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Highlights

Wychwood Festival Cheltenham Racecourse

Wychwood Festival

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

The Showcase at Cheltenham Racecourse

The Showcase

The thundering hooves will return after a summer break to Cheltenham Racecourse, our world class…

Cheltenham Ladies College

Cheltenham Heritage Open Days

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

Easter at Cotswold Farm Park

Easter at Cotswold Farm Park

Celebrate the arrival of over 900 lambs (and goat kids!) and participate in egg-citing new…

Number of results:

Number of results: 50

, currently showing 21 to 40.

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

    Cheltenham Jazz Festival... around town free gigs

    Type

    Type:

    Free

    Cheltenham

    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.

    Dates

    From:
    2 May 2024to6 May 2024
  2. Add The Suffolks Sunday Market to your Itinerary

    The Suffolks Sunday Market

    Type

    Type:

    Market

    Cheltenham

    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.

    Dates

    From:
    5 May 2024Open 11:00 - 16:00
    From:
    26 May 2024Open 11:00 - 16:00
    From:
    28 July 2024Open 11:00 - 16:00
    From:
    25 Aug 2024Open 11:00 - 16:00
    From:
    27 Oct 2024Open 11:00 - 16:00
    From:
    24 Nov 2024Open 11:00 - 17:00
  3. Add Cheltenham Pride to your Itinerary

    Cheltenham Pride

    Type

    Type:

    LGBTQ+

    Cheltenham

    Pride in Gloucestershire and Cheltenham Pride Festivals are collaborating this year to bring you Cheltenham Pride on 18 May 2024, a LGBTQ+-focused, family-friendly event.

    Dates

    From:
    18 May 2024
  4. Add Cotswolds 100 Sportive to your Itinerary

    Cotswolds 100 Sportive

    Type

    Type:

    Sports

    Prestbury, Cheltenham

    The Cotswolds sportive, starting and finishing at Cheltenham Racecourse, will take in much of the stunning Cotswolds AONB on the cycle routes.

    Dates

    From:
    25 May 2024Open 07:00 -
  5. Add Family Fun Friday: Bug Hunting and Butterfly Spotting to your Itinerary

    Family Fun Friday: Bug Hunting and Butterfly Spotting

    Type

    Type:

    Animal/Wildlife

    Near Upper Hill Farm Bed and Breakfast, Near Whittington

    Eyes peeled, they'll be exploring Cleeve Common & the Butterfly Conservation reserve for winged beauties and other minibeasts!

    Dates

    From:
    31 May 2024Open 11:00 - 12:30
  6. 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 2024 will take place 31 May…

    Venue

    Cheltenham Racecourse, Cheltenham

    Dates

    From:
    31 May 2024to2 June 2024Various Opening Times
  7. Add Cheltenham's Three Peaks Challenge to your Itinerary

    Cheltenham's Three Peaks Challenge

    Type

    Type:

    Event

    Cheltenham

    The 22 mile walk which starts at their Charity 'HQ' in Lansdown Parade, provides you with the opportunity to take part in an exhausting but exhilarating adventure through Gloucestershire's most picturesque landscapes whilst tackling the three…

    Dates

    From:
    8 June 2024Open 06:30 - 18:30
  8. Add Gloucestershire Warwickshire Railway Real Ale Festival to your Itinerary

    Gloucestershire Warwickshire Railway Real Ale Festival

    Type

    Type:

    Railway / Train Events

    Cheltenham

    Get ready for a journey back in time, where vintage locomotives and the finest brews come together in perfect harmony.

