From world-class festivals to unforgettable sporting moments, rediscover the cultural heart of the Cotswolds – just a short journey away.
Nestled on the edge of the Cotswolds, the elegant Regency town of Cheltenham has long been known as The Festival Town – and from April through to autumn, it truly comes into its own.
For those who know and love the Cotswolds, Cheltenham offers something refreshingly different yet reassuringly close: a vibrant cultural hub where world-famous festivals, major sporting events and exceptional dining come together in one beautifully walkable town.
As spring unfolds and the town’s gardens burst into colour, a packed calendar of events begins – offering the perfect excuse to plan a return visit.
A festival season in full swing
Kicking off the season in style is the Cheltenham Jazz Festival (29 April – 4 May), celebrating an impressive 30th anniversary this year. Expect an eclectic line-up of international stars from Joss Stone to Van Morrison, intimate performances, an inclusive free programme, and a lively atmosphere that spills out into venues across town.
(Image: Still Moving Media)
Adding to the celebrations this year is the Cheltenham Festival of Performing Arts (6 – 16 May), marking a remarkable 100 years. As the town’s oldest festival, it showcases emerging talent in music, drama, and dance – a testament to Cheltenham’s long-standing commitment to the arts.
Hot on its heels, the Cheltenham Science Festival (2 – 7 June) brings together some of the greatest scientific minds and communicators for a week of discovery, debate, and hands-on experiences – proving that Cheltenham’s festivals are as thought-provoking as they are entertaining.
Summer continues with the Cheltenham Music Festival (3 – 11 July), where classical traditions meet bold contemporary programming in magnificent venues across the town and beyond.
Family fun and countryside vibes
Beyond the town centre, festival season stretches into the surrounding countryside.
Cotswold Festival of Steam (23 – 25 May) embarks visitors on a journey through time, where the past comes alive and the heritage of steam locomotives is celebrated. Highlights include the original 1912 ticket office at Cheltenham Racecourse station, browsing locomotive sheds in Toddington, carriage workshops in Winchcombe and the breath-taking countryside views as you travel towards Broadway.
(Image: Still Moving Media)
The much-loved Wychwood Festival (29 – 31 May) celebrates its 20th edition this year, with a recent award Best Family Festival of the Year. Expect a joyful mix of live music, impressive headlining acts (Kaiser Chiefs and Levellers among others), comedy, workshops, and food, all with a relaxed, family-friendly feel.
Sports & food highlights
Cheltenham’s impressive events calendar also celebrates the town’s rich sporting and dining heritage.
Returning for the 19th year, Cheltenham Food & Drink Festival (19 – 21 June) offers three-days of palate pampering with wine and cheese tasting, stalls by artisan food producers and demonstrations from some of the country’s leading chefs.
The Cheltenham Cricket Festival (8 – 24 August), held in the picturesque grounds of Cheltenham College, is the world’s longest-running cricket festival. With over 150 years of history, it offers a quintessentially English experience – think picnic hampers, a glass of Pimm’s and top-class cricket in elegant surroundings.
(Image: Jack Boskett – GWSR)
The grand finale
As the seasons turn, Cheltenham hosts ten days of free walks, talks and exhibitions celebrating the towns fascinating history and culture for Cheltenham Heritage Open Days (11 – 20 September), followed on by one of its most popular events – Cheltenham Literature Festival (9 – 18 October).
Each October, the town welcomes some of the world’s most influential writers, thinkers and public figures for a festival that is globally renowned – and the oldest of its kind. From captivating talks to lively debates, it is a fitting finale to a remarkable festival season.
A town made for strolling
One of Cheltenham’s greatest charms is how easy it is to enjoy. Festival venues are dotted across the town, from the leafy Montpellier and Imperial Gardens to the nearby Cheltenham Racecourse, meaning you can wander between events and sightsee at your own pace.
Boutique shops, independent cafés, and beautiful Regency architecture provide a constant backdrop, making every visit feel both relaxed and enriching.
A destination for food lovers
(Image: KIBOU)
Considered one of the best places for food and drink in the south-west, Cheltenham is home to a wealth of excellent independent and small group restaurants – perfect for elevating any festival visit.
For fine dining, Lumiere and Le Champignon Sauvage both hold Michelin stars, serving elegant, refined dishes that reward special occasions. Victoria’s at The Queens Hotel has played host to dignitaries, celebrities, and key town events for 185 years, it offers seasonal, classic menus, while No.131 The Terrace is ideal for chic al fresco dining. For something a little different, KIBOU provides a feast for all senses with delicious authentic Japanese cuisine and stylish décor.
For a more relaxed dining experience, The Beefy Boys is famed for its award-winning burgers and indulgent sides. The Tivoli is a firm favourite for hearty British pub classics, while Settebello at Belgrave House serves vibrant Italian dishes from brunch through to evening cocktails.
Your invitation to rediscover Cheltenham
Whether you are drawn by music, literature, science or sport, Cheltenham offers a festival experience unlike anywhere else in the Cotswolds.
Familiar yet full of surprises, it is a place where culture, creativity and community come together – all within easy reach for a spontaneous day trip or a longer, leisurely stay.
This year, why not make time to rediscover Cheltenham? The Festival Town is ready to welcome you.
To plan your visit head to – www.visitcheltenham.com
