A colourful collage of Cheltenham Festivals

Cheltenham Festivals & Major Events Guide 2025

Highlights

Pittville Pump Room

The Holst 150 Birthday Party

Celebrate Cheltenham's most famous son, composer Gustav Holst, at a day of fun activities and music…

Fresh: Art Fair

Fresh: Art Fair

Fresh: Art Fair shows a wider range of art than any art fair outside London.  From exciting new…

Cheltenham Observation Wheel

Cheltenham Observation Wheel

Soar above Cheltenham this Easter on a spectacular observation wheel, offering breathtaking…

The April Meeting at Cheltenham Racecourse

The April Meeting

It's no easy task following Cheltenham Festival however, April’s two-day meeting is the perfect…

Number of results:

Number of results: 36

, currently showing 21 to 36.

  1. Add Prescott Bike Fest to your Itinerary

    Prescott Bike Fest

    Type

    Type:

    Motorsports

    Cheltenham

    Dates

    From:
    22 June 2025Open 08:30 - 17:00

    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.

  2. Add Cheltenham Music Festival to your Itinerary

    Cheltenham Music Festival

    Type

    Type:

    Festival

    Dates

    From:
    4 July 2025to12 July 2025

    Cheltenham Music Festival brings eight days of performances and events by leading international artists, new talent and innovators.

  3. Add 2000trees Festival to your Itinerary

    2000trees Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    9 July 2025to12 July 2025

    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.

  4. Add Lions at Large - The Pride of Gloucestershire Trail to your Itinerary

    Lions at Large - The Pride of Gloucestershire Trail

    Type

    Type:

    Free

    Cheltenham

    Dates

    From:
    11 July 2025to14 Sept 2025

    In the Summer of 2025, Lions at Large – The Pride of Gloucestershire Trail will be ‘roaring’ onto the streets of Cheltenham and Gloucester!
    35 large Lion sculptures will be designed and painted by local artists; celebrating Gloucestershire’s rich…

  5. Add Cheltenham Cricket Festival to your Itinerary

    Cheltenham Cricket Festival

    Type

    Type:

    Sports

    Thirlestaine Road, Cheltenham

    Dates

    From:
    17 July 2025to5 Aug 2025

    The Cheltenham Cricket Festival is one of the most loved events in the social and sporting calendar. The idyllic setting of Cheltenham College provides the perfect backdrop for cricket at the height of summer.

  6. Add Cheltenham 7s Festival to your Itinerary

    Cheltenham 7s Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    18 July 2025to19 July 2025

    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…

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

    Fantasy Forest Festival at Sudeley Castle

    Type

    Type:

    Major Event

    Winchcombe

    Dates

    From:
    18 July 2025to20 July 2025

    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.

  8. Add Summer Jam: The Lakefest Warmup to your Itinerary

    Summer Jam: The Lakefest Warmup

    Type

    Type:

    Major Event

    Cheltenham

    Dates

    From:
    25 July 2025to27 July 2025

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

  9. Add Cheltenham Heritage Open Days to your Itinerary

    Cheltenham Heritage Open Days

    Type

    Type:

    Festival

    Dates

    From:
    12 Sept 2025to21 Sept 2025

    10 days of Cheltenham heritage free to explore! Discover Cheltenham and its heritage as buildings throw open their doors to the public with a full programme of exciting walks and fascinating talks.

  10. Add Cheltenham International Film Festival to your Itinerary

    Cheltenham International Film Festival

    Type

    Type:

    Festival

    Regent St, Cheltenham

    Dates

    From:
    19 Sept 2025to28 Sept 2025

    Cheltenham International Film Festival has brought together: filmmakers, guest celebrities, emerging talent and audiences to celebrate the best in world cinema.

  11. Add Run Cheltenham to your Itinerary

    Run Cheltenham

    Type

    Type:

    Running

    Evesham Road, Cheltenham

    Dates

    From:
    21 Sept 2025

    Run Cheltenham offers three incredible and unique racing experiences for all ages and abilities. All starting and finishing at Cheltenham Racecourse. From those wanting to experience running for the first time to the competitive athletes wanting to…

  12. Add Cheltenham Literature Festival to your Itinerary

    Cheltenham Literature Festival

    Type

    Type:

    Festival

    Cheltenham

    Dates

    From:
    10 Oct 2025to19 Oct 2025

    Cheltenham Literature Festival, 10-19 October, promises a feast for the mind. As the world’s longest-running literature festival, the annual event leads the way in celebrating the written and spoken word, presenting the best new voices in fiction…

  13. Add Cheltenham Literature Festival Free Events to your Itinerary

    Cheltenham Literature Festival Free Events

    Type

    Type:

    Literature

    Cheltenham

    Dates

    From:
    10 Oct 2025to19 Oct 2025

    With more than one hundred free talks, performances and workshops taking place across the ten days of the Festival.

  14. Add The Showcase to your Itinerary

    The Showcase

    Type

    Type:

    Horse Racing

    Cheltenham

    Dates

    From:
    24 Oct 2025to25 Oct 2025

    The Showcase raises the curtain to the 2025/26 Cheltenham season, once again, the thundering hooves, eager participants and excited fans will return to the Home of Jump Racing on Friday 24 and Saturday 25 October 2025. 

  15. Add The November Meeting to your Itinerary

    The November Meeting

    Type

    Type:

    Horse Racing

    Cheltenham

    Dates

    From:
    14 Nov 2025to16 Nov 2025

    The November Meeting is an unmissable three-day meeting at the Home of Jump Racing. It's true that all roads lead to Cheltenham Festival, but the magic starts at The November Meeting. 

  16. Add The Christmas Meeting to your Itinerary

    The Christmas Meeting

    Type

    Type:

    Horse Racing

    Cheltenham

    Dates

    From:
    12 Dec 2025to13 Dec 2025

    Commence your Christmas celebrations at Cheltenham Racecourse over a weekend of top-quality racing on Friday 12 and Saturday 13 December. With the festive season about to enter the home straight, The Christmas Meeting brings joy and excitement for…

Statues