Various images of Cheltenham in a collage. Hotels and local attractions.

Summer in Cheltenham

Highlights

Wychwood Festival

Wychwood Festival

Wychwood is an annual summer family festival which takes place at Cheltenham Racecourse. Nominated…

Crowds at Cheltenham 7s Festival

Cheltenham 7s Festival

This is a festival for all sport lovers and festival-goers featuring a range of competitions for…

Cheltenham Fringe Festival 2025 poster

Cheltenham Fringe Festival

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

Summer Jam 2019

Summer Jam: The Lakefest Warmup

The popular free music festival at The Brewery Quarter returns to kick start the summer holidays.

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Number of results: 181

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Ongoing Events

  1. Add Jenny Eclair: Jokes, Jokes, Jokes Live! to your Itinerary

    Jenny Eclair: Jokes, Jokes, Jokes Live!

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    18 May 2025Open 19:30 -

    In celebration of the release of her hilarious memoir of the same name, comedian, novelist, and professional show-off Jenny Eclair comes to venues nationwide with a brand-new autobiographical show.

  2. Add Modern Calligraphy Class to your Itinerary

    Modern Calligraphy Class

    Type

    Type:

    Art

    Cheltenham

    Dates

    From:
    18 May 2025Open 15:00 - 17:00
    From:
    31 Aug 2025Open 15:00 - 17:00

    Learn Modern Calligraphy in this 2-hour class. Includes a drink and cake.

  3. Add Huey Morgan The Fun Lovin' Criminal Live to your Itinerary

    Huey Morgan The Fun Lovin' Criminal Live

    Type

    Type:

    Music

    Charlton Kings, Cheltenham

    Dates

    From:
    21 May 2025Open 19:30 - 23:00

    Cheltenham Jazz Festival in collaboration with Dunkertons Park presents: Huey Morgan The Fun Lovin Criminal.
    The King of New York, Mr Huey Morgan is back with his brand new band – Huey Morgan The Fun Lovin Criminal

  4. Add Nikita Kuzman: Midnight Dancer to your Itinerary

    Nikita Kuzman: Midnight Dancer

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    22 May 2025to24 May 2025Open 19:30 -

    Rising Star of Strictly Come Dancing and Celebrity Big Brother Nikita Kuzmin brings his brand-new show, Midnight Dancer to the stage on his first ever solo UK and Ireland Tour.

  5. Add Chocolate Love Match at HotelChocolat to your Itinerary

    Chocolate Love Match at HotelChocolat

    Type

    Type:

    Food and Drink

    Cheltenham

    Dates

    From:
    23 May 2025Open 13:00 - 13:30
    From:
    23 May 2025Open 14:00 - 14:30
    From:
    13 June 2025Open 13:00 - 13:30
    From:
    13 June 2025Open 14:00 - 14:30
    From:
    4 July 2025Open 13:00 - 13:30
    From:
    4 July 2025Open 14:00 - 14:30

    Book now to secure a space on HotelChocolat's personal tasting experience, to reveal your ultimate flavour profile.

  6. Music in Country Churches

    Type

    Type:

    Concert

    Chedworth, Cheltenham

    Dates

    From:
    23 May 2025to24 May 2025Open 18:30 - 20:00

    Classical concert

  7. Add Wizards, Witches and Warriors to your Itinerary

    Wizards, Witches and Warriors

    Type

    Type:

    Concert

    Imperial Square, Cheltenham

    Dates

    From:
    23 May 2025Open 19:30 - 21:30

    To include the music of: Game of Thrones, World of Warcraft, Lord of the Rings, Firebird Suite, Sorcerer's Apprentice … and many more!

  8. Add Retrospective of House presents Howard Donald (DJ set) to your Itinerary

    Retrospective of House presents Howard Donald (DJ set)

    Type

    Type:

    Music

    Tewkesbury Road, Elmstone Hardwicke,Cheltenham

    Dates

    From:
    24 May 2025Open 17:00 - 23:00

    Howard Donald in Cheltenham

  9. Add Candles & Cream Tea to your Itinerary

    Candles & Cream Tea

    Type

    Type:

    Crafts

    Elkstone, Cheltenham

    Dates

    From:
    24 May 2025Open 10:40 - 12:40

    Candle Making and Cream Tea.

