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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 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
1732 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
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
252 reviews
April and May Cinema Screenings at Norden Farm

Maidenhead

Norden Farm Centre for the Arts in Maidenhead have announced their latest cinema line up – and there’s something for everyone heading to their screen this April and May.
Jaz Delorean

Maidenhead

He has a colourful past together with a wild and wandering present. Jaz Delorean performs at Norden Farm Centre for the Arts on Friday 6 June at 8pm. Tickets are £19.
Live Music Lunch Club: Charlotte Spruit (violin)

Maidenhead

Norden Farm Centre for the Arts continues its new regular series of concerts. Its for lovers of live music who prefer their concerts in the daytime, alongside a little lunch, in a relaxed environment. Live Music Lunch Club: Charlotte Spruit (violin)…
Gasper Nali

Maidenhead

This not-so-traditional babatoni player is from the small town of Nkhata Bay on the shore of Lake Malawi. Gasper Nali is at Norden Farm Centre for the Arts on Thursday 29 May at 8pm. Tickets are £17.50.
Windsor and Eton Living Advent Calendar

Windsor and Eton

Enjoy a different 15-minute live performance every evening of Advent with the Windsor and Eton Living Advent Calendar. Performances will range from songs, carols, music, poetry, book excerpts, creative arts, notes from local history or folklore,…
TripAdvisor Traveller Rating
1730 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…
(This Is Not A) Happy Room

Windsor

Meet the Hendersons; a happily dysfunctional family, coming together for their dad’s third (or fourth?) wedding. But nobody expects the death of his bachelorhood to become an actual funeral…Surely it would be a waste of the hotel's function room not…
TripAdvisor Traveller Rating
1732 reviews
Cinderella

Windsor

Get ready to be whisked away to a world of magic, mischief and make-believe! Theatre Royal Windsor proudly presents the spectacular pantomime, Cinderella, for the winter 25/26 season.
TripAdvisor Traveller Rating
1730 reviews
The Dreamer

Windsor

Visit Theatre Royal Windsor for a brand new magic show for 2025! Star of The Greatest Magician™, and the BBC’s most broadcast magician of the last decade, the award-winning James Phelan debuts this breath-taking new magic show.
The Simon Spillett Quartet

Maidenhead

A musician who has worn many hats in jazz over his twenty five year career. The Simon Spillett Quartet is at Norden Farm Centre for the Arts on Friday 23 May at 8pm. Tickets are £17.50.
TripAdvisor Traveller Rating
1730 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!
Fe Fi Fo Farm | Family Theatre in the Park

Ascot

Head into the woods and come and join us down on the farm to enjoy a unique theatre event brought to you by the Handmade Theatre Company. ‘Fe Fi Fo Farm’ is a fun family show packed full of original songs, music and beautiful puppets.
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.
Lenny Henry: Work in Progress

Maidenhead

He’s taking to the standup stage once again. Lenny Henry: Work in Progress is at Norden Farm Centre for the Arts on Tuesday 27 May at 8pm [SOLD OUT], Wednesday 28 May at 8pm [SOLD OUT] and Thursday 29 May at 12pm. Tickets are £19.50. Age guidance…
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!
The Great Big Dinosaur Show

Maidenhead

Which dinosaur had teeth as big as a banana? Which dinosaur weighed the same as 10,000 cats? The Great Big Dinosaur Show is at Norden Farm Centre for the Arts on Wednesday 28 May at 11.30am and 2pm. Tickets are £13.50 | £11.50 under 16s | Family and…
You Choose

Maidenhead

Based on the brilliant book by Pippa Goodhart and Nick Sharratt, every show is unique! You Choose is at Norden Farm Centre for the Arts on Thursday 29 May at 11.30am and 2pm. Tickets are £13.50 | £11.50 under 16s | £45 Family and Friends (4 people).