A collage of September events and activities in Cheltenham

September 2025 - What's On Cheltenham Events

Highlights

Cheltenham Ladies College

Cheltenham Heritage Open Days

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

Lions at Large sculpture in front of Pittville Pump Room

Lions at Large - The Pride of Gloucestershire Trail

In the Summer of 2025, Lions at Large – The Pride of Gloucestershire Trail will be ‘roaring’ onto…

Cheltenham International Film Festival

Cheltenham International Film Festival

Cheltenham International Film Festival has brought together: filmmakers, guest celebrities,…

Run Cheltenham

Run Cheltenham

Run Cheltenham offers three incredible and unique racing experiences for all ages and abilities.…

Number of results:

Number of results: 34

, currently showing 1 to 20.

Featured Events

  1. 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…

  2. 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.

  3. Add Cheltenham Farmers Market to your Itinerary

    Cheltenham Farmers Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    12 Sept 2025
    From:
    26 Sept 2025

    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...

  4. 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.

  5. Add Cheltenham Craft Market to your Itinerary

    Cheltenham Craft Market

    Type

    Type:

    Market

    Cheltenham

    Dates

    From:
    20 Sept 2025

    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.

  6. 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…

Ongoing Events

  1. Add Botanist Musical Bingo to your Itinerary

    Botanist Musical Bingo

    Type

    Type:

    Competition/Game

    Henrietta Street, Cheltenham

    Dates

    From:
    4 Sept 2025Open 20:00 - 22:00

    Eyes Down, Listen Up! One musician, three chances to win. Bingo re-imagined. The first Thursday of every month.

  2. Add British and Midland Hill Climb Championships - The September Meeting to your Itinerary

    British and Midland Hill Climb Championships - The September Meeting

    Type

    Type:

    Motorsports

    Cheltenham

    Dates

    From:
    6 Sept 2025to7 Sept 2025Open 08:30 - 17:00

    The British Hill Climb Championship returns for the second time during the 2025 season, with practice on Saturday and timed runs and Run Offs on Sunday.

  3. Add Moreton in Marsh Show to your Itinerary

    Moreton in Marsh Show

    Type

    Type:

    Show/Display

    Moreton in Marsh

    Dates

    From:
    6 Sept 2025

    Traditional one day Agricultural and Horse Show and the leading agricultural event in the County, held in the extreme north of the Gloucestershire Cotswolds on the first Saturday in September each year.

  4. Add Beginners Dry Stone Walling Courses at Notgrove to your Itinerary

    Beginners Dry Stone Walling Courses at Notgrove

    Type

    Type:

    Workshop

    Notgrove, Cheltenham

    Dates

    From:
    13 Sept 2025to14 Sept 2025Open 09:00 - 16:30

    Dry stone walling courses for beginners at Notgrove suitable for anyone 16 years and older. Run by DSWA instructor with years of experience, Richard Gray at Notgrove over two days. Accommodation at Notgrove available on site. Price is £199 pp.

  5. Add Cheltenham Antiques & Vintage Market to your Itinerary

    Cheltenham Antiques & Vintage Market

    Type

    Type:

    Antiques

    Cheltenham

    Dates

    From:
    13 Sept 2025

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

  6. Add Craft market at Pip and Jim's to your Itinerary

    Craft market at Pip and Jim's

    Type

    Type:

    Market

    Leckhampton, Cheltenham

    Dates

    From:
    13 Sept 2025Open 10:00 - 16:00

    Craft Market at Pip and Jim's, Cheltenham

  7. Add Nature Journaling to your Itinerary

    Nature Journaling

    Type

    Type:

    Nature Walk

    Bishops Cleeve

    Dates

    From:
    13 Sept 2025Open 10:00 - 12:00

    Join local illustrator Amanda Steer on a wander through Wardens' Wood as they slow down, and draw what they see, not what you think you see.

  8. Add Cheltenham Triathlon to your Itinerary

    Cheltenham Triathlon

    Type

    Type:

    Swimming

    Cheltenham

    Dates

    From:
    14 Sept 2025Open 07:00 - 11:30

    The event is aimed at all abilities and fitness levels, from complete novice to club and pro triathlete, as well as charity and fun competitors. Competitors must be over the age of 17 to compete.

  9. Add Vintage Long Course to your Itinerary

    Vintage Long Course

    Type

    Type:

    Sports

    Cheltenham

    Dates

    From:
    20 Sept 2025Open 08:30 - 17:00

    The VSCC return to Prescott for their Long Course championships, taking in the famous Ettores Bend.

  10. Add Dragged To The Musicals to your Itinerary

    Dragged To The Musicals

    Type

    Type:

    Musicals

    Cheltenham

    Dates

    From:
    21 Sept 2025Open 19:30 -

    Dragged to the Musicals - All the eleganza-extravaganza of the West End combined with the fierce and fabulous world of Drag! A night of sassy showstoppers, where the divas are anything but dull! If you can't handle the 'T' then sashay away cos the…

  11. Add Porsche @ Prescott to your Itinerary

    Porsche @ Prescott

    Type

    Type:

    Motorsports

    Cheltenham

    Dates

    From:
    21 Sept 2025Open 08:30 - 17:00

    A non-competitive hill drive day exclusively for Porsche Cars.

  12. Add British Open Snooker to your Itinerary

    British Open Snooker

    Type

    Type:

    Sports

    Evesham Road, Cheltenham

    Dates

    From:
    22 Sept 2025to28 Sept 2025

    Snooker’s biggest stars will be at Cheltenham Racecourse when the British Open comes to The Centaur, 22nd - 28th September 2025.

  13. Add Improvers Dry Stone Walling Course at Notgrove to your Itinerary

    Improvers Dry Stone Walling Course at Notgrove

    Type

    Type:

    Workshop

    Notgrove, Cheltenham

    Dates

    From:
    25 Sept 2025to26 Sept 2025Open 09:00 - 16:30

    Improvers Dry Stone Walling Courses at Notgrove suitable for those who have done a beginners course or who are already doing dry stone walling.

  14. Add Cheltenham Chamber Orchestra to your Itinerary

    Cheltenham Chamber Orchestra

    Type

    Type:

    Music

    Cheltenham

    Dates

    From:
    27 Sept 2025Open 19:30 - 21:30

    Cheltenham Chamber Orchestra perform Glinka: Overture Ruslan and Lyudmila, Duparc: Aux Etoiles, Borodin Symphony No 3, Sibelius Symphony No 3.

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