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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 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 live music

Other Space Arts is a vibrant grassroots venue bringing together original live music, contemporary arts and plant-based food in the heart of Windsor. Housed in a beautifully-restored industrial space, just a short walk from the town centre, Other Space Arts offers a unique cultural experience for both locals and visitors.

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.

Enjoy some comedy

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.

Experience 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 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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TripAdvisor Traveller Rating
1750 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.
The Old Court Artspace & Firestation Bar

Windsor

The Old Court Artspace & Firestation Bar is Windsor's community cultural hub, housed in a magnificent Edwardian building that has been at the heart of civic life since 1907. Originally home to Windsor's police station, magistrates' court and fire…
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Other Space Arts

Windsor

Other Space Arts (OSA) is a grassroots live music and arts venue with a plant-based café, restaurant and bar, open Thursday to Sunday. Located just a short walk from Windsor town centre, OSA hosts original performances, live music and DJs in a…
TripAdvisor Traveller Rating
255 reviews
Norden Farm Centre for the Arts

Maidenhead

Maidenhead’s only purpose built entertainment venue – offering gigs, comedy, films and more! With a licensed Café Bar for lunch, dinner or just drinks with friends.
The Windsor Fringe

Windsor

The Windsor Fringe is the second oldest fringe in the UK after Edinburgh. Run by volunteers, it offers an innovative and affordable programme of music, dance, comedy, drama and art with a passion for being a platform for promoting new talent.
TripAdvisor Traveller Rating
1750 reviews
Wilko: Love And Death ‘N’ Rock And Roll

Windsor

In 2012, Wilko Johnson, the iconic rock star and founder of legendary Essex band Dr Feelgood, was told he had inoperable cancer and a year to live. Refusing all treatment, he decided to spend his last months living meaningfully: seeing the people,…
An Evening of Comic Strip with Peter Richardson & Guest(s)

Maidenhead

An Evening of Comic Strip with Peter Richardson & Guest(s) is at Norden Farm Centre for the Arts on Tuesday 6 October at 8pm. Tickets are £21.50 (plus a £1.90 transaction booking fee).
Finlay Christie: Champagne Casanova

Maidenhead

Comedian well known on YouTube and TikTok comes to Maidenhead. Finlay Christie: Champagne Casanova is at Norden Farm Centre for the Arts on Friday 9 October at 8pm. Tickets are £19.50 (plus a £1.90 per transaction booking fee).
Curiosa - The Cure Tribute Band

Windsor

Bringing you an authentic and exciting The Cure experience that captures the iconic band's magic live.
Grumpy O Sheep

Maidenhead

Driven by a rock energy that’s just waiting to set the stage ablaze. Grumpy O Sheep are at Norden Farm Centre for the Arts on Friday 9 October at 8pm. Tickets are £17.50 (plus a £1.90 per transaction booking fee).
St John’s Chamber Orchestra

Maidenhead

St John’s Chamber Orchestra return to Norden Farm Centre for the Arts on Saturday 10 October at 7.30pm with a wide-ranging programme, framed by two celebratory works. Tickets are £21.50 (plus a £1.90 per transaction booking fee) | Under 18s free.
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
1748 reviews
The Mousetrap

Windsor

Since 1952, Agatha Christie’s The Mousetrap has captivated the world with silent clues, shifting shadows and the best-kept secret in theatre history. Now, the record-breaking classic embarks on its 75th Anniversary Tour across the UK and Ireland.
Getting Triggy With It: Matt Parker does the Maths

Maidenhead

The stand up comedian and number one best-selling maths author returns to Maidenhead! Getting Triggy With It: Matt Parker does the Maths is at Norden Farm Centre for the Arts on Thursday 15 October at 8pm. Tickets are £26.50 | VIP Experience £76.50…
Krapp’s Last Tape

Maidenhead

Revel in Samuel Beckett’s riveting journey into the human soul. Krapp’s Last Tape is at Norden Farm Centre for the Arts on Friday 16 October at 7.30pm. Tickets are £20 (plus a £1.90 per transaction booking fee).
UZ MI LIVE

Vansittart Estate, Windsor

UZ MI Records presents UZ MI LIVE A Night of Underground Live Electronic Music, spotlighting the unique live performances of a carefully selected artist and DJs. Join us in October for an unforgettable experience in the heart of Berkshires…
Day Glow: The Norden Farm Daytime Rave

Maidenhead

Remember when you could dance all night? Now you can - just earlier. This unique afternoon rave for grown ups is back by popular demand. Day Glow: The Norden Farm Daytime Rave is at Norden Farm Centre for the Arts on Saturday 17 October from 2pm -…
Dark Side of the Wall

Maidenhead

This award-winning Pink Floyd tribute band celebrate their heroes in well over two hours of spectacular live music and visual effects - Dark Side of the Wall is at Norden Farm Centre for the Arts on Saturday 17 October at 8pm. Tickets are £24.50…
Windsor Jazz Club: Monkin' Around Trio

Alma Road, Windsor

Here are three friends getting together to pay homage to one of the greatest Jazz composers of the 20th century, Thelonious Monk.
TripAdvisor Traveller Rating
1748 reviews
The Turn of the Screw

Windsor

A masterwork of psychological suspense and the inspiration for Susan Hill’s The Woman in Black, Henry James’ classic novella The Turn of the Screw is brought to life in this brand-new stage adaptation by Olivier Award-winning playwright Morgan Lloyd…