To provide you with the best experience, cookies are used on this site. Find out more here.

Follow Us...

La Bouche Manouche featuring Irene Serra

You are here: Home > Things to Do > Entertainment

Accommodation Search

Things to Do Search

What's On Search

Food & Drink Search

Shopping Search

Accommodation Search

Things to Do Search

What's On Search

Food & Drink Search

Shopping Search

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.

Number of results:

Number of results: 36

, currently showing 1 to 20.

Sort By: A-Z Lowest A-Z Highest

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
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
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.
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
- Click here for your AccessAble Access Guide
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…
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.
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
A Night of Adele

Maidenhead

Experience an unforgettable evening featuring some of Adele’s greatest hits with A Night of Adele at Norden Farm Centre for the Arts on Friday 27 March at 8pm. Tickets are £16.50.
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.
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…
1984

Maidenhead

Award-winning Box Tale Soup theatre company present a stunning new adaptation of George Orwell’s dystopian classic 1984. See it at Norden Farm Centre for the Arts on Saturday 28 March at 2pm. Tickets are £17.50.
Wooburn Singers Concert - Sacred Music for Choir and Saxophone

Boyne Hill, Maidenhead

Discover a rare fusion of voices and saxophone as the Wooburn Singers perform the world premiere of a hauntingly beautiful new arrangement in Maidenhead.
TripAdvisor Traveller Rating
563 reviews
Wildcat Willie’s Music Bingo

Windsor

Forget everything you know about traditional bingo, Wildcat Willie’s Music Bingo is here to turn it all upside down! It’s loud, it’s fun, and best of all… it’s completely free to play.
The Vinyl Frontier - Musical Showdowns

Maidenhead

Join host Jeff Lloyd for a new series of monthly vinyl music events at Norden Farm Centre for the Arts this Spring. Tickets are £13.50.
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…
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…
Bryony Dunn and the Forest

Maidenhead

Shaped by the rolling Surrey Hills, Bryony Dunn & The Forest bring their vibrant blend of British folk and Laurel Canyon-style harmonies to Norden Farm Centre for the Arts on Saturday April 4.
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.
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…