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…

Cheltenham Jazz Festival... around town free gigs

Cheltenham Jazz Festival... around town free gigs

Keep Thursday 2 May to Monday 6 May free to enjoy five days of free gigs on the Cheltenham Jazz…

Cheltenham Craft Market

Cheltenham Craft Market

Located along Cheltenham Promenade, the monthly Cheltenham Crafts Market brings together local…

Wychwood Festival Cheltenham Racecourse

Wychwood Festival

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

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Number of results: 72

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Featured Events

  1. Add Cheltenham Jazz Festival... around town free gigs to your Itinerary

    Cheltenham Jazz Festival... around town free gigs

    Type

    Type:

    Free

    Cheltenham

    Dates

    From:
    2 May 2024to6 May 2024

    Keep Thursday 2 May to Monday 6 May free to enjoy five days of free gigs on the Cheltenham Jazz Festival Free Stage in Montpellier Gardens and in Cheltenham’s streets, pubs and clubs.

  2. Add The Suffolks Sunday Market to your Itinerary

    The Suffolks Sunday Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    5 May 2024Open 11:00 - 16:00
    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.

  3. Add Cheltenham Festival of Performing Arts to your Itinerary

    Cheltenham Festival of Performing Arts

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    9 May 2024to18 May 2024

    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...

  4. Add Cheltenham Farmers Market to your Itinerary

    Cheltenham Farmers Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    10 May 2024Open 09:00 - 14:00
    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...

  5. Add Cheltenham Antiques & Vintage Market to your Itinerary

    Cheltenham Antiques & Vintage Market

    Type

    Type:

    Antiques

    Cheltenham

    Dates

    From:
    11 May 2024

    Your opportunity to browse antiques, collectables, vintage products, home decor, porcelain, jewellery, furniture and art once a month along Cheltenham Promenade.  

  6. Add Cheltenham Craft Market to your Itinerary

    Cheltenham Craft Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    18 May 2024

    Located along Cheltenham Promenade, the monthly Cheltenham Crafts Market brings together local producers, craftspeople and artisans to create a market full of unique gifts, homeware and handmade goods.

  7. 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.

  8. 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.

  9. 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…

Ongoing Events

  1. Add Funky Pants Music & Dance Parties to your Itinerary

    Funky Pants Music & Dance Parties

    Type

    Type:

    Family

    Charlton Kings, Cheltenham

    Dates

    From:
    1 May 2024to22 May 2024Open 10:00 -

    Funky Pants Music & Dance run award-winning funky music dance classes designed for pre-schoolers ages 0-5.

  2. Add A Rose by Any Other Name to your Itinerary

    A Rose by Any Other Name

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 May 2024Open 18:30 - 20:00

    A Rose by Any Other Name by Lou Beckett - 2024 Spring Tour

  3. Add Indian Block Printing Workshop to your Itinerary

    Indian Block Printing Workshop

    Type

    Type:

    Crafts

    Cheltenham

    Dates

    From:
    1 May 2024Open 19:00 - 21:00

    Indian Block Printing Workshop.

  4. Add Quiz Night at Dunkertons to your Itinerary

    Quiz Night at Dunkertons

    Type

    Type:

    Family

    Charlton Kings, Cheltenham

    Dates

    From:
    1 May 2024Open 19:00 -
    From:
    8 May 2024Open 19:00 -
    From:
    15 May 2024Open 19:00 -

    Created and run by Quiz Master/theatrical genius - Joe, you'll be putting your brain cells to the test from start to finish! With loads of varied rounds everybody's in with a chance.

  5. Add Charlotte Tilbury Masterclass x The Alchemist to your Itinerary

    Charlotte Tilbury Masterclass x The Alchemist

    Type

    Type:

    Food and Drink

    Henrietta Street, Cheltenham

    Dates

    From:
    2 May 2024Open 17:30 - 19:30

    Join the Charlotte Tilbury team for a masterclass at The Alchemist! Enjoy a Colour Changing One cocktail and canapés on arrival while you unlock tips, tricks + beautifying secrets for creating your dream beauty look with Charlotte's award-winning,…

  6. Add Lemon Rocket Comedy to your Itinerary

    Lemon Rocket Comedy

    Type

    Type:

    Comedy

    Cheltenham

    Dates

    From:
    2 May 2024Open 19:00 - 21:30

    Lemon Rocket Comedy Landing in Cheltenham, Earth, every first Thursday of the month. Showcasing the best comedy in the South West & beyond!

  7. Add The Lion, the Witch and the Wardrobe to your Itinerary

    The Lion, the Witch and the Wardrobe

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    2 May 2024to5 May 2024Open 19:30 -
    From:
    4 May 2024Open 14:00 -

    Take your time, open the door, and enter a world that wasn't there before. There's music from far away, snow falling near, and plainly there's magic at work here.

  8. Add Josienne Clarke to your Itinerary

    Josienne Clarke

    Type

    Type:

    Music

    Cheltenham

    Dates

    From:
    3 May 2024Open 19:30 - 10:20

    Indie-folk singer, songwriter, guitarist, and producer Josienne Clarke is often said to draw on traditional British folk inspirations, but is a thoroughly modern, multifaceted artist who follows her own compass.

  9. Add Drag Brunch at The Alchemist to your Itinerary

    Drag Brunch at The Alchemist

    Type

    Type:

    Food and Drink

    Henrietta Street, Cheltenham

    Dates

    From:
    4 May 2024Open 12:30 - 15:00

    Enjoy performances from this iconic drag duo as you sip equally fierce cocktails with a delicious brunch dish included.

  10. Add Live Music in The Ox Shed to your Itinerary

    Live Music in The Ox Shed

    Type

    Type:

    Free Event

    Guiting Power, Cheltenham

    Dates

    From:
    4 May 2024to5 May 2024
    From:
    11 May 2024
    From:
    18 May 2024
    From:
    25 May 2024
    From:
    29 May 2024

    Every Saturday evening Cotswold Farm Park are inviting you to dine and listen to live music from super-talented local artists from 5pm.

  11. Add The Music of Star Wars to your Itinerary

    The Music of Star Wars

    Type

    Type:

    Concert

    Evesham Rd, Cheltenham

    Dates

    From:
    4 May 2024Open 19:30 - 21:40

    Strap in as The Studio Orchestra take you on a hyperdrive adventure through the music of Star Wars.

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