A colourful collage of Cheltenham Festivals

Cheltenham Festivals & Major Events Guide 2025

Highlights

Lions at Large - The Pride of Gloucestershire Trail

Lions at Large - The Pride of Gloucestershire Trail

Lions at Large – The Pride of Gloucestershire Trail has roared onto the streets of Cheltenham and…

Open-Air Theatre Festival at Tuckwell Amphitheatre

Tuckwell Open-Air Theatre Festival

The idyllic, stone built, Tuckwell Amphitheatre is the perfect setting for an annual Open Air…

Cheltenham Ladies College

Cheltenham Heritage Open Days

10 days of Cheltenham heritage free to explore! Discover Cheltenham and its heritage as buildings…

Cheltenham and Gloucester Fringe logo in front of Rotunda pop-up theatre

Cheltenham and Gloucester Fringe 2025

An exciting programme of music, drama, comedy and shows for everyone.

Number of results:

Number of results: 31

, currently showing 21 to 31.

  1. Add Cheltenham Jazz Festival to your Itinerary

    Cheltenham Jazz Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    29 Apr 2026to4 May 2026Various Opening Times

    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.

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

    Race Night ft. Hunter Chase Racing

    Type

    Type:

    Horse Racing

    Prestbury, Cheltenham

    Dates

    From:
    1 May 2026Various Opening Times

    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…

  3. Add Cheltenham Festival of Performing Arts to your Itinerary

    Cheltenham Festival of Performing Arts

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    7 May 2026to16 May 2026

    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 Wychwood Festival to your Itinerary

    Wychwood Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    29 May 2026to31 May 2026Various 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 2025 will take place 29 to…

  5. Add Cheltenham Science Festival to your Itinerary

    Cheltenham Science Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    2 June 2026to7 June 2026

    From 2–7 June, Cheltenham Festivals will bring inspiring talks, hands-on experiments...

  6. Add Cheltenham Running Festival to your Itinerary

    Cheltenham Running Festival

    Type

    Type:

    Running

    Evesham Road, Cheltenham

    Dates

    From:
    14 June 2026

    This event offers you the unique opportunity to run a 5k, 10k or Half Marathon around the famous Cheltenham Racecourse!

  7. Add Prescott Bike Fest to your Itinerary

    Prescott Bike Fest

    Type

    Type:

    Motorsports

    Cheltenham

    Dates

    From:
    21 June 2026

    Prescott Bike Fest is THE one stop shop for bike lovers everywhere. Run the Hill entries, Paddock Specials and the organisers Featured Club take to the world famous Prescott Hill.

  8. Add Cheltenham Music Festival to your Itinerary

    Cheltenham Music Festival

    Type

    Type:

    Festival

    Dates

    From:
    3 July 2026to11 July 2026

    Cheltenham Music Festival returns for its 80th birthday celebrations, 3 - 11 July 2026, for eight days of incredible music. 

  9. Add 2000trees Festival to your Itinerary

    2000trees Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    8 July 2026to11 July 2026

    The multi-award-winning 2000trees festival is a three day extravaganza set in the stunning Cotswold Hills. You’ll get three nights camping, a friendly, intimate atmosphere plus amazing food and locally produced ciders, ales & lagers.

  10. Add Fantasy Forest Festival at Sudeley Castle to your Itinerary

    Fantasy Forest Festival at Sudeley Castle

    Type

    Type:

    Major Event

    Winchcombe

    Dates

    From:
    17 July 2026to19 July 2026

    Set within the stunning grounds of Sudeley Castle, Fantasy Forest Festival offers a unique, inclusive experience against the backdrop of one of the Cotswolds most magnificent family friendly attractions.

  11. Add Cheltenham 7s Festival to your Itinerary

    Cheltenham 7s Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    17 July 2026to18 July 2026

    This is a festival for all sport lovers and festival-goers featuring a range of competitions for Rugby, Netball, Dodgeball, Fitness and Juniors Rugby  plus huge line up of talented artists, bands and DJs. The combination of sport and music is a…

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