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.

Number of results:

Number of results: 181

, currently showing 21 to 40.

Ongoing Events

  1. Add Primrose Vale - Pick Your Own to your Itinerary

    Primrose Vale - Pick Your Own

    Type

    Type:

    Seasonal

    Cheltenham

    Dates

    From:
    1 May 2025to31 Oct 2025Various Opening Times

    The Pick Your Own fields open from late May until October.

  2. Add Botanist Musical Bingo to your Itinerary

    Botanist Musical Bingo

    Type

    Type:

    Competition/Game

    Henrietta Street, Cheltenham

    Dates

    From:
    1 May 2025Open 20:00 - 22:00
    From:
    5 June 2025Open 20:00 - 22:00
    From:
    3 July 2025Open 20:00 - 22:00
    From:
    7 Aug 2025Open 20:00 - 22:00
    From:
    4 Sept 2025Open 20:00 - 22:00

    Eyes Down, Listen Up! One musician, three chances to win. Bingo re-imagined. The first Thursday of every month.

  3. Add Dom Joly's Speakeazy to your Itinerary

    Dom Joly's Speakeazy

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    1 May 2025Open 19:30 - 21:30
    From:
    5 June 2025Open 19:30 - 21:30
    From:
    3 July 2025Open 19:30 - 21:30

    Join multi-award-winning comedian, writer, and broadcaster Dom Joly for a one-of-a-kind monthly late-night show blending comedy, music, and offbeat conversations.

  4. Add Live Jazz Music at PizzaExpress to your Itinerary

    Live Jazz Music at PizzaExpress

    Type

    Type:

    Free Event

    Henrietta Street, Cheltenham

    Dates

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

    Celebrating the Cheltenham Jazz Festival - enjoy Live Jazz at PizzaExpress!

  5. Add Tailors Sri Lankan Night to your Itinerary

    Tailors Sri Lankan Night

    Type

    Type:

    Food and Drink

    Cheltenham

    Dates

    From:
    1 May 2025Open 17:30 - 21:00

    Tailors Sri Lankan Night

  6. Add Race Night ft. Hunter Chase Racing to your Itinerary

    Race Night ft. Hunter Chase Racing

    Type

    Type:

    Horse Racing

    Prestbury, Cheltenham

    Dates

    From:
    2 May 2025

    The curtain comes down on the racing season with Cheltenham’s only evening fixture. The evening hosts a fun vibe from start to finish, you can feel the party atmosphere as soon as you walk through those gates onto the sacred grounds of Cheltenham…

  7. Add In Veritas to your Itinerary

    In Veritas

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    2 May 2025to3 May 2025Open 19:40 - 21:00

    When truth meets technology three friends must unravel their lies.

  8. Add Bottle feeding at Cotswold Farm Park to your Itinerary

    Bottle feeding at Cotswold Farm Park

    Type

    Type:

    Animal/Wildlife

    Cheltenham

    Dates

    From:
    3 May 2025to7 Sept 2025Open 11:30 -
    From:
    3 May 2025to7 Sept 2025Open 15:30 -

    Get hands on at Cotswold Farm Park's annual bottle feeding event and enjoy an unforgettable experience in the Animal Barn.

  9. Add Jazz Festival ...around town FREE live music events at The Brewery Quarter to your Itinerary

    Jazz Festival ...around town FREE live music events at The Brewery Quarter

    Type

    Type:

    Free Event

    Cheltenham

    Dates

    From:
    3 May 2025to4 May 2025Open 13:10 - 18:20

    Get ready for an unforgettable weekend of sensational live jazz in the heart of Cheltenham! The Brewery Quarter is thrilled to be part of Cheltenham Jazz Festival's …around town programme, bringing two days of fantastic FREE music to The Brewery…

  10. Add Jazz Up Your Bank Holiday Weekend at Flight Club to your Itinerary

    Jazz Up Your Bank Holiday Weekend at Flight Club

    Type

    Type:

    Food and Drink

    Henrietta Street, Cheltenham

    Dates

    From:
    3 May 2025to4 May 2025Various Opening Times

    Sipping on Flight Club's new limited edition Spring Tipples while soaking in the live music in The Brewery Quarter is the perfect combo this May Bank Holiday.

  11. Add Meet the artists to your Itinerary

    Meet the artists

    Type

    Type:

    Art

    Winchcombe St, Cheltenham

    Dates

    From:
    3 May 2025Open 18:30 - 21:00

    Meet the artists event.

  12. Add MonkeyJam Live at Tailors to your Itinerary

    MonkeyJam Live at Tailors

    Type

    Type:

    Music

    Cheltenham

    Dates

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

    MonkeyJam Playing Live.

  13. Add Back to the 90's Brilliant Bingo to your Itinerary

    Back to the 90's Brilliant Bingo

    Type

    Type:

    Competition/Game

    Charlton Kings, Cheltenham

    Dates

    From:
    5 May 2025Open 19:00 - 23:00

    Join Dunkertons in May for a 90's themed Brilliant Bingo, brought to you by Not Your Average Entertainment!

  14. Add Dear Evan Hansen to your Itinerary

    Dear Evan Hansen

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    6 May 2025to10 May 2025Open 19:30 -

    Meet Evan: an anxious high school kid who wants nothing more than to fit in. The thing is, on his way to fitting in, he didn't tell the whole truth. And now must give up on a life he never dreamt he'd have. As events spiral and the truth comes out,…

  15. Add Landlord Seminar to your Itinerary

    Landlord Seminar

    Type

    Type:

    Talk or Lecture

    Park Campus, Lecture Theatre

    Dates

    From:
    6 May 2025Open 18:00 - 21:00

    Free Landlord Seminar from CGT Letting. There'll be a Q&A, expert insights, and light refreshments.

  16. Add Rock of Ages to your Itinerary

    Rock of Ages

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    6 May 2025Open 19:30 - 22:00
    From:
    10 May 2025Open 14:00 - 16:00

    The Cotswold Savoyards return to the Cheltenham Playhouse this May with Rock of Ages!

  17. Add Dunkertons Open Mic Night x Wildflower Whisky to your Itinerary

    Dunkertons Open Mic Night x Wildflower Whisky

    Type

    Type:

    Music

    Charlton Kings, Cheltenham

    Dates

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

    Whether you are a solo act, part of a band or just love to jam, Dunkertons Open Mic Nights are hosted monthly by the fabulous Wildflower Whisky and offer a welcoming space for you to showcase your talent!

  18. Add Mini First Aid at Babyland Cheltenham to your Itinerary

    Mini First Aid at Babyland Cheltenham

    Type

    Type:

    First Aid

    Cheltenham

    Dates

    From:
    7 May 2025Open 18:00 - 20:00

    Join Babyland Cheltenham as they host Mini First Aid Gloucestershire for their 2 hour Baby & Child First Aid.

  19. Add Giffords Circus at Sudeley Castle to your Itinerary

    Giffords Circus at Sudeley Castle

    Type

    Type:

    Circus

    Near Cheltenham

    Dates

    From:
    9 May 2025to19 May 2025Various Opening Times

    Giffords Circus, renowned as the UK’s most glamorous circus, is celebrating its 25th anniversary with a spectacular new show, Laguna Bay. It is now on tour across the Cotswolds and the south of England and will be coming to Sudeley Castle from 9 to…

  20. Add Bowls Open Day to your Itinerary

    Bowls Open Day

    Type

    Type:

    Sports

    Cheltenham

    Dates

    From:
    10 May 2025Open 12:00 - 17:00

    Bowls Club Open Day.

Statues