To provide you with the best experience, cookies are used on this site. Find out more here.

Follow Us...

Films and live screenings

You are here: Home > Things to Do > Entertainment

Accommodation
Search
Things to Do
Search
What's On
Search
Food & Drink
Search
Shopping
Search

Accommodation Search

Things to Do Search

What's On Search

Food & Drink Search

Shopping Search

Accommodation Search

Things to Do Search

What's On Search

Food & Drink Search

Shopping Search

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 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.

Number of results:

Number of results: 30

, currently showing 1 to 20.

Sort By: A-Z Lowest A-Z Highest

The Old Court Cinema: June Films

Windsor

Discover June film screenings at The Old Court Cinema, Windsor
The Old Court Cinema: May Films

Windsor

Discover May film screenings at The Old Court Cinema, Windsor
The Old Court Cinema: July Films

Windsor

Discover July film screenings at The Old Court Cinema, Windsor
TripAdvisor Traveller Rating
251 reviews
Macbeth: Ralph Fiennes and Indira Varma

Maidenhead

Tony and BAFTA Award winner and Olivier Award winner star in a brand-new production of William Shakespeare’s Scottish play.
TripAdvisor Traveller Rating
1709 reviews
Filumena

Windsor

Felicity Kendal stars in Filumena, Eduardo de Filippo’s classic comedy (with English version by Keith Waterhouse & Willis Hall) set in the balmy heat of Naples that questions the family ties that bind us and whether we can ever escape our past.
Norden Farm: April/May films

Maidenhead

Journey around the world with Norden Farm’s spring Cinema line up.
TripAdvisor Traveller Rating
251 reviews
St John’s Chamber Orchestra

Maidenhead

The Beethoven symphony cycle (21-25) continues with the titanic and stormy Fifth symphony. Chinese pianist Jianing Kong joins the St John’s Orchestra on piano.
TripAdvisor Traveller Rating
251 reviews
National Theatre Live: Nye

Maidenhead

Michael Sheen plays Nye Bevan in National Theatre Live: Nye, directed by Rufus Norris.
TripAdvisor Traveller Rating
251 reviews
Pianists at Norden Farm 1: Jung Eun Séverine Kim

Maidenhead

Orchestral concert with prize winning pianist.
TripAdvisor Traveller Rating
1707 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
251 reviews
Jacob Hawley: SPACE

Maidenhead

Award-winning comedian comes to Norden Farm.
TripAdvisor Traveller Rating
1709 reviews
What the Butler Saw

Windsor

What The Butler Saw is Joe Orton’s most ambitious play, manic farce and masterclass in fearless comic writing. No institution, political view or tradition is safe, as Orton explores comic territory few playwrights have dared to visit.
TripAdvisor Traveller Rating
251 reviews
Emmanuel Sonubi – CV

Maidenhead

Live comedy from one of the hottest stand-ups on the circuit.
TripAdvisor Traveller Rating
251 reviews
Magic Violin

Maidenhead

Live music all the way from the Balkans.
TripAdvisor Traveller Rating
251 reviews
Rosie Holt: That’s Politainment!

Maidenhead

The worse the political career, the more lucrative the subsequent entertainment opportunities. Following a hugely successful Edinburgh Fringe season, Rosie takes this brand-new show on the road, to tightrope the thin line between politics and…
TripAdvisor Traveller Rating
251 reviews
The Lost Trades

Maidenhead

An evening of live folk and Americana music.
TripAdvisor Traveller Rating
251 reviews
The Kast Off Kinks

Maidenhead

More than a Tribute to a Legendary Sixties Rock Band.
TripAdvisor Traveller Rating
251 reviews
Sam Braysher featuring Annie Majin: Kurt Weill and the American Songbook

Maidenhead

Jazz saxophonist explores Kurt Weill and the American Songbook.
TripAdvisor Traveller Rating
1709 reviews
Accolade

Windsor

Originally written and performed in 1950, Emlyn Williams’s Accolade is a dark and chilling look at the price of success, the power of trial-by-media, and remains a remarkably relevant play in the current age of ‘cancel culture’.
TripAdvisor Traveller Rating
1709 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.