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Entertainment

We want you to enjoy every moment of your stay in the Windsor and Maidenhead area, however you like to be entertained! Read on for some of our top entertainment tips that we hope will keep you most amused.

Please contact individual attractions for the latest opening arrangements as restrictions are lifted. There will be new ways of doing things, at least for a little while.

Enjoy some arts and culture in Windsor and Maidenhead

We have two lively arts centres – Norden Farm and the Old Court – offering a whole host of great events including comedy, theatre, film and music.

In Windsor we have a thriving Theatre Royal. Visit our Theatres page to find out more.

Discover some live music

Every autumn Windsor Festival and Fringe Festival both feature a diverse programme of live music.

Throughout the year spaces such as Eton College School Hall, the Farrer Theatre, Windsor Parish Church and St George’s Chapel become venues for a wide range of concerts by fantastic local orchestras and choirs.

Windsor’s Old Ticket Hall proudly promotes itself as the only venue in town dedicated to live music five days a week.

Smokey Joe’s Roadhouse is a live music venue located right in the middle of Maidenhead’s town centre.

Watch something funny

Norden Farm and the Old Court are smaller and more intimate spaces, perfect for comedians who are testing their comedy material before heading out on bigger arena tours.

Many top names have come to Windsor and Maidenhead, such as Greg Davies, Reginald D Hunter, Sarah Millican, Omid Djalili and Jenny Eclair, and you’ll discover many up-and-coming comedians too.

Explore the nightlife

Ascot, Eton, Windsor and Maidenhead all have various options including some fantastic pubs and bars as well as clubs open until the early hours. Read all about nightlife in the Royal Borough.

Enjoy a trip to the cinema

Whether you enjoy the latest Hollywood blockbuster or you like to explore lesser-known ‘world cinema’ films, visit our Cinemas page for the options.

Sample some of our local food and drink

Enjoy a fantastic lunch or evening meal in one of our pubs and restaurants.

Enjoy some locally-brewed ale and some locally-produced food on our seasonal menus.

Whatever your taste in food, cause for celebration or budget, there are many restaurants and pubs waiting to welcome you in the Royal Borough of Windsor and Maidenhead. Browse our Food and Drink pages for all the options.

Want to discover more about what’s on?

Browse our What’s On pages for inspiration and use our ‘What’s On Search’ (above); we update windsor.gov.uk regularly with great event and what’s on ideas for the Windsor, Eton, Ascot and Maidenhead area.

We look forward to entertaining you.

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The Platinum Jubilee Celebration - A Gallop Through History

Windsor

The Platinum Jubilee Celebration will see over 500 horses and 1,000 performers create a 90 minute piece of spellbinding arena theatre that will include actors and artists, musicians, international military displays from the Commonwealth and Europe,…
The Best of the Royal Opera House Screened at Norden Farm

Maidenhead

Norden Farm Centre for the Arts brings you the very best of the season’s Royal Opera House programme. Throughout the season, you can see Royal Opera House shows streamed live without the need to venture into London. Tickets for all screenings are…
Daliso Chaponda - Apocalypse Not Now

Maidenhead

The Malawian born stand up comedian Daliso Chaponda brings his latest show Apocalypse Not Now to Norden Farm Centre for the Arts on Friday 4 February at 8pm. Tickets are £15. Age guidance 14+ years.
Dancing with the Stars Weekend

Old Windsor

Spend the weekend with the stars of BBC Strictly Come Dancing at the stunning De Vere Beaumont Estate Hotel in Windsor.
TripAdvisor Traveller Rating
19 reviews
The Old Court

Windsor

The Old Court is a vibrant arts centre with an event programme that features an eclectic mix of live music, drama, comedy, and film and a bar run by Windsor & Eton Brewery.
An Evening with Anton Du Beke & Erin Boag

Old Windsor

Spend the evening with Strictly Come Dancing Stars Anton Du Beke & Erin Boag. Enjoy a fabulous evening as the Strictly stars perform. Learn to dance with them, plus hear all about their Strictly journeys.
Full Frontal Comedy with Mark Simmons

Eton

Full Frontal Comedy is dedicated to bringing you some of the best acts on the circuit as well as legendary comedians from TV & radio.
The Cockerel Comedy Club - Charity Comedy Night

Summerleaze Road, Maidenhead

The Cockerel Comedy Club in Maidenhead is holding a charity comedy show in aid of Thames Hospice on Thursday 10 February at the sports bar in Summerleaze Park.
Luke Wright, The Ballad Seller

Windsor

Come down to Windsor Library for our ever first Comedy Night. Join us and enjoy comedian Luke Wright entertaining us with stories for the modern ear. ‘Expect scandal, excess, and beautiful flawed humanity...’
TripAdvisor Traveller Rating
1684 reviews
Theatre Royal Windsor

Windsor

The Theatre Royal Windsor is a beautiful Edwardian theatre nestling between Windsor Castle and the River Thames and is the only unsubsidised producing theatre to operate all year round in Britain.
Full Frontal Comedy - Glorious! Live Comedy Competition

Eton

Full Frontal Comedy presents Glorious! A competition style comedy show where the audience decide who wins.
TripAdvisor Traveller Rating
243 reviews
Norden Farm Centre for the Arts

Maidenhead

Maidenhead’s only professional arts and entertainment venue – with gigs, comedy, film, theatre, gallery, classes and cafe bar. We offer a wide range of high quality artistic events and participatory opportunities for the whole community.