property Deal Network Cheltenham - PDN - Property Investor Networking Event at Prezzo Italian Restaurant

Property Deal Network Cheltenham - PDN - Property Investor Networking Event

Prezzo Italian Restaurant

Check website · 19:00

An Afternoon of Networking and Autumn Creativity with the Chamber at The Slaughters Manor House

An Afternoon of Networking and Autumn Creativity with the Chamber

The Slaughters Manor House

From £44.04 · 15:30

#CheltNetworking in Person at Zigs Exercise at Zigs Exercise

#CheltNetworking in Person at Zigs Exercise

Zigs Exercise

Free · 10:15

Molton Brown Cheltenham - Scent Your Season - The Autumn Edit at Molton Brown Cheltenham

Molton Brown Cheltenham - Scent Your Season - The Autumn Edit

Molton Brown Cheltenham

£11.55 · 18:00

TOP Club Tewkesbury (with The Fleet Inn) at The Fleet Inn, Twyning

TOP Club Tewkesbury (with The Fleet Inn)

The Fleet Inn, Twyning

£18.04 · 07:30

Talk Property Cheltenham | The Ivy at The Ivy Montpellier Brasserie Cheltenham

Talk Property Cheltenham | The Ivy

The Ivy Montpellier Brasserie Cheltenham

£24.54 · 10:00

Autumn investment event - with Amber River HDA at Amber River HDA

Autumn investment event - with Amber River HDA

Amber River HDA

Free · 10:00

Built By Her | Women's Networking (October) at The Site

Built By Her | Women's Networking (October)

The Site

Free · 18:00

'The One' Women's Network - Cheltenham at Circo Brasserie

'The One' Women's Network - Cheltenham

Circo Brasserie

£35.37 · 10:30

10 listedComedy in Cheltenham

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Maisie Adam: Whatsherface at Cheltenham Town Hall

Maisie Adam: Whatsherface

Cheltenham Town Hall

£27 · 19:30

Maisie Adam @ Cheltenham Town Hall at Cheltenham Town Hall

Maisie Adam @ Cheltenham Town Hall

Cheltenham Town Hall

Check website · 20:30

Le Giggle 21st October at Parler

Le Giggle 21st October

Parler

£15.34 · 19:00

Phil Wang at Cheltenham Town Hall

Phil Wang

Cheltenham Town Hall

Check website · 19:30

Phil Wang: UH OH at Cheltenham Town Hall

Phil Wang: UH OH

Cheltenham Town Hall

£27 · 19:30

Comedy Huddle at Smokey Joe's Diner, Bar and Venue

Comedy Huddle

Smokey Joe's Diner, Bar and Venue

From £11 · 19:45

Phil Wang @ Cheltenham Town Hall at Cheltenham Town Hall

Phil Wang @ Cheltenham Town Hall

Cheltenham Town Hall

Check website · 20:30

Christopher Hall: Pizazz at Cheltenham Town Hall

Christopher Hall: Pizazz

Cheltenham Town Hall

£25 · 20:00

Simon Brodkin: Unleashed at Cheltenham Town Hall

Simon Brodkin: Unleashed

Cheltenham Town Hall

£28 · 19:30

Simon Brodkin @ Cheltenham Town Hall at Cheltenham Town Hall

Simon Brodkin @ Cheltenham Town Hall

Cheltenham Town Hall

Check website · 19:30

7 listedFilm & Cinema in Cheltenham

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Digger (15) at Cinema

Digger (15)

Cinema

Check website

Queen at Sea (15) at Cinema

Queen at Sea (15)

Cinema

Check website

De Gaulle: Liberté (15) at Cinema

De Gaulle: Liberté (15)

Cinema

Check website

I Am The Star of My Movie at The Isbourne - Holistic Wellbeing

I Am The Star of My Movie

The Isbourne - Holistic Wellbeing

From £27.80 · 18:00

Touch Screen Cinema – Spooky Fun at Studio One

Touch Screen Cinema – Spooky Fun

Studio One

Check website

Practical Magic 2 (12A) at Cinema

Practical Magic 2 (12A)

Cinema

Check website

200 Hour Yoga Teacher Training - Cheltenham, spread over 11 months at Cheltenham Film Studios

200 Hour Yoga Teacher Training - Cheltenham, spread over 11 months

Cheltenham Film Studios

£1998 · 09:00

7 listedSeasonal & Holiday in Cheltenham

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Halloween Floral Arrangement at The Hewlett Arms

Halloween Floral Arrangement

The Hewlett Arms

£40 · 19:00

n0trixx @ Tales from the Frog - Halloween Show at The Frog & Fiddle

n0trixx @ Tales from the Frog - Halloween Show

The Frog & Fiddle

£8.80 · 17:30

Glam Cheltenham 🧟🦇🐈‍⬛ GLAM HALLOWEEN 2026! 🧛🏽‍♂️🎃👻 - The Ghoulish Gathering!! £1 Drinks ALL NIGHT! ❤️‍🔥 at MooMoo Clubrooms Cheltenham

Glam Cheltenham 🧟🦇🐈‍⬛ GLAM HALLOWEEN 2026! 🧛🏽‍♂️🎃👻 - The Ghoulish Gathering!! £1 Drinks ALL NIGHT! ❤️‍🔥

MooMoo Clubrooms Cheltenham

From £4 · 22:30

The Traitors Halloween Gameplay @ Airs and Graces, Cheltenham at The Airs & Graces

The Traitors Halloween Gameplay @ Airs and Graces, Cheltenham

The Airs & Graces

Free · 18:00

HALLOWEEN HOOTENANNY III - Ft. CONVEY // HOLLOWKIN // AZALEAS // DELLA NOVA at The Frog and Fiddle

HALLOWEEN HOOTENANNY III - Ft. CONVEY // HOLLOWKIN // AZALEAS // DELLA NOVA

The Frog and Fiddle

£7.70 · 19:00

GLHC PRESENTS... HARDCORE HALLOWEEN! FEATURING OVERPOWER! at The Frog and Fiddle

GLHC PRESENTS... HARDCORE HALLOWEEN! FEATURING OVERPOWER!

