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You are here: Home > Things to Do > Entertainment
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.
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.
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.
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.
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.
Whether you enjoy the latest Hollywood blockbuster or you like to explore lesser-known ‘world cinema’ films, visit our Cinemas page for the options.
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.
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: 25
, currently showing 1 to 20.
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.
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.
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…
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.
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.
Maidenhead
Get ready for two unforgettable days of live music, delicious food, exciting entertainment and summer vibes as part of The Maidenhead Big Weekender.
Windsor
The only act ever to win the EDFEST BOUQUET 5 times! The best of Chris Dugdale (so far!) plus new jaw-dropping pieces... Awarded the highest honour possible in magic - Member of the Inner Magic Circle with Gold Star. 14 Royal Family performances…
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…
Maidenhead
Join your host Jeff Lloyd as he revisits Marilyn Monroe’s signature film. Must See Movies: Some Like It Hot is at Norden Farm Centre for the Arts on Friday 25 July at 8pm. Tickets are £13.50.
Windsor
The Crossing is a live fantasy play based on the fantasy novel "The Bride Between the Stars" by Feba Shaji, who also writes and directs the stage adaptation.
Maidenhead
Join the Professor for a colourful show all about bugs. Professor Slug’s House of Bugs is at Norden Farm Centre for the Arts on Tuesday 29 July and Wednesday 30 July at 11.30am. Tickets are £13.50 | Under 16s £11.50 | Family and Friends £45.
Maidenhead
Norden Farm Centre for the Arts is the place to keep children entertained this summer. They have the perfect opportunity for youngsters try something new in either a Circus Camp, Art Camp or Theatre Camp.
Maidenhead
A fresh a funny version of a classic story. 3 Little Pig Tails is at Norden Farm Centre for the Arts on Friday 1 August and Saturday 2 August at 11.30am and 2pm. Tickets are £13.50 | Under 16s £11.50 | Family and Friends £45. Age guidance 3 - 7…
Maidenhead
Percy is a puffling who loves his burrow a little too much. Puffling Percy is at Norden Farm Centre for the Arts between Tuesday 5 August - Thursday 7 August at 11.30am and 2pm. Tickets are £13.50 | £11.50 under 16s | Family and Friends (4 people)…
Maidenhead
Hit after hit, anthem after anthem, guaranteed to blow your mind. Flash - A Tribute to Queen are at Norden Farm Centre for the Arts on Thursday 7 August at 8pm. Tickets are £23.50.
Windsor
This august The Enormous Crocodile is weaving his way through the jungle to Theatre Royal Windsor in search of delicious little fingers and squidgy podgy knees…Only the other jungle creatures can foil his secret plans and clever tricks, but they’re…
Maidenhead
Norden Farm Jazz Club presents The Paul Booth Quartet (tenor sax / soprano sax) at Norden Farm Centre for the Arts on Friday 8 August at 8pm. Tickets are £17.50.
Windsor
Windsor Morris is a female team of dancers. Come and watch our performances in Windsor town centre. Or come and try morris dancing at one of our taster sessions.
Windsor
The Let's All Dance ballet company presents this captivating new ballet, adapted from the original Brothers Grimm fairytale.
Windsor
Join us in the historic Council Chamber at Windsor Guildhall, surrounded by iconic royal paintings, as Rogue Opera presents a fantastic Night at the Opera, taking you on a journey through Bizet, Mozart, Verdi, Puccini and more, weaving a story…
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