A collage of Cheltenham happens in May

May 2024 - What's On Cheltenham Events

Highlights

Cotswold Festival of Steam

Cotswold Festival of Steam

Remembering local scenes, this year's GWSR Cotswold Festival of Steam is inspired by the huge…

Wychwood Festival Cheltenham Racecourse

Wychwood Festival

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

Gustav Holst and Vaughan Williams walking in the Malverns while attending the Three Choirs Festival in 1921.

Exhibition: Gustav Holst & The Three Choirs Festival

The new exhibition for 2024 tells the story of Holst's relationship with The Three Choirs Festival…

Kinky Boots

Kinky Boots

From the production lines of Northampton to the runways of Milan this fierce, fearless and fabulous…

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Featured Events

  1. Add Cheltenham Fringe Festival to your Itinerary

    Cheltenham Fringe Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    20 May 2024to26 May 2024Open 11:00 - 21:00

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

  2. Add Cotswold Festival of Steam to your Itinerary

    Cotswold Festival of Steam

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    25 May 2024to27 May 2024

    Remembering local scenes, this year's GWSR Cotswold Festival of Steam is inspired by the huge variety on the railway network around Cheltenham and Gloucester during the heyday of steam.

  3. Add Prescott Historique to your Itinerary

    Prescott Historique

    Type

    Type:

    Sports

    Cheltenham

    Dates

    From:
    25 May 2024to26 May 2024Open 08:30 - 17:00

    Prescott Historique celebrates the history of British Hill Climbing, in the only Pre-war motorsport venue in Gloucestershire and this years event will showcase some of the most iconic competition cars ever.

  4. Add The Suffolks Sunday Market to your Itinerary

    The Suffolks Sunday Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    26 May 2024Open 11:00 - 16:00

    These fantastically-popular Street Fairs in the Suffolks are always great events. Whether it’s the May Bank Holiday or the Christmas Market, there’s always a lovely friendly atmosphere, great products on sale and lots of fun entertainment.

  5. Add The Fulltone Orchestra to your Itinerary

    The Fulltone Orchestra

    Type

    Type:

    Event

    Evesham Road, Cheltenham

    Dates

    From:
    29 May 2024Open 19:30 -

    The fifty-piece Fulltone Orchestra is packed-full of musicians who have a burning passion to make music accessible for everyone.

  6. Add Wychwood Festival to your Itinerary

    Wychwood Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    31 May 2024to2 June 2024Various Opening Times

    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 2024 will take place 31 May…

  7. Add Cheltenham Farmers Market to your Itinerary

    Cheltenham Farmers Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    31 May 2024Open 09:00 - 14:00

    On the second and last Friday of every month stalls line Cheltenham Promenade selling a range of produce including various meats and charcuterie, fruit and vegetables, desserts, preserves and pickles, cakes, bread, cheese and plants...

Ongoing Events

  1. Add Spring Artisan Craft Market to your Itinerary

    Spring Artisan Craft Market

    Type

    Type:

    Market

    Charlton Kings, Cheltenham

    Dates

    From:
    19 May 2024Open 11:00 - 16:00

    Shop from a thoughtfully curated selection of beautifully handmade, hand-crafted work from artisan creators. Including cards, prints and illustrations, ceramics, jewellery, printed textiles, beauty products, chocolates, and much more. Plus a…

  2. Add Antiques at Cheltenham Racecourse to your Itinerary

    Antiques at Cheltenham Racecourse

    Type

    Type:

    Market

    Prestbury Park, Cheltenham

    Dates

    From:
    19 May 2024Open 09:00 - 16:00

    Antiques & Collectors Fair.

  3. Add Frank Sinatra – The Retirement Concert Starring Richard Shelton and the Syd Lawrence Orchestra to your Itinerary

    Frank Sinatra – The Retirement Concert Starring Richard Shelton and the Syd Lawrence Orchestra

    Type

    Type:

    Music

    Imperial Square, Cheltenham

    Dates

    From:
    19 May 2024Open 19:30 -

    The acclaimed 1971 Retirement Concert, faithfully recreated by Richard Shelton, the world's finest dramatic interpreter of Frank Sinatra, and the Syd Lawrence Orchestra, one of the most enduring and popular UK big bands of all time.

