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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

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.

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: 40

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TripAdvisor Traveller Rating
1736 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
253 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.
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
25 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.
External Links
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TripAdvisor Traveller Rating
1734 reviews
Sherlock Holmes: The Hunt for Moriarty

Windsor

A thrilling adventure based on the work of Sir Arthur Conan Doyle, Sherlock Holmes: The Hunt for Moriarty is a world premiere combining powerful performances, a haunting soundscape and innovative design for an exhilarating theatrical experience.
October Half Term fun at Norden Farm

Maidenhead

Norden Farm Centre for the Arts is the place to keep the family entertained this October half term. With live shows, Relaxed cinema screenings and Halloween fun – there’s plenty to choose from.
A Very PUNK Halloween: Death Pop & DJ Maddy

Vansittart Estate, Windsor

Two floors of punk-fuelled chaos this Halloween — DJ Maddy and Death Pop take over OSA for one wild night.
The Windsor Fringe

Windsor

Windsor Fringe is the second oldest fringe in the UK after Edinburgh, and showcases an innovative and affordable programme of music, dance, comedy, drama, art and more!
Raag Qawwali Group

Maidenhead

Internationally acclaimed UK-based ensemble of 9th-generation qawwals Raag Qawwali Group comes to Norden Farm Centre for the Arts on Saturday 1 November at 8pm. Tickets are £23.
TripAdvisor Traveller Rating
1734 reviews
A Fairytale For Christmas

Windsor

After 4 sell-out tours A Fairytale for Christmas, the ultimate Irish Christmas concert, is coming to town! Singers, musicians and dancers perform favourites such as O Holy Night and The Fairytale of New York and Irish sing-a-long classics. Think a…
TripAdvisor Traveller Rating
1734 reviews
A Christmas Carol Ballet

Windsor

Ballet Theatre UK presents Charles Dickens’ classic tale A Christmas Carol. With a beautiful score of festive carols, breathtaking costumes, and stunning choreography. Join Ebenezer Scrooge as he encounters three enchanting ghosts, that guide him…
Revenge: After The Levoyah

Maidenhead

2019. Jewish Essex. One funeral. Two twins. And an 80-year-old ex-gangster with a plan that’s absolutely meshugge. Revenge: After The Levoyah is at Norden Farm Centre for the Arts on Thursday 6 November at 7.30pm. Tickets are £17.
Hannah Saunders and Ben Savage

Maidenhead

Folk duo Hannah Saunders and Ben Savage return to Norden Farm Centre for the Arts with their album tour - centred on dreams and the supernatural. See them in the Studio on Friday 7 November at 8pm. Tickets are £16.50.
High Spirits! Ghost Walk in Windsor

Windsor

With Debbie Keenan as your guide this Halloween, walk the streets of a town that has seen hangings and burnings at the stake, as you hear stories of strange sightings in Windsor Great Park and a royal ghost spotted by Queen Elizabeth II.
A Night at The Musicals - A Wicked Special

Windsor

Defy gravity at an extraordinary evening of West End wonder, with dazzling cocktails and spellbinding performances
TripAdvisor Traveller Rating
1734 reviews
Don’t Dilly Dally!

Windsor

Book your tickets for an afternoon of songs and laughter, as we bring the UK’s best Music Hall acts to Windsor for a unique and entertaining show, accompanied by special guests to be announced.
TripAdvisor Traveller Rating
1734 reviews
Griff Rhys Jones – The Cat’s Pyjamas

Windsor

Griff Rhys Jones is back on the road with the second tour of his much-anticipated brand-new stand-up show, following a hugely successful run last year. Join Griff at Theatre Royal Windsor as he shares more funny observations and comic stories.
Andy Cutting and Gudrun Walther

Maidenhead

The duo of exceptional musicians Andy Cutting and Gudrun Walther are at Norden Farm Centre for the Arts on Thursday 13 November at 8pm. Tickets are £16.50.
TripAdvisor Traveller Rating
1734 reviews
John Barrowman – Camp as Christmas

Windsor

Join John Barrowman with his brand-new show packed with Christmas cheer, glittering tunes and seasonal sparkle! Expect festive favourites and carols, wrapped-up with anecdotes and John’s infectious energy. An evening of laughter, music, and…
Quiz

Windsor

WTG presents Quiz by James Graham. It's April 2003. Army Major Charles Ingram, his wife and his coughing accomplice are convicted of cheating on the most popular gameshow in the country - 'Who Wants to be a Millionaire?'