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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! With superb art centres, a 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

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.

In Windsor we have a thriving Theatre Royal, a beautiful Edwardian theatre nestling in the shadow of Windsor Castle offering a wide range of live shows and the ever-popular annual pantomime! 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 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 come to Windsor and Maidenhead, including 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. 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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12 Angry Men

Windsor

Following a record-breaking West End season, this powerful production of TWELVE ANGRY MEN is back in session! Reginald Rose’s gripping courtroom thriller has been hailed as the ‘classiest, most intelligent drama in the West End’. It brings the…
The Nutcracker

Windsor

The Let’s All Dance Ballet Company presents their family festive favourite, the perfect Christmas treat for all! Stunning dancing, lavish costumes, much loved music and crystal clear story-telling will young and old alike.
The Tennessee Country Christmas Show

Windsor

For The first time ever a ‘Tennessee Country Christmas’ is coming to Celebrate the festive Season here in the UK!
A Tennessee Christmas celebrates renditions of Christmas favourites in a Country Style combined with some of the biggest selling hits…
Kevin Cruise's Halloween Spooktacular

Windsor

Join Kevin for a full spooktacular family show and after show disco just like in the old days! A show full of dancers, competitions, game shows, and a very special spooky guest!
Fairytale of New York

Windsor

Coming home for Christmas! Direct from the West End and after two sell out tours, the ultimate feel good Irish-inspired Christmas show is back with an even bigger production for 2023.
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.
Johnny Cash Roadshow

Windsor

The only show to be endorsed by the Cash Family!
The Johnny Cash Roadshow is back on top form for 2023 with a brand new show. This year, award winning Clive John pays homage to Cash’s American Recordings alongside his iconic Wife, June Carter,…
Eric Morecambe: A Talk by Gail Morecambe

Windsor

In 1984, the world lost Eric Morecambe, one of our best-loved comedians and one half of the legendary comedy double act, Morecambe and Wise. Now almost forty years later, Eric’s daughter, Gail Morecambe, will be giving an entertaining talk at The…
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24 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.
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The Railway Children

Windsor

In this new adaptation of The Railway Children by Paul Burton, the cast will perform E. Nesbit's much-loved children's book at The Old Court in Windsor as a radio play.
QUEENZ

Windsor

Direct from their smash-hit run in London’s West End and countless 5-star reviews at the Edinburgh Fringe Festival, QUEENZ has been blowing the minds of audiences up and down the country with their trailblazing, LIVE VOCAL, drag extravaganza!
Sleuth

Windsor

One of the greatest ever stage thrillers, which ran for a total of 12 years in London and New York, winning the Tony Award for Best Play and inspiring the hugely successful film starring Laurence Olivier and Michael Caine, makes its much-anticipated…
The Elvis Years

Windsor

The Elvis Years is an outstanding musical production which brings to the stage the incredible and compelling story of the ‘king of rock and roll’ – Elvis Presley.
Blood Brothers

Windsor

Willy Russell’s legendary musical tells the captivating and moving tale of twins separated at birth, who grow up on opposite sides of the tracks, only to meet again with tragic consequences.
Windsor Morris

Windsor

Windsor Morris is a female team of dancers. Come and watch our performances in Windsor town centre. Or come and try morris dancing at one of our taster sessions.
Roleplay

Windsor

Theatre Royal Windsor is thrilled to welcome back the Paul Taylor-Mills’ Sidmouth Rep company for this classic comedy. A laugh-out-loud comedy. Love, lust and the hazards of dinner parties. Justin and Julie-Ann, hopelessly mismatched in love,…