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Cheltenham 2019 Calendar Highlights

Cheltenham or ‘Cheltenham Spa - Festival town of England’, is not only the centre for the Cotswolds, it’s home to some of the best recognised, and most prestigious festivals around the world.

Why is Cheltenham the ‘Festival town of England’?

It hosts more major festivals than any other town in England.

‘Not to be missed’ festivals and events to look forward to in Cheltenham 2019

January & February 2019

The pantomime season draws to an end and a new season begins at The Everyman Theatre. January kicks off a great season with "Fame the Musical' follwed by 'The Girl on the Train" based on the best selling novel by Paula Hawkin . February sees a new Everyman Theatre production of 'Waiting for Godot' starring Tweedy.

March 2019

Probably the most famous sporting festival in England occurs in mid March. With daffodils in full bloom and race-goers swarming the streets of Cheltenham, the Cheltenham National Hunt Festival brings the Regency town to life! Spread over four days from 12  - 15 March it finishes with the 'blue-riband' event, the ‘Cheltenham Gold Cup’. The atmosphere is electric and the buzz of excitement can be felt miles away!

Sandford Parks Lido opens on 30 March. Their 50m outdoor pool and children's pool is a great way to relax and enjoy the Spring sun. Look at for many events at the Lido too this year!

April 2019

Look out for Easter events in and around the town including a family Easter trail at Primrose Vale.  


May 2019

May sees the start of the Cheltenham Jazz Festival (1 -6 May) – one of Europe’s leading jazz festivals. It’s great for all jazz lovers, with funk, blues, latin and soul.

Cheltenham also hosts the Cheltenham Competitive Festival. It's a celebration of dance, music, speech and drama attended by thousands of competitors of all ages showcasing some of the talent that Gloucestershire has to offer.

June 2019

From the 4 - 9 June 2019, Cheltenham hosts the UK’s premier science festival, bursting with talks, shows, debates, workshops and hands-on activities. Adults and children love it as it opens the mind to a kaleidoscope of exploration and fun.

From 31 May - 2 June at the Cheltenham Racecourse is a weekend of musical indulgence courtesy of the Wychwood Music Festival.

July 2019

The Cheltenham Music Festival from 15 - 25 July - with national and international classical musicians.

Gloucestershire County Cricket Club battle it out with other county teams during the annual Cheltenham Cricket Festival in the grounds of Cheltenham College. It’s a small, friendly and picturesque ground and this helps create some wonderful and exciting cricket.

September 2019

September sees a break from festivals, but the start of the autumn season will undoubtedly bring some great plays to the Everyman Theatre, while comedy can be enjoyed at the Cheltenham Town Hall courtesy of Howlers Comedy Club.

Watch out for the Cheltenham Triathlon - helping raise funds for LINC (Leukaemia Intensive Chemotherapy) and Sandford Lido Limited.

October 2019

The autumn season continues at The Everyman Theatre and more endurance can be seen in the ultra-tough Devil's Aquathlon at Sandford Parks Lido on Sunday 6 October.

Book your tickets early to see some famous and familiar faces appearing at the Cheltenham Literature Festival from 4 - 13 October.

November 2019

It’s another bumper packed few days of horse racing at The Open with top national and international horses taking on past and current champions in what is classed as one of the best early season meetings. The highlight of the meet is the Paddy Power Gold Cup on the Saturday.

Look out for Tweedy again when he appears in the pantomime Cinderella at The Everyman Theatre which begins at the end of the month.

December 2019

Cheltenham is famous for its shopping and with it’s tree-lined Promenade, cosmopolitan Montpellier, Regent Arcade Shopping Centre and The Brewery leisure complex  ‘Christmas Shopping in Cheltenham’ is a pleasure. Watch out for the continental markets, street entertainment and the beautiful Christmas lights and illuminations, which decorate the town centre and charming parks and gardens.


Explore Gloucestershire are continually updating our events listings, so follow the link below to find a comprehensive list of events happening in and around Cheltenham.

Forthcoming festivals and events in Cheltenham in 2019...

Please check with the contact telephone numbers or websites before planning your visit. Sometimes events can be cancelled for various reasons and we wish you to enjoy your day out.

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