WHAT’S ON
From live music and open gardens, to tea dances, festivals and fundraisers, from shows and cycling to poetry and running – Winchcombe hosts them all. Find out what’s happening in our town and check our Regular Events panel for details of clubs, classes and gatherings held weekly and monthly.
15th May – 17th May
Winchcombe Cotswolds Walking Festival 2026
Award winning Cotswold Walking Festival
Saturday, 16th May
Isbourne Arts – Anna Howie and Bev Harrell
A fabulous night of special music from two Isbourne Arts favourites
Saturday, 23rd May
Isbourne Arts – The Whole Caboodle
Party the night away at our spring Ceilidh
23rd May – 24th May
Prescott Speed Hill Climb – Prescott Historique
Celebrating the history of Hill Climbing
23rd May – 25th May
Gloucestershire Warwickshire Steam Railway – Cotswold Festival of Steam
Our annual festival of steam locomotives
25th May – 29th May
Sudeley Castle – Falconry Experience Days
The perfect introduction to experience the ancient art
Thursday, 28th May
Isbourne Arts – National Theatre Live
“Playboy of the Western World”
Friday, 29th May
Cleeve Common – Wellbeing Walk
A relaxing walk to boost your mood and connect with others in nature!
Friday, 29th May
Cleeve Common – Mini-beasts & Dens
Den building, bug hunting and fun!
Thursday, 4th June
Gloucestershire Warwickshire Steam Railway – Wine and Cheese Evening
An evening of wine tasting as you travel through the beautiful Cotswold Countryside
12th June – 13th June
Isbourne Arts – Winchcombe Players: “Ladies’ Day”
Grab your hats for a feel good evening of fun
12th June – 14th June
Gloucestershire Warwickshire Steam Railway – Rail Ale Festival
Get ready to step back in time and savor the best of both worlds
Saturday, 13th June
Cleeve Common – Introduction to Drawing Trees with Charcoal
An Introduction to drawing trees with charcoal
13th June – 14th June
Prescott Speed Hill Climb – Prescott Motorsport Festival
Featuring National Ferrari Owners’ Day
Friday, 19th June
Isbourne Arts – Thomas Atlas
A skillful fusion of blues, soul, funk, jazz, and Americana
Sunday, 21st June
Isbourne Arts – Midsummer Nature Garden Trail
An exhilarating summer day exploring interesting gardens showcasing how green spaces support nature
Sunday, 21st June
Isbourne Arts – The Ambassador’s Garden
A rare chance to hear from the expert who once tended one of London’s most famous gardens
24th June – 5th August
Isbourne Arts – Winchcombe Creative Carers
Bringing unpaid carers together for a welcome creative break
Friday, 26th June
Cleeve Common – Wellbeing Walk
A relaxing walk to boost your mood and connect with others in nature!
26th June – 28th June
Sudeley Castle – History Weekend
Three days of events highlighting 1,000 years of history
Saturday, 27th June
Party in the Park
An unforgettable afternoon of live music, great food, and feel-good fun
Saturday, 27th June
Gloucestershire Warwickshire Steam Railway – Murder on the Cheltenham Fryer
Can you work out “whodunnit?!”
Friday, 3rd July
Isbourne Arts – Swing from Paris
Stylish jazz and vintage swing on violin, guitars and double bass
Sunday, 5th July
Cleeve Common – Wild Medicine Walk
Explore and learn about medicinal and edible wild plants
Saturday, 11th July
Trek26 Cotswolds
Take a challenge and raise money for the Alzheimer’s Society
Saturday, 11th July
Winchcombe Parish Summer Fête
A community event with activities for all ages
Saturday, 11th July
Stanway House – Stanway Fête
A traditional Summer Fete in the beautiful Water Gardens of Stanway House
11th July – 12th July
Gloucestershire Warwickshire Steam Railway – Railway Headboard Weekend
Celebrating the Named Trains of the Past
Monday, 13th July
Sudeley Castle – Summer Opera
Wild Arts presents an evening of operatic and musical hits!
17th July – 19th July
Sudeley Castle – Fantasy Forest Festival 2026
Dream with your eyes open
Saturday, 18th July
Prescott Speed Hill Climb – Prescott International
Four car team event featuring teams representing England, Ireland, Scotland and Wales
Saturday, 18th July
Isbourne Arts – Brooks Williams and Aaron Catlow
Musical chemistry that sets the stage ablaze
Sunday, 19th July
Prescott Speed Hill Climb – Midland Hill Climb Championship
Join us for the latest round of their season
21st July – 27th August
Sudeley Castle – Falcons in Flightp
Introduction to experience the ancient art
Tuesday, 28th July
Postlip Hall – Open Air Touring Company
“Around the World in 80 Days”
REGULAR EVENTS
Saturday
Farmers Market
3rd Saturday of each month (except January), 10am -1pm, Isbourne Arts, High Street, Winchcombe.
Contact: winchcombefarmersmarket@gmail.com
Country Market
2nd Saturday of each month (except January), 9am -12noon, Guide Hall, Winchcombe.
Contact: Pat Grassick, 01242 603124 or Fran Hunter, 01242 620285 or Facebook Page
Sunday
junior parkrun
9am start at Winchcombe Park for a timed 2k parkrun for 4-14 year olds, For more info visit parkrun.org.uk/winchcombe-juniors
Re-Engage Tea Party
Sunday afternoon gathering for over 75’s. Transport provided. (16 Feb, 15 March & 19 April)
Monday
Computer Buddies
Monday 11:00am – 12:00 noon. Volunteer computer buddies can offer you help with using library computers.
Dance with Parkinson’s & MS
Library Club
1st Monday of the month, Winchcombe Library,11:30am – 12:30pm. We can provide transport to the library allowing members to choose their own books and meet others.
Walking Football
Monday 3pm Winchcombe Sports Hall
Tuesday
North Cotswold Food bank
1.30pm – 3pm, Encounter Church, 9 Gretton Road, Winchcombe, GL54 5EE
Wednesday
Baby Bounce and Rhyme
10.30am – 11am, Winchcombe Library, Back Lane
Lunch Date
1st Wednesday of the month at the Guide Hall, 12 – 1.30pm, in aid of local charities. (except March & April when Lent Lunch is running)
Tea Dance
Last Wednesday of the month, 2pm – 4pm, Abbey Fields Community Centre, £5 entry.
Thursday
MEETING POINT – COFFEE MORNING
10am – 12 noon. Guide Hall, High Street. All are welcome, just drop in.
Walking for Health
10.30am- 11.30am, meet outside the Plaisterers Arms.
Friday
Knit and Natter
10am – 12 noon & 2pm – 4pm, fun, friendly group, join us for a chat, knit, crotchet and a cuppa at Winchcombe Library, Back Lane.
Walking Rugby
10:30am Winchcombe Sports Hall
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