  4. Add Tarot Enchantment at Dunkertons to your Itinerary

    Tarot Enchantment at Dunkertons

    Type

    Type:

    Spiritual

    Charlton Kings, Cheltenham

    Dates

    From:
    19 May 2024Open 18:00 - 20:00

    Louis visits Dunkertons once again for the, drawing down messages from higher realms with his psychic ability. Your spiritual awakening awaits!

  5. Add CFF24: Film Night to your Itinerary

    CFF24: Film Night

    Type

    Type:

    Free Event

    Cheltenham

    Dates

    From:
    20 May 2024Open 18:00 - 21:00

    A screening of short films from various directors.

  6. Add CFF24: Budgens and Dragons Live to your Itinerary

    CFF24: Budgens and Dragons Live

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    20 May 2024Open 18:00 - 19:00
    From:
    22 May 2024Open 18:00 - 19:00
    From:
    23 May 2024to25 May 2024Open 17:00 - 18:00
    From:
    26 May 2024Open 18:00 - 19:00

    Join Eddie O'Keeffe and a revolving cast of players in this adventure across an obscure market town where absolutely nothing will go wrong at all, promise.

  7. Add CFF24: Punny Bones to your Itinerary

    CFF24: Punny Bones

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    20 May 2024Open 20:00 - 21:00

    Elly Clark steps out from behind the box office to discuss her favourite subject: words, what you can do with them and how they could make your life a little brighter.

  8. Add Dunkertons Cinema - Moulin Rouge! to your Itinerary

    Dunkertons Cinema - Moulin Rouge!

    Type

    Type:

    Cinema & Film

    Charlton Kings, Cheltenham

    Dates

    From:
    20 May 2024Open 19:00 -

    The film will be screened in their charming candle-lit Taproom, on a cinema sized screen with state of the art sound equipment. If it gets cold they are prepared with blankets & heaters.

  9. Add Punt and Dennis to your Itinerary

    Punt and Dennis

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    20 May 2024Open 19:30 -

    Hugh Dennis and Steve Punt are back on tour for the first time in 10 years. Older but not really much wiser, they are returning to what they do best; sitting in traffic jams wondering if a different route would have been better.

  10. Add The 39 Steps to your Itinerary

    The 39 Steps

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    21 May 2024to25 May 2024Open 19:30 -

    Follow the incredible adventures of our handsome hero Richard Hannay, complete with stiff-upper-lip, British gung-ho and pencil moustache as he encounters dastardly murders, double-crossing secret agents, and, of course, devastatingly beautiful…

  11. Add Baby Sleep clinic with Charmain Mead at Dunkertons to your Itinerary

    Baby Sleep clinic with Charmain Mead at Dunkertons

    Type

    Type:

    Family

    Charlton Kings, Cheltenham

    Dates

    From:
    21 May 2024Open 11:00 - 14:00

    Dunkertons welcome published author and parenting expert Charmian Mead.

  12. Add CFF24: Cheltones Concert to your Itinerary

    CFF24: Cheltones Concert

    Type

    Type:

    Concert

    Cheltenham

    Dates

    From:
    21 May 2024Open 11:30 - 12:00

    Their concert will consist of different genres of mainly contemporary music so that they can share their love of singing together and create a pretty decent sound!

  13. Add CFF24: Cocktail of Poems and Heart to your Itinerary

    CFF24: Cocktail of Poems and Heart

    Type

    Type:

    Poetry & Literature

    Cheltenham

    Dates

    From:
    21 May 2024Open 14:30 - 15:20

    Laura is a young and passionate poet who wants nothing more than to share her voice with the world. In this performance, she will be reading from her books (Cocktails, Humans and Nature, Out of Place and The Owl and the Butterfly) some of her poetry…

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