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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
1740 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
1740 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
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.
Quest Family Fest

Maidenhead

Norden Farm Centre for the Arts presents Quest Family Fest this Spring holiday. The family arts festival is packed full of shows, activities, workshops, films and more. Plus, their popular Explore taster workshops day – featuring over 35 sessions on…
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.
Flyaway Katie

Maidenhead

An adaptation of the colourful picture book Flyaway Katie comes to Norden Farm Centre for the Arts on Wednesday 1 April at 11.30am and 2pm. Tickets are £13.30 | £11.50 under 16s | Family and Friends (4 people) £45. Age guidance 2 – 7 years.
Mitch Benn - The Lehrer Effect

Maidenhead

Preserving Tom Lehrer’s legacy whether he likes it or not – musical comedian Mitch Benn brings his show The Lehrer Effect to Norden Farm Centre for the Arts on Thursday 2 April at 8pm. Tickets are £19.50.
TITANIC The Musical

Ascot

Step aboard the greatest story ever told on the grandest ship ever built.
Titanic: The Musical isn't about an iceberg - it's about the people who dared to dream. From humble immigrants chasing new beginnings to wealthy socialites relishing a life…
Norden Farm’s Explore Day

Maidenhead

Children of all ages and their families have the perfect opportunity to try out something new this Easter with a full day of taster workshops. Explore Day is at Norden Farm Centre for the Arts on Friday 3 April (Good Friday) from 9.30am. Workshops…
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…
Holmes and Watson and the Curious Case of the Masked Magician

Maidenhead

A brand-new Sherlock Holmes magic show Holmes and Watson and the Curious Case of the Masked Magician is at Norden Farm Centre for the Arts on Saturday 4 April at 2pm. Tickets are £15.50 | £13.50 under 16s | Family and Friends (4 people) £54. Age…
Bryony Dunn and the Forest

Maidenhead

Captivating UK based band Bryony Dunn and the Forest are at Norden Farm Centre for the Arts on Saturday 4 April at 8pm. Tickets are £15.50.
The Gingerbread Man

Maidenhead

Imagine being born in an oven and the first person you meet wants to dunk you in his tea! The Gingerbread Man is at Norden Farm Centre for the Arts between Tuesday 7 and Saturday 11 April at 11.30am and 2pm. Tickets are £13.50 | £11.50 under 16s |…
Olaf Falafel’s Stupidest Super Stupid Show

Maidenhead

Winner of the Best Kids’ Show at the 2024 Leicester Comedy Festival. After a sell out run at last year’s Fringe, comedian and children's author Olaf Falafel is dishing up another frying pan full of family-friendly comedy.
Jazz Vanguard

Windsor

Jazz Vanguard are a fantastic group of top-notch jazz musicians who are making waves on the jazz scene. They're not just limited to jazz; they've performed in all sorts of genres, and their members have graced some of the biggest venues like Ronnie…
The George Harrison Project

Maidenhead

A true musical icon who helped shape the sound of modern music will be celebrated by The George Harrison Project, the ultimate live tribute to the life and music of George Harrison. Catch this special performance at Maidenhead's Norden Farm Centre…
That's So 90s

Maidenhead

Get ready to Spice Up Your Life with The One and Only 90's show that's taking the UK by storm this spring: That's So 90s! From iconic Britpop anthems to the revolutionary sounds of 90s dance, from Girl Power to Cool Britannia, join us for a…
Step into the World of Opera at the Iconic Windsor Guildhall

Windsor

Join us in the historic Windsor Guildhall Chamber, surrounded by iconic royal portraits and seated beneath its magnificent chandeliers, for an unforgettable afternoon of opera with Rogue Opera.
Windsor Jazz Club: Nigel Price Trio

Alma Road, Windsor

Nigel Price has performed at Ronnie Scott's more than 500 times and won best guitarist in the 2016 British Jazz Awards. His Organ Trio - nominated for a Parliamentary Jazz Award in 2021 - has recently completed a 46 date nationwide tour of their new…