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Highlights

Cheltenham Playhouse

Cheltenham Fringe Festival

A festival celebrating a wide variety of art, including music, theatre, film, drag, poetry, comedy…

Cheltenham Poetry Festival

Cheltenham Poetry Festival

Cheltenham Poetry Festival offers an annual 10-day programme of exciting live literature events…

Cheltenham Literature Festival

Cheltenham Literature Festival

Cheltenham Literature Festival, 10-19 October, promises a feast for the mind. As the world’s…

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Number of results: 102

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  1. Cheltenham Literature Festival Free Events

    Add Cheltenham Literature Festival Free Events to your Itinerary

    Cheltenham Literature Festival Free Events

    Type

    Type:

    Literature

    Cheltenham

    With more than one hundred free talks, performances and workshops taking place across the ten days of the Festival.

    Dates

    From:
    10 Oct 2025to19 Oct 2025
  2. Robin Hood and His Merry Men with Tweedy poster

    Add Robin Hood and His Merry Men at Everyman Theatre to your Itinerary

    Robin Hood and His Merry Men at Everyman Theatre

    Type

    Type:

    Christmas

    Cheltenham

    Watch as Robin Hood and his faithful band of outlaws, Little John, Will Scarlet and Friar ‘Tweedy’ Tuck outwit the dastardly Sheriff of Gloucestershire with a sprinkle of pantomime magic, a dash of comedy and plenty of audience participation!

    Venue

    Everyman Theatre, Cheltenham

    Dates

    From:
    28 Nov 2025to11 Jan 2026
  3. Afternoon tea

    Add Mother’s Day: afternoon tea with pottery painting to your Itinerary

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    Mother’s Day: afternoon tea with pottery painting

    Type

    Type:

    Mother's Day

    Cheltenham

    Celebrate this Mother's Day together at the Cotswold Farm Park with a delicious afternoon tea and a glass of prosecco, before getting crafty with a piece of pottery to take straight home. 

    Dates

  4. Pittville Pump Room

    Add The Holst 150 Birthday Party to your Itinerary

    The Holst 150 Birthday Party

    Type

    Type:

    Music

    Cheltenham

    Celebrate Cheltenham's most famous son, composer Gustav Holst, at a day of fun activities and music at Pittville Pump Room this spring.

    Dates

  5. Paintings

    Add Near and Far: An Exhibition of Paintings to your Itinerary

    Near and Far: An Exhibition of Paintings

    Type

    Type:

    Art

    Cheltenham

    This exhibition showcases their most recent work and their contrasting styles of working.

    Venue

    The Gardens Gallery, Cheltenham

    Dates

  6. Six

    Add Six at Everyman Theatre to your Itinerary

    Six at Everyman Theatre

    Type

    Type:

    Theatre

    Cheltenham

    The crowning glory of Broadway, the West End and beyond, the international smash hit musical SIX makes its royal return to Cheltenham, following its four previous sell-out runs!

    Venue

    Everyman Theatre, Cheltenham

    Dates

  7. Christmas Lights Switch On at Pittville Pump Room

    Add Christmas Lights Switch On at Pittville Pump Room to your Itinerary

    Christmas Lights Switch On at Pittville Pump Room

    Type

    Type:

    Christmas

    Cheltenham

    ​​​Join the Cheltenham Trust for their annual magical lights switch-on event at Pittville Pump Room, featuring free live music, entertainment, festive market and festive food and drinks. There will also be children’s entertainment and beloved…

    Dates

  8. The Film Orchestra & TFO Choir

    Add Movie Musicals in Concert to your Itinerary

    Movie Musicals in Concert

    Type

    Type:

    Music

    Shelburne Road, Cheltenham

    Enjoy an evening of music and songs from the shows which started life on film, not stage including 'Top Hat', 'La La Land', 'Mary Poppins', 'Moulin Rouge' and 'The Greatest Showman'.

    Venue

    Bacon Theatre, Cheltenham

    Dates

  9. Lives of Colour Culture Fest

    Add Lives of Colour Culture Fest to your Itinerary

    Lives of Colour Culture Fest

    Type

    Type:

    Music

    Cheltenham

    Lives of Colour: Culture Fest is a a multi-cultural event that embraces all cultures through art, food, music and dance. Welcoming everyone from the community and beyond and giving a platform to people from ethnically and culturally diverse…

    Venue

    Pittville Park, Cheltenham

    Dates

  10. Square art exhibition banner artist Jane Spooner

    Add Square Art exhibition to your Itinerary

    Square Art exhibition

    Type

    Type:

    Exhibition

    Cheltenham

    This stunning exhibition delights in the use of colour and harmony. The beautiful and meaningful artworks engage with contemporary themes and are filled with potency and resonance, enhancing the viewer's experience and stimulating the imagination.

