21st July – 31st August
6:30pm
Sudeley Castle, Winchcombe, Cheltenham GL54 5JD

Step back into Medieval times during the summer holidays by taking part in our Knight Trail with opportunities to learn all the steps to becoming a knight from life as a squire to active service as a protector of the realm.

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Saturday, 27th June
11:30am – 9:30pm
Winchcombe Park, GL54 5GD

Organised by local talent and supported by Winchcombe and surrounding areas, this event promises a day of live music, community spirit, and fun. From talented young performers, local bands, free drop-in sessions, to local food and drink vendors, there’s something for everyone. Don’t miss out on the festivities – get your free tickets now and join us for a memorable day of music and celebration!

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Saturday, 1st August
8:30am – 6:00pm
Prescott Speed Hill Climb, Gotherington, Cheltenham GL52 9RD

This event has become a cherished tradition for automotive enthusiasts.
Set against the picturesque backdrop of Gloucestershire’s rolling hills, Vintage Prescott offers a weekend brimming with family fun, vintage vehicles and diverse trade stands ensuring there’s something to delight everyone.

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11th August – 23rd August
9:00am – 5:00pm
Gloucestershire Warwickshire Steam Railway, Toddington Railway Station, Toddington, Cheltenham, GL54 5DT

Bring the whole family to the Gloucestershire Warwickshire Steam Railway this summer for a day filled with creativity, adventure, and steam-powered fun.
Throughout the school holidays, children can enjoy a variety of hands-on craft activities at Winchcombe Station, with something new to discover each week. From colouring and model-making to themed crafts inspired by our locomotives and heritage railway, there’s plenty to keep young minds entertained.
Combine your visit with a relaxing journey through the Cotswold countryside on one of our historic steam trains. Enjoy the views, explore our stations, and make memories together along the line.
Ideal for families looking for a full day out, your ticket includes unlimited travel, access to all craft activities, and plenty of opportunities for children to learn, play, and get creative.

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8th August – 9th August
9:00am – 4:00pm
Prescott Speed Hill Climb, Gotherington, Cheltenham GL52 9RD

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Thursday, 13th August
10:00am – 5:00pm
Gloucestershire Warwickshire Steam Railway, Toddington Railway Station, Toddington, Cheltenham, GL54 5DT

Join us for a magical day out as our Teddy Bear Picnic Trains return to the GWSR! Bring your favourite cuddly friend and enjoy a relaxed steam-train journey with beautiful views across the Cotswolds — perfect for our younger travellers and their families.

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1st August – 2nd August
6:30pm
Sudeley Castle, Winchcombe, Cheltenham GL54 5JD

The Duke’s Theatre Company presents a bold reimagining of this iconic tragedy directed by Joseph Pitcher.
This vibrant production also features original music by composer Rob Millett (Rambert Dance Company and The Royal Opera House, The National Theatre and Shakespeare’s Globe).

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Saturday, 15th August
7:30am – 5:00pm
Prescott Speed Hill Climb, Gotherington, Cheltenham GL52 9RD

An event for exclusively for Minis and Mini derivatives

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Thursday, 13th August
7:00pm (doors open at 6:30pm)
Postlip Hall, Winchcombe, Cheltenham, Gloucestershire GL54 5AQ

Enter the whimsical world of Bertie Wooster, an affable young gentleman with a penchant for getting himself in the most outlandish predicaments. Thankfully, he has his razor-sharp valet, Jeeves, to rescue him from all sorts of mishaps.
Facing misadventures, from ill-fated romances to comical escapades, all set against the backdrop of a world filled with eccentric aunts, quirky friends, and a host of unforgettable characters.
Featuring live jazz music, from our ensemble of actor-musicians

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Saturday, 15th August
10:00am – 1:00pm
Winchcombe Park, GL54 5GB

We are very excited to be holding two car shows this year in Winchcombe Park.
Last year was such a great success, with a wide variety of over 50 classic cars.

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