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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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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…
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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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.
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.
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
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…
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…
The Royal Ballet and Opera in Covent Garden | Screenings at Norden Farm

Maidenhead

The Royal Ballet and Opera in Covent Garden is the at the heart of London and British cultural life. Exciting productions are brought to the cinema screen at Norden Farm Centre for the Arts this season. Tickets are £17 (plus a £1.90 per transaction…
Pop Up Bowie

Maidenhead

A stunning tribute to David Bowie by a multi award winning artist comes to Maidenhead this month. Pop Up Bowie is at Norden Farm Centre for the Arts on Friday 23 October at 8pm. Tickets are £25 (plus a £1.90 per transaction booking fee).
A Feast of the 40s

Holyport, Maidenhead

Maidenhead Musical Comedy Society presents "A Feast of the 40s", a heart-warming musical set in the wartime years, filled with humour, charm and unforgettable songs from the era
Norden Farm Jazz Club: Dave Barry’s Fourcast Featuring Dave O’Higgins

Maidenhead

An all star line-up head to the Studio for Norden Farm Jazz Club: Dave Barry’s Fourcast Featuring Dave O’Higgins at Norden Farm Centre for the Arts on Friday 23 October at 8pm. Tickets are £17.50 (plus a £1.90 per transaction booking fee).
Sherwood Roberts Live

Windsor

Sherwood Roberts returns to his local venue celebrating the release of his third album, Connection to Identity.
Young Musician Evening with Samrat Majumder

Windsor

Cumberland Lodge are hosting an evening with a very talented young musician, guitarist Samrat Majumder from the Young Classical Artists Trust. Samrat is a Scottish-Indian classical guitarist who is an ambassador for the Royal Conservatoire of…
TripAdvisor Traveller Rating
1748 reviews
The Snow Queen

Windsor

Following the success of their charming productions of A Christmas Carol last autumn and The Nutcracker in 2024, Ballet Theatre UK is delighted to return to Windsor this autumn half-term with The Snow Queen: a magical re-telling of Hans Christian…
Luca Silvestrini’s The Magic Flute

Maidenhead

A bold and playful retelling, inspired by Mozart’s beloved opera - Luca Silvestrini’s The Magic Flute is at Norden Farm Centre for the Arts on Tuesday 27 October at 5pm. Tickets are £13.50 | £11.50 under 16s | £45 Family and Friends (4 people), plus…
The Elves and the Shoemaker

Maidenhead

Get set for family fun this Half Term as The Elves and the Shoemaker comes to Norden Farm Centre for the Arts on Wednesday 28 October at 11.30am and 2pm. Tickets are £13.50 | £11.50 under 16s | £45 Family and Friends (4 people) (plus a £1.90 per…
Kevin Quantum Anti-Gravity: Thrilling and Beautiful Magic

Maidenhead

Sceptical? Don’t believe in magic? Good. We’re here to blow your mind right open. Kevin Quantum Anti-Gravity: Thrilling and Beautiful Magic is at Norden Farm Centre for the Arts on Thursday 29 October at 7.30pm. Age guidance: 8+ years. Tickets are…
Live LDN Wrestling

Windsor

Witness the UK's top wrestling stars take on international challengers in a thrilling, family friendly event packed with excitement from start to finish. Expect championship showdowns, high flying action, intense rivalries, and spectacular tag team…
A Tale of Us

Maidenhead

A brand new interactive play for babies and their grown-ups, A Tale of Us is at Norden Farm Centre For the Arts on Friday 30 October at 11.30am and 2pm. Tickets are £15 for 1 adult and 1 child | £10 additional adult (seated separately) | £8…
Larry Dean: Hellbent

Maidenhead

Recently married, emotionally feral - Larry Dean: Hellbent is at Norden Farm Centre for the Arts on Friday 30 October at 8pm. Tickets are £24.50 (plus a £1.90 per transaction booking fee).