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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 some 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...Read More

Enjoy some arts and culture in Windsor and Maidenhead

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 some live music

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.

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

Watch something funny

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.

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. 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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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…
TripAdvisor Traveller Rating
1734 reviews
Cirque – The Greatest Show, Reimagined

Windsor

Cirque – The Greatest Show has been Reimagined and is back for 2025 – bigger, bolder, and more electrifying than ever! Get ready for a dazzling fusion of musical theatre and jaw-dropping circus acts, taking the original circus-meets-musical-theatre…
TripAdvisor Traveller Rating
1732 reviews
The Bon Jovi Experience

Windsor

Immerse yourself in a phenomenal celebration of Bon Jovi’s timeless classics as the official band to Bon Jovi recreates the magic that defined an era with electrifying energy – transporting you back to the heyday of stadium rock.
TripAdvisor Traveller Rating
1734 reviews
The Manfreds – Maximum Rhythm ‘N’ Blues

Windsor

The Manfreds, featuring both former lead singers of Manfred Mann, Paul Jones and Mike d’Abo, will be recreating their fabulous Maximum Rhythm ‘N‘ Blues show for one night only at Theatre Royal Windsor!
TripAdvisor Traveller Rating
1734 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.
Elvis Returns

Maidenhead

Get ready for an unforgettable evening as the UK’s most exciting Elvis tribute band hits the stage this Independence Day! Elvis Returns performs at Norden Farm Centre for the Arts on Friday 4 July at 8pm. Tickets are £25.
Shake It Up: The Improvised Shakespeare Show

Maidenhead

Shakespeare hasn’t written anything new for an age, so they thought they would give him a hand… Shake It Up: The Improvised Shakespeare Show is at Norden Farm Centre for the Arts on Thursday 26 June at 7.30pm. Tickets are £17.50. Age guidance 11+…
Dire Streets

Maidenhead

They bring to life the classic songs of one of the world’s greatest guitar bands. Dire Streets are at Norden Farm Centre for the Arts on Friday 18 July at 8pm. Tickets are £21.50.
TripAdvisor Traveller Rating
1734 reviews
One Night in Dublin

Windsor

The ultimate feel-good Irish music tribute show comes to Theatre Royal Windsor.
Must See Movies: Some Like It Hot

Maidenhead

Join your host Jeff Lloyd as he revisits Marilyn Monroe’s signature film. Must See Movies: Some Like It Hot is at Norden Farm Centre for the Arts on Friday 25 July at 8pm. Tickets are £13.50.
TripAdvisor Traveller Rating
1734 reviews
Twist & Shout

Windsor

An all-star cast from the West End deliver a musical powerhouse of a show at Theatre Royal Windsor. It starts with the explosion of Brit Pop in 1962 through to the era of Flower Power and Free Love of the late Sixties.
Raul Kohli – Raul Brittania

Maidenhead

Award-winning comedian and proud Brit. Raul Kohli – Raul Brittania is at Norden Farm Centre for the Arts on Thursday 19 June at 8pm. Tickets are £15.50.
Live at the Bandstand

Windsor

Come and enjoy live band performances in the open air this summer. Windsor and Eton Business Partnership presents Windsor’s Live at the Bandstand programme 2025.
TripAdvisor Traveller Rating
1732 reviews
The Enormous Crocodile

Windsor

This august The Enormous Crocodile is weaving his way through the jungle to Theatre Royal Windsor in search of delicious little fingers and squidgy podgy knees…Only the other jungle creatures can foil his secret plans and clever tricks, but they’re…
Professor Slug’s House of Bugs

Maidenhead

Join the Professor for a colourful show all about bugs. Professor Slug’s House of Bugs is at Norden Farm Centre for the Arts on Tuesday 29 July and Wednesday 30 July at 11.30am. Tickets are £13.50 | Under 16s £11.50 | Family and Friends £45.
Surinderella

Windsor

Surinderella is a spectacular all-singing, all-dancing tale set in the Bolly-Woods, where the naach is non-stop, the drama is bigger than your aunties’, and the romance is straight out of a filmi blockbuster!
St John’s Chamber Orchestra – Concert for Midsummer’s Day

Maidenhead

Join us for this special concert featuring two of the most popular of all concertos. St John’s Chamber Orchestra – Concert for Midsummer’s Day is at Norden Farm Centre for the Arts on Friday 21 June at 7.30pm. Tickets are £20.
The Britpop Hour with Marc Burrows

Maidenhead

Join award-winning comedian for a celebration of music’s most iconic and enduring moments. The Britpop Hour with Marc Burrows is at Norden Farm Centre for the Arts on Saturday 19 July at 8pm. Tickets are £15.50.
The George Washingmachine Quartet

Maidenhead

Known for his virtuosic high-energy violin playing and engaging stage presence. The George Washingmachine Quartet is at Norden Farm Centre for the Arts on Saturday 19 July at 8pm. Tickets are £17.50.
Rebeca Ortega Flamenco – Silences

Maidenhead

This dance performance is theatrically woven together. Rebeca Ortega Flamenco – Silences is at Norden Farm Centre for the Arts on Friday 27 June at 8pm. Tickets are £18.