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La Bouche Manouche featuring Irene Serra

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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
1736 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
1734 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.
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
253 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.
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TripAdvisor Traveller Rating
1734 reviews
Cinderella

Windsor

Step into a world of magic and laughter with Cinderella at Theatre Royal Windsor! Starring Kevin Cruise, Steven Blakeley, Michael Praed and more, this dazzling pantomime features songs, slapstick and fairy-tale fun for the whole family. Don’t miss…
The Comet

Maidenhead

When Nyla has to leave her home in the countryside to start life again in the city, all she can think about is everything she misses from before. So when a comet comes crashing through the city streets and starts to glow and grow, Nyla can’t resist…
The Scummy Mummies Christmas Show

Maidenhead

Ho, Ho, Ho...it's the Scummy Mummies Christmas Show! Due to popular demand, comedians Helen Thorn and Ellie Gibson are bringing their special Christmas themed comedy show back to Norden Farm! Expect scummy carols, yuletide sketches, festive…
Autumn Cinema screenings from National Theatre Live at Norden Farm

Maidenhead

National Theatre Live bring some of the most talked about plays to the big screen and you can see them at Norden Farm Centre for the Arts in Maidenhead this Autumn. Tickets are £17.
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…
Royal Free Singers - Concorde: An Anglo-French Choral Celebration

Windsor

We invite you to join us for an evening of music to honour the masters of the English and French choral repertoires.
WMSO Autumn Concert

Braywick Road, Maidenhead

Join us for a captivating evening programme with majestic and inspiring orchestral music of Sibelius and Shostakovich, as well as celebrating the remarkable young musical talent of our soloist, Kiki Skinner, performing one of the best-known…
A Christmas Wish

Windsor

This gorgeous Christmas show is perfect for very young audiences and their families. With lovely dancing, music and costumes, children will be enthralled by this magical festive tale of love and friendship.
TripAdvisor Traveller Rating
604 reviews
Christmas Carols in The Savill Garden Visitor Centre

Englefield Green

Surround yourself with seasonal music and carols on selected dates across the Windsor Estate this December. Performed by local amateur groups, choirs and schools, get into the festive spirit in The Savill Garden & Adventure Play Visitor Centre.
Must-See Movies | It's a Wonderful Life

Maidenhead

Frank Capra’s timeless holiday classic It's a Wonderful Life is more than just festive cheer; it’s a powerful reflection on the impact one person can have.
The Carnival of the Animals Lantern Parade

Maidenhead

Join Norden Farm as they light up the town at the annual Lantern Parade on Saturday 6 December from 4.15pm.
Hundred Watt Club – A Festive Evening of Burlesque & Cabaret

Maidenhead

The nights are drawing in, temperatures are dropping so what better way to keep warm on a dark December evening than by spending the night with Hundred Watt Club at their Festive Burlesque Revue?
TripAdvisor Traveller Rating
253 reviews
Maidenhead Concert Band

Maidenhead

Join the Maidenhead Concert Band for their Christmas concert and sit back for a joyful evening of festive music. Enjoy a range of big band, musicals and popular classics and, of course, seasonal favourites that will get you in the holiday spirit.
La Bouche Manouche | A Gypsy Jazz Christmas

Maidenhead

La Bouche Manouche featuring Irene Serra invite you to a dazzling evening of festive cheer, blending the timeless elegance of the Great American Songbook with their signature Manouche swing.
Snow White

Maidenhead

Step into the magic of pantomime this December at Baylis Theatre, Braywick Leisure Centre, as we present Snow White – proudly supported by Marlow FM.