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

Follow Us...

My Planner1

Added...:
	Lenny Henry: Work in Progress

eNewsletter Sign-Up

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

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 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...Read More

Enjoy some arts and culture in Windsor and Maidenhead

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.

Smokey Joe’s Roadhouse is a live music venue located right in the middle of Maidenhead’s town centre.

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.

Read Less

Number of results:

Number of results: 39

Sort By: A-Z Lowest Z-A Z-A

, currently showing 1 to 20.

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
- Click here for your AccessAble Access Guide
TripAdvisor Traveller Rating
1734 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
252 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.
Raul Kohli – Raul Brittania

Maidenhead

Award-winning comedian and proud Brit. Raul Kohli – Raul Brittania is at Norden Farm Centre for the Arts on Thursday 19 June at 8pm. Tickets are £15.50.
Fault Lines

Slough

As our planet’s voice grows louder, are we ready to listen? Dance show Fault Lines is at Curve Venue in Slough on Friday 20 June at 7.30pm. Tickets are £15 | £12 concessions. Suitable for ages 12+ years.
Adam Glasser and Friends

Maidenhead

Presented by the Norden Farm Jazz Club. Adam Glasser and Friends is at Norden Farm Centre for the Arts on Friday 20 June at 8pm. Tickets are £17.50.
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…
Live at the Bandstand

Windsor

Come and enjoy live band performances in the open air this summer. Windsor and Eton Business Partnership presents Windsor’s Live at the Bandstand programme 2025.
St John’s Chamber Orchestra – Concert for Midsummer’s Day

Maidenhead

Join us for this special concert featuring two of the most popular of all concertos. St John’s Chamber Orchestra – Concert for Midsummer’s Day is at Norden Farm Centre for the Arts on Friday 21 June at 7.30pm. Tickets are £20.
Shake It Up: The Improvised Shakespeare Show

Maidenhead

Shakespeare hasn’t written anything new for an age, so they thought they would give him a hand… Shake It Up: The Improvised Shakespeare Show is at Norden Farm Centre for the Arts on Thursday 26 June at 7.30pm. Tickets are £17.50. Age guidance 11+…
Rebeca Ortega Flamenco – Silences

Maidenhead

This dance performance is theatrically woven together. Rebeca Ortega Flamenco – Silences is at Norden Farm Centre for the Arts on Friday 27 June at 8pm. Tickets are £18.
Cumberland Lodge Murder Mystery Weekend

Windsor

Step into the roaring twenties for a Murder Mystery weekend like no other. Join us this June for Cumberland Lodge's first-ever Murder Mystery Weekend, set in the glamorous world of 1924.
Royal Free Singers Summer Concert with Chiltern Concert Band

Windsor

Windsor Parish Church of St. John the Baptist celebrated its 200th anniversary in 2022. This concert will be part of the launch of the NEXT 200 project which is about planning for the future to make the church a welcoming, accessible, creative,…
Elvis Returns

Maidenhead

Get ready for an unforgettable evening as the UK’s most exciting Elvis tribute band hits the stage this Independence Day! Elvis Returns performs at Norden Farm Centre for the Arts on Friday 4 July at 8pm. Tickets are £25.
TripAdvisor Traveller Rating
1734 reviews
Twist & Shout

Windsor

An all-star cast from the West End deliver a musical powerhouse of a show at Theatre Royal Windsor. It starts with the explosion of Brit Pop in 1962 through to the era of Flower Power and Free Love of the late Sixties.
TripAdvisor Traveller Rating
1734 reviews
One Night in Dublin

Windsor

The ultimate feel-good Irish music tribute show comes to Theatre Royal Windsor.
TripAdvisor Traveller Rating
1732 reviews
The Magic of Motown

Windsor

Seen by millions, The Magic of Motown is back with its 20th Anniversary Tour! Come celebrate at Theatre Royal Windsor as we Reach Out and show you there Ain’t No Mountain High Enough with the biggest Motown party of the year.
TripAdvisor Traveller Rating
1734 reviews
The Dreamer

Windsor

Visit Theatre Royal Windsor for a brand new magic show for 2025! Star of The Greatest Magician™, and the BBC’s most broadcast magician of the last decade, the award-winning James Phelan debuts this breath-taking new magic show.
TripAdvisor Traveller Rating
1734 reviews
The Bon Jovi Experience

Windsor

Immerse yourself in a phenomenal celebration of Bon Jovi’s timeless classics as the official band to Bon Jovi recreates the magic that defined an era with electrifying energy – transporting you back to the heyday of stadium rock.