    Venue

    The Gardens Gallery, Cheltenham

    Dates

  11. Dunkertons Cinema Club Presents Moana 2

    Add Dunkertons Cinema Club Presents Moana 2 to your Itinerary

    Dunkertons Cinema Club Presents Moana 2

    Type

    Type:

    Family

    Charlton Kings, Cheltenham

    Venture out, and make memories at Dunkertons Cinema with a delightful selection of family films, from timeless classics to the latest releases. Savour the experience with artisan pastries and coffee from La Boulangerie Artisan, or indulge in…

    Venue

    Dunkertons, Cheltenham

    Dates

  12. Dunkertons Silent Disco

    Add Dunkertons Silent Disco to your Itinerary

    Dunkertons Silent Disco

    Type

    Type:

    Dance

    Charlton Kings, Cheltenham

    Silent Disco returns for another unforgettable night! Say goodbye to waiting for your favourite song—grab a pair of headphones and take control with three channels, each offering a unique vibe.

    Venue

    Dunkertons, Cheltenham

    Dates

  13. Dunkertons Park Presents 'The Chip Shop Boys' Live poster

    Add Dunkertons Park Presents 'The Chip Shop Boys' Live to your Itinerary

    Dunkertons Park Presents 'The Chip Shop Boys' Live

    Type

    Type:

    Music

    Charlton Kings, Cheltenham

    Known as the "best rock and pop covers band in the UK," The Chip Shop Boys are a Cheltenham-based band, founded in 1996 by Stuart Walby, who has worked with Peter Andre, Shane Filan (Westlife), and recorded at Abbey Road Studios. They've played…

    Venue

    Dunkertons, Cheltenham

    Dates

  14. CHAOS.SEQUENCE

    Add CHAOS.SEQUENCE - Live at the Frog and Fiddle to your Itinerary

    CHAOS.SEQUENCE - Live at the Frog and Fiddle

    Type

    Type:

    Music

    Cheltenham

    Live Metal showcase

    Dates

  15. CHEAP DIRTY HORSE poster

    Add Dance Floor presents... CHEAP DIRTY HORSE - Live at the Frog & Fiddle to your Itinerary

    Dance Floor presents... CHEAP DIRTY HORSE - Live at the Frog & Fiddle

    Type

    Type:

    Music

    Cheltenham

    Experimental Music Showcase

    Dates

  16. Summer-Sundown

    Add Summer Sundown, Country Music Festival to your Itinerary

    Summer Sundown, Country Music Festival

    Type

    Type:

    Music

    Cheltenham

    Get ready for a toe-tappin', boot-stompin' time with tributes to Luke Combs, Shania Twain and Morgan Wallen bringing the country vibes, alongside talented local artists and interactive country dancing.

    Dates

  17. The Girl On The Train

    Add The Girl On The Train to your Itinerary

    The Girl On The Train

    Type

    Type:

    Theatre

    Cheltenham

    Rachel Watson longs for a different life. Her only escape is the perfect couple she watches through the train window every day, happy and in love. Or so it appears.

    Venue

    Everyman Theatre, Cheltenham

    Dates

  18. Moonlight Christmas Cabaret acts

    Add Moonlight Christmas cabaret & fine dining experience to your Itinerary

    Moonlight Christmas cabaret & fine dining experience

    Type

    Type:

    Christmas

    Cheltenham

    Cancelled Event: Due to the ongoing maintenance works at Pittville Pump Room, this event has unfortunately been cancelled. The Cheltenham Trust apologise for any inconvenience caused and encourage you to look at their full programme of events.

    Venue

    Pittville Pump Room, Cheltenham

  19. Three people laughing

    Add ...around town Lit Crawl to your Itinerary

    ...around town Lit Crawl

    Type

    Type:

    Literature

    Get ready for a fast-paced evening, of comedy, open mic sessions and performances, in this free Lit Crawl adventure across Cheltenham. Supported by Cheltenham BID.

    Dates

  20. The Snowman

    Remove The Snowman in Concert from your Itinerary

    The Snowman in Concert

    Type

    Type:

    Christmas

    Imperial Square, Cheltenham

    Now a regular highlight of Christmas in Cheltenham, the Mozart Symphony Orchestra returns to Cheltenham Town Hall, bringing their famous Christmas show from London for one day only! The Snowman and The Gruffalo in concert with the Mozart Symphony…

    Venue

    Cheltenham Town Hall, Cheltenham

    Dates

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