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Theatre Royal, A Christmas Carol (photo credit: Simon Vail)

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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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Number of results: 46

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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
508 reviews
Christmas Carols in The Savill Garden Visitor Centre

Englefield Green

Relax in The Savill Garden Kitchen as you surround yourself with festive music and carols in The Savill Garden Visitor Centre, performed by local groups and choirs.
TripAdvisor Traveller Rating
1725 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
252 reviews
Pinocchio

Maidenhead

Visit the incredible world of Stuff and Nonsense as they bring Pinocchio to our stage for Christmas 2024.
Blood Brothers

Windsor

Written by Willy Russell, the legendary Blood Brothers tells the captivating and moving tale of twins who, separated at birth, grow up on opposite sides of the tracks, only to meet again with fateful consequences.
Screenings direct from The Royal Opera House at Norden Farm

Maidenhead

The Royal Ballet and Opera in Covent Garden is the at the heart of London and British cultural life. The 2024/25 cinema season brings exciting new productions to the screen at Norden Farm Centre for the Arts. They will be showing between January and…
Sophie Duker: But Daddy, I Love Her (warm up show)

Maidenhead

Sophie Duker is back and warming up her show before she heads out on tour! Sophie Duker: But Daddy, I Love Her (warm up show) is at Norden Farm Centre for the Arts on Wednesday 15 January at 8pm. Tickets are £14.
Lou Sanders: No Kissing in the Bingo Hall (tour warm up)

Maidenhead

Join Lou as she warms up for her UK tour. Lou Sanders: No Kissing in the Bingo Hall (tour warm up) is at Norden Farm Centre for the Arts on Saturday 11 January at 8pm. Tickets are £20.
TripAdvisor Traveller Rating
1725 reviews
Showstopper! The Improvised Musical

Windsor

Showstopper! The Improvised Musical is coming to Theatre Royal Windsor, promising spontaneous musical comedy at its absolute finest, direct from the West End!
TripAdvisor Traveller Rating
1725 reviews
The Showstoppers’ Kids Show

Windsor

The Showstoppers’ Kids Show is an improvised musical show for kids of all ages, from Olivier Award-winning West End improvisers, The Showstoppers.
TripAdvisor Traveller Rating
1725 reviews
Mane Chance Comedy Night

Windsor

Theatre Royal Windsor is proud to host the return of the Mane Chance Comedy Night.
Just Between Ourselves

Windsor

In perhaps his most emotionally charged play, Alan Ayckbourn masterfully evokes a world of hidden tensions and suppressed hostility. He skillfully navigates the tightrope between comedy and tragedy, guiding us towards a hilarious, yet chilling…
Far from the Madding Crowd

Windsor

Thomas Hardy’s masterpiece about love, class and gender roles is set against the rural landscape of Victorian England and is thrillingly brought to life in a new adaptation by the acclaimed Conn Artists Theatre Company, performed by an ensemble cast…
TripAdvisor Traveller Rating
1725 reviews
UK Pink Floyd Experience

Windsor

Celebrating 50 years since the release of the ‘Wish You Were Here’ album, UK Pink Floyd Experience recreates the atmosphere of Floyd live – featuring top-flight musicians, a stunning light show and more than two hours of incredible music.
TripAdvisor Traveller Rating
1725 reviews
The Dusty Show

Windsor

The Dusty Show is the ultimate celebration of a true British pop icon. Join us at the Theatre Royal Windsor for an unforgettable evening of wall-to-wall hits and classics spanning the success of Dusty Springfield’s life and music starring…
TripAdvisor Traveller Rating
1725 reviews
Cruel Intentions, the '90s musical

Windsor

Following sell-out seasons in London and New York, the brand new smash hit musical Cruel Intentions is coming to Theatre Royal Windsor! Based on the iconic film and inspired by Les Liaisons Dangereuses, it’s packed with ’90s pop classics.
TripAdvisor Traveller Rating
252 reviews
The Royal Ballet: The Nutcracker

Maidenhead

Discover the enchantment of ballet with this sparkling festive treat for the whole family.
TripAdvisor Traveller Rating
1723 reviews
Dial M for Mayhem

Windsor

Middle Ground Theatre Company Ltd is delighted to present the world stage premiere of Dial M For Mayhem, a brand new charming farcical comedy drama from the author and director of the hugely successful courtroom phenomenon The Verdict.
TripAdvisor Traveller Rating
1723 reviews
Country Superstars

Windsor

The world’s biggest country music tribute touring show – Dolly Parton and Friends Tribute Show – is coming to Theatre Royal Windsor with an award winning cast! This performance is a must-see for any fans of country music!
TripAdvisor Traveller Rating
1725 reviews
Disco Inferno

Windsor

Let’s dance, let’s shout, come and shake your body down with the electrifying show that screams glitter balls and good times all the way! Book now for this all-singing, all-dancing celebration of everything D.I.S.C.O.