Cheltenham – What’s On

26th January 2023


  • Festival Trials Day – Cheltenham Racecourse – Saturday 27th January
    Excitement, anticipation and expectation is building. It is the final opportunity to see the sports protagonists go out to battle on Cheltenham Racecourse’s hallowed turf before the Cheltenham Festival. What horses will catch the eye before those four days of extraordinary in March, will we see returning champions defending their crown? Whilst anything can happen in March, Festival Trials day maybe able to give us a clearer picture. With a seven-race card, where every race is a trial for a race at the Cheltenham Festival, it doesn’t get much more exciting, unless it is the Festival itself. The excitement isn’t restricted to the track, with fantastic on-course entertainment during the day and live music after racing, it is a seamless prelude to the Cheltenham Festival.
  • Cheltenham Town FC vs Wycombe Wanderers FC – Completely Suzuki Stadium, Whaddon Road – Saturday 3rd February 3pm
    Cheltenham will be looking to pick up vital points in their ongoing battle against regulation.
  • Six – The Musical – Everyman Theatre – 30th January – 10th February
    The crowning glory of Broadway, the West End and beyond, the international smash hit musical SIX makes its royal return to Cheltenham, following its previous sell-out success!
  • Observation Wheel. Imperial Gardens – 9th February – 3rd March
    The Observation Wheel returns to Cheltenham to give you an opportunity to view Cheltenham from a completely different perspective.
  • Cheltenham Town FC vs Blackpool FC – Completely Suzuki Stadium, Whaddon Road – Tuesday 13th February 7.45pm
    Cheltenham host Blackpool in another “must win” match for the Club.
  • Cheltenham Festival – Cheltenham Racecourse – 12th – 15th March
    Cheltenham Festival 2024 is the pinnacle event of the jump-racing calendar, this year will be bigger than ever as it celebrates 100 years of the Gold Cup across the week. Guaranteed excellence, whether you join on Champion Day on Tuesday, Style Wednesday, St Patrick’s Day on Thursday or Gold Cup Day on Friday. Each day offers a unique twist on four days of extraordinary.
  • The April Meeting – Cheltenham Racecourse – 17th and 18th April
    The April Meeting is a wonderful two-day meeting at the Home of Jump Racing. The Spring sunshine shining over the famous Cleeve Hill and hallowed Cheltenham turf provide the perfect backdrop to a brilliant day out with high-quality racing.
  • 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.
  • 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.
  • 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.

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.