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Highlights

A Night of Andrew Lloyd Webber

A Night of Andrew Lloyd Webber

Behind the Curtain Theatre Productions returns to the Playhouse with a stripped-back evening of…

Robin Hood and His Merry Men with Tweedy poster

Robin Hood and His Merry Men at Everyman Theatre

Watch as Robin Hood and his faithful band of outlaws, Little John, Will Scarlet and Friar ‘Tweedy’…

The Music of Animation poster

The Music of Animation in Concert

This September 6th, step into a world of cinematic wonder as BBC's Ali Plumb hosts an unforgettable…

Summer Jam: The Lakefest Warmup

Summer Jam: The Lakefest Warmup

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

Number of results:

Number of results: 100

, currently showing 81 to 100.

  1. Add Swing Into Christmas with the Down for the Count Swing Orchestra to your Itinerary

    Swing Into Christmas with the Down for the Count Swing Orchestra

    Type

    Type:

    Concert

    Imperial Square, Cheltenham

    Celebrate the festive season in style with the sensational Down for the Count Swing Orchestra, as they return to Cheltenham Town Hall for their much-loved annual extravaganza, "Swing Into Christmas"! Perfect festive fun that the whole family can…

    Venue

    Cheltenham Town Hall, Cheltenham

    Dates

    From:
    14 Dec 2025Open 19:00 - 22:20
  2. Add One Night in Nashville to your Itinerary

    One Night in Nashville

    Type

    Type:

    Event

    Evesham Road, Cheltenham

    The ultimate country music experience, right here in Cheltenham! Get yourselves ready for the ultimate country music night. One Night In Nashville is rolling into town for one night only – and you and your friends are invited.

    Venue

    Cheltenham Racecourse, Cheltenham

    Dates

    From:
    20 Dec 2025Open 19:00 - 00:00
  3. Add Roderick Williams & Christopher Glynn - An English Song Winterreise to your Itinerary

    Roderick Williams & Christopher Glynn - An English Song Winterreise

    Type

    Type:

    Music

    Cheltenham

    Roderick Williams and Christopher Glynn A nglish Song Winterreise

    Venue

    Pittville Pump Room, Cheltenham

    Dates

    From:
    6 Jan 2026Open 19:30 - 21:30
  4. Add Cheltenham Jazz Festival... around town free music to your Itinerary

    Cheltenham Jazz Festival... around town free music

    Type

    Type:

    Free

    Cheltenham

    Keep Wednesday 29 April to Monday 4 May 2026 clear in your calendar to enjoy six days of free music, part of the Cheltenham Jazz Festival.  Featuring the best of local talent performing at venues across Cheltenham - completely free of charge, thanks…

    Dates

    From:
    29 Apr 2026to4 May 2026
  5. Add Cheltenham Jazz Festival to your Itinerary

    Cheltenham Jazz Festival

    Type

    Type:

    Festival

    Cheltenham

    Cheltenham, The Festival Town, is home to one of the country’s best-loved jazz festivals, attracting over 20,000 music fans annually. The popular annual event will next take place 29 April - 6 May 2026.

    Dates

    From:
    29 Apr 2026to4 May 2026Various Opening Times
  6. 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

  7. Add Musicality Summer Concert to your Itinerary

    Musicality Summer Concert

    Type

    Type:

    Music

    Cheltenham

    Community choir concert

    Dates

  8. Add Cheltenham Christmas Arts & Crafts Market to your Itinerary

    Cheltenham Christmas Arts & Crafts Market

    Type

    Type:

    Christmas Markets

    Cheltenham

    Browse stalls full of unique Christmas gifts, homeware and handmade goods by local producers, craftspeople and artisans from jewellery to glass work, and woodcraft to original art prints. 

    Dates

  9. Add The Snowman in Concert to 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

  10. Add Pride in Cheltenham to your Itinerary

    Pride in Cheltenham

    Type

    Type:

    LGBTQ+

    Cheltenham

    Celebrate the spirit of inclusivity and love at Pride in Cheltenham 2025! This annual event features fun inclusive activities for all ages. Whether you're part of the LGBTQ+ community or a supportive ally, join us on Saturday 17 May to share in the…

    Dates

  11. 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

  12. Add Cheltenham Poetry Festival to your Itinerary

    Cheltenham Poetry Festival

    Type

    Type:

    Festival

    Cheltenham

    Cheltenham Poetry Festival offers an annual 10-day programme of exciting live literature events each spring and a year-round online programme of workshops and poetry lounges. The 2025 Cheltenham Poetry Festival will take place 7 - 17 May at venues…

    Venue

    Cheltenham Playhouse Theatre, Cheltenham

    Dates

  13. Add Majesty - A Tribute to Queen to your Itinerary

    Majesty - A Tribute to Queen

    Type

    Type:

    Theatre

    Shelburne Road, Cheltenham

    Queen Tribute Band Majesty are the UK's premiere touring Queen tribute band. For over 10 years, Majesty have been entertaining audiences across the world with the electrifying, energetic stage show to the greatest Rock band in the world – Queen!…

    Venue

    Bacon Theatre, Cheltenham

    Dates

  14. Add Wychwood Festival to your Itinerary

    Wychwood Festival

    Type

    Type:

    Festival

    Cheltenham

    Wychwood is an annual summer family festival which takes place at Cheltenham Racecourse. Nominated Best Family Festival at the UK Festival Awards, there is so much for all ages to enjoy and take part in. Wychwood Festival 2025 will take place 30 May…

    Venue

    Cheltenham Racecourse, Cheltenham

    Dates

  15. Add Cheltenham Festival of Performing Arts to your Itinerary

    Cheltenham Festival of Performing Arts

    Type

    Type:

    Festival

    Cheltenham

    Cheltenham's oldest festival, set up in 1926! The annual Cheltenham Festival of Performing Arts is packed with performances in music, dance and drama by children from local schools, theatre groups, dance schools and music clubs...

    Venue

    Cheltenham Town Hall, Cheltenham

    Dates

  16. Add Fresh: Art Fair to your Itinerary

    Fresh: Art Fair

    Type

    Type:

    Art

    Cheltenham

    Fresh: Art Fair shows a wider range of art than any art fair outside London.  From exciting new talent to famous names like Picasso, Banksy, Matisse and Miro this event brings you art from as little as £50 to £20,000 or more, but most well within…

    Dates

  17. Add Cheltenham Fringe Festival to your Itinerary

    Cheltenham Fringe Festival

    Type

    Type:

    Festival

    Cheltenham

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

    Venue

    Cheltenham Playhouse Theatre, Cheltenham

    Dates

  18. Add Comedy Huddle at Smokey Joe's to your Itinerary

    Comedy Huddle at Smokey Joe's

    Type

    Type:

    Comedy

    Cheltenham

    Join Smokey Joe's for a playful evening of sharing humour in a cosy space. There will be a great lineup of comedians.

    Dates

  19. 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…

    Venue

    Pittville Pump Room, Cheltenham

    Dates

  20. 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

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