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Entertainment in the Windsor area

We want you to enjoy every moment of your stay in the Windsor and Maidenhead area, however you like to be entertained! With superb art centres, a bustling theatre and plenty of venues hosting exceptional live entertainment, read on for some of our top tips that we hope will keep you most amused.

Enjoy arts and culture in Windsor and Maidenhead

In Windsor we have the thriving Theatre Royal Windsor, a beautiful Edwardian theatre nestling in the shadow of Windsor Castle. The Theatre Royal shows a wide range of live performances including comedy, tragedy, ballet, one-nighters, musicals, theatre, tribute bands, thrillers and the ever-popular annual pantomime!

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

Visit our Theatres page to find out more.

Discover live music

Other Space Arts is a vibrant grassroots venue bringing together original live music, contemporary arts and plant-based food in the heart of Windsor. Housed in a beautifully-restored industrial space, just a short walk from the town centre, Other Space Arts offers a unique cultural experience for both locals and visitors.

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

Throughout the year venues 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.

Enjoy some comedy

Norden Farm, the Old Court and Theatre Royal Windsor 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 come to Windsor and Maidenhead, including Greg Davies, Russell Howard, 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.

Experience 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 our local food and drink

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

See the list below or 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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TripAdvisor Traveller Rating
1738 reviews
Tours of Theatre Royal Windsor

Windsor

Peek behind the curtain at the historic Theatre Royal Windsor and discover over 240 years of theatrical history on a theatre tour.
TripAdvisor Traveller Rating
1738 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.
TripAdvisor Traveller Rating
25 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.
External Links
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TripAdvisor Traveller Rating
254 reviews
Norden Farm Centre for the Arts

Maidenhead

Maidenhead’s only purpose built entertainment venue – offering gigs, comedy, films and more! With a licensed Café Bar for lunch, dinner or just drinks with friends.
TripAdvisor Traveller Rating
1736 reviews
Barnum – The Circus Musical

Windsor

Step right up and enter the dazzling world of PT Barnum, where imagination and ambition know no bounds. Hand in hand with wife Charity, Barnum’s life and career twists and turns as he schemes and dreams his way to headier heights.
TripAdvisor Traveller Rating
564 reviews
Open Mic Night with Aaron Norton | Windsor & Eton Brewery

Windsor

Join Aaron Norton for great music, a supportive crowd, and a few campfire-style singalongs.
The Old Court Cinema

Windsor

Discover film screenings at The Old Court Cinema, Windsor. With its big screen, immersive Dolby surround sound and comfortable seating, the Old Court’s cinema in Windsor is your local big screen experience and the perfect place to enjoy a wide…
Stand Up for Pride

Windsor

Forget flowers, ditch the clichés, and rip up the rulebook this Valentine’s Day. 💔🎸 Join us for an Anti-Valentine’s Comedy Night with Rock-E-Oke! A loud, proud, laugh out loud fundraiser in support of Windsor & Eton Pride: STAND UP FOR PRIDE! …
TripAdvisor Traveller Rating
1736 reviews
Queenz – Drag Me To The Disco!

Windsor

Not just another drag show, Queenz is a trailblazing live vocal drag sensation that has taken the world by storm.
Windsor Jazz Club: Small Blue Trio

Alma Road, Windsor

Small Blue is a piano trio in the modern jazz tradition, with straight ahead swinging tunes and beautiful ballads, as well as African inspired grooves – but always with a twist, led by drummer/composer Martin Pyne, featuring pianist David Beebee and…
Jazz Jam for players

Alma Road, Windsor

A round circle jam where you get to play all night, and solo on every song. With no audience present, you're free to practise, experiment and develop your style
Chevalier: Hobbyhorse Circus

Maidenhead

Chevalier - Hobbyhorse Circus is an irresistibly charming homage to the magnificent horses of circus and the silent movie era. Drawing inspiration from the history of traditional horse circuses, Kalle Lehto's ringmaster performs acrobatics, juggling…
TripAdvisor Traveller Rating
1736 reviews
The Shawshank Redemption

Windsor

Despite protests of his innocence, Andy Dufresne is handed a double life sentence for the brutal murders of his wife and her lover. Incarcerated in the notorious Shawshank facility, he quickly learns that no one can survive alone.
Snow White Rose Red Bear Brown

Maidenhead

Snow White and Rose Red – sisters, twins, best friends – have lived in the forest since they were Babes in the Wood. Brought up by their hardworking Mother to be kind, caring and forest fluent... if sometimes a little over enthusiastic in their…
Oh la la! Quartet - A Night in Paris

Maidenhead

Oh la la! mixes Parisian folk music (musette),  impressionist music, French chanson with unforgettable 20’s upbeat to 50’s smooth jazz, film noir/nouvelle vague film music and the occasional rearranged cool 60’s French pop tune as well as original…
Biff To The Future

Maidenhead

Fresh from an acclaimed, award-winning Edinburgh Festival Fringe premiere, Biff To The Future is now touring the UK!
Sleeping Beauty - The Ballet

Windsor

The Let's All Dance Ballet Company is delighted to return with this much-loved ballet for the whole family. Dazzling dancers, Tchaikovsky's sumptuous score and gorgeous costumes bring this glittering classical ballet to life.
TripAdvisor Traveller Rating
1738 reviews
The Talented Mr Ripley

Windsor

Tom Ripley is a nobody—scraping by in New York, forging signatures, telling little white lies—until a chance encounter changes everything. When a wealthy stranger offers him an all-expenses-paid trip to Italy to bring home his wayward son, Dickie…
Chris Dean's Syd Lawrence Orchestra - In The Mood for Miller

Windsor

Get ready to swing, sway, and step back in time as Chris Dean leads the sensational Syd Lawrence Orchestra in a high-energy tribute to the legendary Major Glenn Miller and all of you Sing and Big Band Favs!
Geoff Norcott: Basic Bloke 2 - There's No Bloke Without Fire

Maidenhead

Basic Bloke 2 – is Geoff’s first tour under a Labour government, so he’s got plenty to get off his chest!