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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
1739 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
1739 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
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.
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TripAdvisor Traveller Rating
254 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.
February and March Cinema Screenings at Norden Farm

Maidenhead

Film awards season is in full swing and Norden Farm Centre for the Arts in Maidenhead have announced their latest cinema line up - featuring some of the most talked about films of the moment.
TripAdvisor Traveller Rating
563 reviews
Open Mic Night with Aaron Norton | Windsor & Eton Brewery

Windsor

Join Aaron Norton for great music, a supportive crowd, and a few campfire-style singalongs.
Angela Barnes: Angst

Maidenhead

Star of Mock The Week and Live At The Apollo Angela Barnes brings her new show Angst to Norden Farm Centre for the Arts on Wednesday 4 March at 8pm. Tickets are £18.50.
Daman Bamrah

Maidenhead

A British-Sikh performer with raw wit, likeability and heart - Daman Bamrah is at Norden Farm Centre for the Arts on Thursday 5 March at 8pm. Tickets are £15.50
Danny O' Brien: Adulting HaЯd!

Windsor

After a sell-out tour last year, multi‑award‑winning Irish comedian comes to The Old Court Theatre with a brand new stand‑up show! Mortgage‑approved, childless millennial O'Brien has just sold out his entire Edinburgh Festival Fringe run and he…
Must See Movies: The Rocky Horror Picture Show (50th Anniversary)

Maidenhead

Get ready to do the Time Warp with Must See Movies: The Rocky Horror Picture Show (50th Anniversary) at Norden Farm Centre for the Arts on Saturday 7 March at 8pm. Tickets are £13.50.
Lucy Porter - Let Yourself Go!

Maidenhead

Festival favourite Lucy returns with a brand new show about the power of letting yourself go - in every sense.
Michael Jackson Tribute Night

Maidenhead

Celebrate the magic, the moves, and the music of one of the greatest icons of all time — Michael Jackson, the King of Pop. With a legendary career spanning more than four decades, MJ’s influence continues to electrify audiences worldwide.
Windsor Jazz Club: Esta B And The Stings

Alma Road, Windsor

The JazzFM Puresolo singing competition winner returns to the club with an evening of contemporary and accessible jazz.
TripAdvisor Traveller Rating
1739 reviews
Glorious!

Windsor

Dubbed ‘the worst singer in the world’, Glorious! is the true story of American socialite Florence Foster Jenkins, who was known for her flamboyant costumes, enigmatic performances, and decidedly off-key voice.
Jazz Jam for players

Alma Road, Windsor

A round circle jam where you get to play all night, and solo on every song. With no audience present, you're free to practise, experiment and develop your style
Royal Free Singers - Fauré: Requiem

Windsor

We invite you to join us for a programme of powerful and exciting music from two significant and highly influential composers: Gabriel Fauré who bridged the eras of late Romanticism and early modernism, and the renowned 20th Century Hungarian…
Rave On - The Ultimate 50s and 60s Experience

Windsor

Rave On – The Ultimate 50s & 60s Experience returns with a brand-new show! Back for another year and jam-packed with more classic hits than ever before. Enjoy note perfect renditions of the most loved sounds from the decades that gifted us Rock and…
University of Arkansas at Pine Bluff Vesper Choir

Windsor

The fabulous Vesper Choir from University of Arkansas at Pine Bluff will be performing a range of sacred and classical music for mixed voices
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…
Dancing with the Stars Weekend

Old Windsor

Spend the weekend with your favourite stars of Strictly Come Dancing and British Dance Champions at the impressive De Vere Beaumont Estate.