- The Race Night – Cheltenham Racecourse – Friday 3rd May
The curtain comes down on the 2023/24 season with Cheltenham’s only evening fixture on Friday 3 May 2024 and features for the first time ever a live trackside DJ set from the renowned Chris Stark. This is a meeting that allows amateur riders and trainers to compete for the ultimate dream of winning at the Home of Jump racing with seven fiercely fought Hunter chases. - Cheltenham Jazz Festival – Various Venues – 1st – 6th May
Cheltenham has become one of the country’s best-loved jazz festivals, home to over 20,000 music fans. The Festival celebrates all genres of jazz and carefully curates a mixture of international jazz icons, up-and-coming new artists and unique Festival performances to ensure the programme has something for everyone and they continue to bring jazz to new audiences. The Festival has hosted some of the world’s greatest musicians. Initial acts announced include UB40, Courtney Pine, Jack Savoretti, Orchestra Baobab and Nubiyan Twist, Dee Dee Bridgewater, Snarky Puppy and Morcheeba. - The School for Scandal – Everyman Theatre – 14th – 18th May
With Fresh Prince Of Bel-Air, RSC and Shakespeare’s Globe star Joseph Marcell. Sir Peter Teazle (Joseph Marcell) believes his young wife is sleeping with someone else. She isn’t. But she’s starting to think if her husband believes it, she may as well give it a go. Deliciously naughty and outrageously silly, this timeless comedy is a masterclass in social satire and the art of gossip. Featuring an unforgettable cast of larger-than-life characters, each armed with a lacerating wit. - Cotswold Festival of Steam – GWSR – Cheltenham Racecourse Station – 25th – 27th May
Following on from winning the 2023 coveted award for ‘Best event in the Cotswolds’ – this event promises to be a busy long weekend of steam action. This year’s theme is ‘Western Workhorses’. The GWSR home fleet will run alongside visiting locomotives. - Darts Masters – The Centaur – Cheltenham Racecourse – Friday 31st May
The Darts Masters is back at Cheltenham Racecourse and this year, its one of the last opportunities you will get to see the legendary Phil Taylor as he undertakes his final tour. World Cup Winner Jonny Clayton and two Dutch giants, Raymond van Barneveld and Vincent van der Voort will be there to give Phil great competition, along with Mark ‘Webbo’ Webster. Bobby George will entertain the crowds with his stories of his life. - Wychwood Festival – Cheltenham Racecourse – Friday 31st May – 2nd June
Nominated “Best Family Festival” every year at the UK Festival Awards, Wychwood is the fastest growing family festival. 3 days of Music, Stand up comedy and 100s of workshops and activies for all ages. Headline acts include Texas, Ocean Colour Scene and Sister Sledge. - Cheltenham Science Festival – Various venues – 4th – 9th June
How long is a piece of string? What makes the world turn? And why does chocolate taste so good? Nothing is off limits at Cheltenham Science Festival. Every year the Festival is joined by the world’s greatest scientists, futurologists and thought-leaders to help make sense of the world around us. - The Life of Pi – Everyman Theatre – 11th-15th June
Based on the best-selling book by Yann Martel, the five-star hit show comes to the Everyman Theatre. Life Of Pi is the hugely popular story of an epic journey of endurance and hope. Don’t miss the West End and Broadway spectacle on its first ever UK tour. - Cheltenham Food and Drink Festival – Montpellier Gardens – 21st-23rd June
A fantastic three day event with cookery demonstrations, wine tastings, live entertainment, food stalls selling hot food from around the world, a beer tent and artisan food producer stalls. - Cheltenham Cricket Festival – Cheltenham College, Thirlestaine Road – Various dates between 30th June and 14th July
Believed to be the longest running continuous Cricket Festival in the UK, this Festival takes place on the iconic and beautiful Cheltenham College Cricket pitch. T20 cricket returns to the Towergate Cheltenham Cricket Festival meaning Gloucestershire will play a traditional County Championship match versus Glamorgan in addition to a record three Vitality Blast matches against Kent Spitfires, Middlesex and Glamorgan. Cheltenham College will also host two Rachael Heyhoe Flint Trophy matches as Western Storm play Northern Diamonds and The Blaze in a bumper 2024 festival. - Cheltenham Music Festival – Various venues around the town – 6th – 13th July
Now in its 79th year, this Festival draws some of the finest classical music musicians from around the world. As well as paid for ticketed events there are also free performances in their “about the town” programme. This year’s Festival includes performances by the Royal Liverpool Philharmonic Orchestra, Clare Hammond, The Chaos String Quartet and the Dunedin Consort, to name just a few.
Visiting one of these events? Get in touch to speak to one of our friendly team members to discuss our short term rentals in Cheltenham.