The Frog and Fiddle

£11 · 19:30

THE DARK VEIL (HALLOWEEN THEME PARTY at Cheltenham: Under The Prom

THE DARK VEIL (HALLOWEEN THEME PARTY

Cheltenham: Under The Prom

From £10 · 22:00

5 listedFood & Drink in Cheltenham

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Halloween Chocolate Tasting Experience - Cheltenham at Hotel Chocolat

Halloween Chocolate Tasting Experience - Cheltenham

Hotel Chocolat

£12 · 13:00

WSET Level 2 (three consecutive Sundays) at The Strand, Cheltenham

WSET Level 2 (three consecutive Sundays)

The Strand, Cheltenham

Check website · 10:00

Wine and Crisps tasting at Dunkertons at Dunkertons Park

Wine and Crisps tasting at Dunkertons

Dunkertons Park

£35 · 18:00

Parler Presents Our House at Parler Bar

Parler Presents Our House

Parler Bar

£6.13 · 17:00

Cheltenham Wine Festival 31st October 2026 at Cheltenham Ladies College Fitness Centre Function Room

Cheltenham Wine Festival 31st October 2026

Cheltenham Ladies College Fitness Centre Function Room

£25 · 12:00

4 listedNightlife & Clubbing in Cheltenham

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BLUE AND BLUE - 🩷 PINK & PINK 🩷 Gloucestershire’s Biggest Student Night! 🤯 £1 Drinks ALL NIGHT! at MooMoo Clubrooms Cheltenham

BLUE AND BLUE - 🩷 PINK & PINK 🩷 Gloucestershire’s Biggest Student Night! 🤯 £1 Drinks ALL NIGHT!

MooMoo Clubrooms Cheltenham

From £3.50 · 22:30

Blue & Blue 🧟🧛🏻‍♀️🐈‍⬛ HALLOWEEN!! 🎃🦇👻 GLOUCESTERSHIRE'S BIGGEST & OFFICIAL HALLOWEEN PARTY 2026 🧟⛓️😈 £1 Drinks ALL NIGHT! at MooMoo Clubrooms Cheltenham

Blue & Blue 🧟🧛🏻‍♀️🐈‍⬛ HALLOWEEN!! 🎃🦇👻 GLOUCESTERSHIRE'S BIGGEST & OFFICIAL HALLOWEEN PARTY 2026 🧟⛓️😈 £1 Drinks ALL NIGHT!

MooMoo Clubrooms Cheltenham

£5 · 22:30

Little Monsters Spooky Spectacular - Halloween Party at Leisure At Cheltenham

Little Monsters Spooky Spectacular - Halloween Party

Leisure At Cheltenham

Free · 11:00

Halloween Day Disco: Cheltenham 🎃 at Home and Botanic Nightclub

Halloween Day Disco: Cheltenham 🎃

Home and Botanic Nightclub

From £10 · 15:00

4 listedTalks & Lectures in Cheltenham

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PJ CROOK IN CONVERSATION at St Stephen's Church

PJ CROOK IN CONVERSATION

St Stephen's Church

£10 · 19:00

Spear Cheltenham Celebration at Trinity Church

Spear Cheltenham Celebration

Trinity Church

Free · 19:00

Meet The Expert - Cheltenham at 15-17 Suffolk Rd

Meet The Expert - Cheltenham

15-17 Suffolk Rd

Free · 10:00

Jeremy Bowen: Truth Under Fire at Cheltenham Town Hall

Jeremy Bowen: Truth Under Fire

Cheltenham Town Hall

£37 · 19:30

4 listedTheatre & Performing Arts in Cheltenham

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Private Peaceful at Festival Theatre

Private Peaceful

Festival Theatre

Check website

The NaNaz at The Steam and Whistle

The NaNaz

The Steam and Whistle

£13.80 · 19:00

The Phantoms Starring Lee Mead at Cheltenham Town Hall

The Phantoms Starring Lee Mead

Cheltenham Town Hall

£39 · 19:30

🎭

The Constant Tin Soldier at The Theatre of Small Convenience

Theatre of Small Convenience

Check website

4 listedWellness & Mindfulness in Cheltenham

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Information Lecture: Help and Healing on the Spiritual Path at The Isbourne Health And Wellbeing Centre

Information Lecture: Help and Healing on the Spiritual Path

The Isbourne Health And Wellbeing Centre

Free · 12:30

YOGA for LONGEVITY in CHELTENHAM with Deborah Ann Carwana at St Philip and St James Church

YOGA for LONGEVITY in CHELTENHAM with Deborah Ann Carwana

St Philip and St James Church

£15 · 17:45

Pilates & Prints with Align With Olivia X ASA at CLC Health & Fitness Centre

Pilates & Prints with Align With Olivia X ASA

CLC Health & Fitness Centre

£33.22 · 10:00

Space for Girls: Hiking Weekend: Day Two - Cheltenham Autumn Hike🍁🍂 at Cheltenham Spa Station Car Park

Space for Girls: Hiking Weekend: Day Two - Cheltenham Autumn Hike🍁🍂

Cheltenham Spa Station Car Park

Free · 09:00

Everything elseMore in Cheltenham

October 2026 Events in Cheltenham

Browse our complete guide to events in Cheltenham during October 2026. Our listings cover live music, theatre productions, comedy nights, festivals, family activities, exhibitions and more — all updated daily with venue details and direct booking links.