  10. Add Cotswold 100 Sportive to your Itinerary

    Cotswold 100 Sportive

    Type

    Type:

    Sporting

    Prestbury, Cheltenham

    Dates

    From:
    24 May 2025Various Opening Times

    The Cotswolds 100 sportive (In its 6th Year) starting and finishing at Cheltenham Racecourse will take in much of the stunning Cotswolds AONB on the cycle routes.

  11. Add KickBack Live at Tailors to your Itinerary

    KickBack Live at Tailors

    Type

    Type:

    Music

    Cheltenham

    Dates

    From:
    24 May 2025Open 20:00 - 22:30

    Kickback Playing Live

  12. Add An Evening with Ruth Jones to your Itinerary

    An Evening with Ruth Jones

    Type

    Type:

    Literature

    Cheltenham

    Dates

    From:
    26 May 2025Open 19:00 - 22:00

    An Evening with Ruth Jones - signing her new novel 'By My Side'.

  13. Add Bank Holiday Monday Jazz Lunch to your Itinerary

    Bank Holiday Monday Jazz Lunch

    Type

    Type:

    Food and Drink

    Cheltenham

    Dates

    From:
    26 May 2025Open 12:00 - 15:00

    Celebrate the Bank Holiday with a 3-course lunch, showcasing "Best of British" produce.

  14. Add CFF25: End Game to your Itinerary

    CFF25: End Game

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    26 May 2025Open 19:00 -

    Two miles from Troy, Odysseus dreams. Every night since the war began the exact same dream: Iphigineia Agamemnon's dead daughter offers him a plan for winning the war, a plan cunning enough to outwit even the legendary King Priam. But every night…

  15. Add CFF25: Extra Ordinary to your Itinerary

    CFF25: Extra Ordinary

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    26 May 2025Open 17:30 -

    Rachel and Max are an ordinary couple, living ordinary lives until something extraordinary turns everything upside down. Now they have the single most important decision of their life to make.

  16. Add CFF25: Once More, With Feeling to your Itinerary

    CFF25: Once More, With Feeling

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    26 May 2025Open 19:30 -

    Step into the supernatural world of Buffy the Vampire Slayer like never before with Once More, With Feeling: A Live Musical Tribute Concert.

  17. Add CFF25: Sonic the Hedgehog the Fanfic the Podcast: The Live Show! to your Itinerary

    CFF25: Sonic the Hedgehog the Fanfic the Podcast: The Live Show!

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    26 May 2025Open 17:00 -

    Comedian, Eddie O'Keefe, and Sonic the Hedgehog aficionado, LT Fletcher, decided to write the worst possible Sonic fanfiction to ever exist, one chapter at a time, without knowing what the other person had written. The end result was...exactly what…

  18. Add Gloucestershire Cheese Rolling on Coopers Hill to your Itinerary

    Gloucestershire Cheese Rolling on Coopers Hill

    Type

    Type:

    Competition/Game

    Gloucester

    Dates

    From:
    26 May 2025Open 12:00 -

    The world-famous Gloucestershire Cheese Rolling returns on Monday 26 May 2025, bringing thrilling action and quirky tradition back to Cooper’s Hill near Gloucester. Every year, thousands of spectators and daring competitors flock to this iconic…

  19. Add CFF25: Happening to your Itinerary

    CFF25: Happening

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    27 May 2025Open 14:00 -

    What happens when the creator of all living being fails their omnipotent purpose? Doesn't everything happen for a reason? Doesn't god have a plan? What is happening?

  20. Add CFF25: Whose Fringe is it Anyway? to your Itinerary

    CFF25: Whose Fringe is it Anyway?

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    27 May 2025Open 19:30 -

    Cheltenham Playhouse's resident improvised comedy group, Comic Sans Script, are back this year at the Cheltenham Fringe. They've put together their A-Team to perform their unique brand of completely made-up-on-the-spot comedy. Think Whose Line is it…

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