    Dates

    From:
    14 June 2024to16 June 2024Open 10:30 - 18:00
  9. Add Lives of Colour Culture Fest to your Itinerary

    Lives of Colour Culture Fest

    Type

    Type:

    Music

    Cheltenham

    Lives of Colour: Culture Fest is a a multi-cultural event that embraces all cultures through art, food, music and dance. Welcoming everyone from the community and beyond and giving a platform to people from ethnically and culturally diverse…

    Venue

    Pittville Park, Cheltenham

    Dates

    From:
    15 June 2024Open 12:00 - 19:30
  10. Add Cheltenham Running Festival to your Itinerary

    Cheltenham Running Festival

    Type

    Type:

    Running

    Evesham Road, Cheltenham

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

    Dates

    From:
    16 June 2024
  11. Add Prescott Bike Fest to your Itinerary

    Prescott Bike Fest

    Type

    Type:

    Motorsports

    Cheltenham

    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.

    Dates

    From:
    23 June 2024Open 08:30 - 17:00
  12. Add Wimbledon Big Screen to your Itinerary

    Wimbledon Big Screen

    Type

    Type:

    Days Out

    Cheltenham

    Wimbledon Big screen will return 1st to 14th July. Hosted at The Brewery Quarter to bring tennis fans a smashing mini-Wimbledon experience.

    Venue

    The Brewery Quarter, Cheltenham

    Dates

    From:
    1 July 2024to14 July 2024Open 11:00 - 21:00
  13. Add Cheltenham Junior Parkrun to your Itinerary

    Cheltenham Junior Parkrun

    Type

    Type:

    Running

    Cheltenham

    Cheltenham junior parkrun is a FREE 2k weekly event for juniors only (4 to 14 year olds).

    Venue

    Pittville Park, Cheltenham

    Leisure At Cheltenham, Cheltenham

    Dates

    From:
    4 July 2024to31 Dec 2024Various Opening Times
  14. Add Trek26 Cotswolds to your Itinerary

    Trek26 Cotswolds

    Type

    Type:

    Charity

    Cheltenham

    Join Alzheimer's Society for an epic 13 or 26 mile trek this summer in the Cotswolds to support people affected by dementia.

    Dates

    From:
    6 July 2024Open 06:00 - 23:00
  15. Add 2000trees Festival to your Itinerary

    2000trees Festival

    Type

    Type:

    Festival

    Cheltenham

    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.

    Dates

    From:
    10 July 2024to13 July 2024
  16. Add Summer Diesel Gala at GWSR to your Itinerary

    Summer Diesel Gala at GWSR

    Type

    Type:

    Railway / Train Events

    Cheltenham

    Get ready for a weekend of thrilling locomotives, nostalgic journeys, and unforgettable experiences at the heart of the scenic Gloucestershire countryside. The GWSR annual Diesel Gala promises a unique blend of vintage charm and modern power,…

    Dates

    From:
    12 July 2024to14 July 2024
  17. Add Cheltenham 7s Festival to your Itinerary

    Cheltenham 7s Festival

    Type

    Type:

    Days Out

    Cheltenham

    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…

    Dates

    From:
    19 July 2024to20 July 2024
  18. Add Cheltenham Parkrun to your Itinerary

    Cheltenham Parkrun

    Type

    Type:

    Running

    Cheltenham

    Cheltenham Park Run is a 5k free weekly running event which takes place in Pittville Park, Cheltenham. 

    Venue

    Pittville Park, Cheltenham

    Leisure At Cheltenham, Cheltenham

    Dates

    From:
    24 July 2024to31 Dec 2024Various Opening Times
  19. Add Summer Jam: The Lakefest Warmup to your Itinerary

    Summer Jam: The Lakefest Warmup

    Type

    Type:

    Major Event

    Cheltenham

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

    Venue

    The Brewery Quarter, Cheltenham

    Dates

    From:
    26 July 2024to28 July 2024
  20. Add Cheltenham Paint Festival to your Itinerary

    Cheltenham Paint Festival

    Type

    Type:

    Festival

    Cheltenham's streets pop with colour thanks to the annual Cheltenham Paint Festival. Watch artists hard at work when the festival returns for the sixth year this summer, 27 - 28 July 2024 and enjoy street art creations year round in The Festival…

    Dates

    From:
    27 July 2024to28 July 2024
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