What's On in Windsor | Events & Entertainment

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Revealing Genius, Conserving Art: Stanley Spencer’s Final Masterpiece

Cookham

This autumn and winter, the Stanley Spencer Gallery invites visitors to witness the scientific analysis of a work of art. For the first time since 2012, Stanley Spencer’s monumental unfinished painting, Christ Preaching at Cookham Regatta, will be…

Venue

Stanley Spencer Gallery, Windsor and Maidenhead

Dates

From:

6 Nov 2025to29 Mar 2026Various Opening Times
Elemental

Windsor

Elemental is a fascinating exhibition in Eton College's Verey Gallery which uses objects from Eton College Library and the College Collections to explore our cultural relationship with the traditional four elements: earth, water, air and fire.

Venue

Eton College's Museums and Galleries, Windsor and Maidenhead

Dates

From:

6 Nov 2025to14 June 2026Various Opening Times
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…

Venue

Theatre Royal Windsor, Windsor and Maidenhead

Dates

From:

21 Nov 2025to11 Jan 2026
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.

Venue

Theatre Royal Windsor, Windsor and Maidenhead

Dates

From:

1 Jan 2026to31 Dec 2026Various Opening Times
Windsor & Eton Brewery Brewhouse Tours

Windsor

Ever wondered how beer is made? Join one of Windsor & Eton Brewery's friendly, informative brewhouse tours which take place every Saturday afternoon. Learn about the history of brewing in the town and how Windsor & Eton Brewery grew from an idea to…

Venue

Windsor & Eton Brewery, Windsor and Maidenhead

Dates

From:

1 Jan 2026to31 Dec 2026Various Opening Times
The Fat Duck | Experiences

Maidenhead

Open your eyes and take your Fat Duck experience to the next level! The Fat Duck is launching a range of diner experiences allowing you to explore the wonderful world of Heston Blumenthal's Michelin-starred restaurant in new and fabulous ways.

Dates

From:

1 Jan 2026to31 Dec 2026

From:
22 Jan 2026
Group Tours of Cumberland Lodge

Windsor

Step inside the historic Cumberland Lodge and uncover over 350 years of fascinating stories, royal connections, and social impact. Nestled in the heart of Windsor Great Park, our beautiful 17th-century lodge has hosted monarchs, scholars, and…

Dates

From:

1 Jan 2026to31 Dec 2026
ADS Charity Concert

Ascot

Trade the post-holidays slump for songs from the 1940's to the 1990's and good company! Join us for an evening of favourites performed by local talent for the general public. We have a beautiful venue, free parking, £20 tickets - and you'll be…

Dates

From:
11 Jan 2026Open 18:00 - 20:00
Maidenhead Farmers' Market

Maidenhead

Buy direct from local farmers, growers and dedicated small artisan producers and benefit from fresh quality food, honestly produced with a known provenance.

Dates

From:
11 Jan 2026Open 09:30 - 13:00
From:
8 Feb 2026Open 09:30 - 13:00
From:
8 Mar 2026Open 09:30 - 13:00
From:
12 Apr 2026Open 09:30 - 13:00
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10 May 2026Open 09:30 - 13:00
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14 June 2026Open 09:30 - 13:00
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12 July 2026Open 09:30 - 13:00
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9 Aug 2026Open 09:30 - 13:00
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13 Sept 2026Open 09:30 - 13:00
From:
11 Oct 2026Open 09:30 - 13:00
From:
8 Nov 2026Open 09:30 - 13:00
From:
13 Dec 2026Open 09:30 - 13:00
Bray Lake Watersports Winter SUP Race January

Windsor Road, Maidenhead

Bray Lake Watersports third winter SUP race is happening on Sunday 11th January at 10am.

Dates

From:
11 Jan 2026Open 10:00 - 12:00
Caldesi in Campagna Cookery Courses in Bray

Bray

Enjoy a few hours of culinary creation at Caldesi in Campagna in Bray! Choose from a range of cookery courses, each inspired by the tastes of Italy. Classes are kept small for maximum enjoyment. Tutors include Giancarlo Caldesi, Katie Caldesi and…

Dates

From:
14 Jan 2026
From:
21 Jan 2026
From:
28 Jan 2026
From:
18 Feb 2026
From:
21 Feb 2026
From:
21 Mar 2026
From:
4 Apr 2026
From:
8 Apr 2026
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11 Apr 2026
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18 Apr 2026
From:
22 Apr 2026
The Captain's Inspection

Windsor

On certain days, visitors to Windsor Castle will be able to see an extra Armed Forces ceremony when they visit the oldest and largest inhabited castle in the world!

Venue

Windsor Castle, Windsor and Maidenhead

Windsor Guard March & Changing the Guard, Windsor and Maidenhead

St George's Chapel, Windsor and Maidenhead

Dates

From:
16 Jan 2026Open 15:00 -
From:
19 Jan 2026Open 15:00 -
From:
23 Jan 2026Open 15:00 -
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26 Jan 2026Open 15:00 -
From:
30 Jan 2026Open 15:00 -
Berkshire Winter Million Racing at Royal Windsor Racecourse

Windsor

The Berkshire Winter Million Festival (16th-18th January) promises high class racing with £1.2million of prize money on offer across the three days, and the opportunity to see the top of the sport in action.

Dates

From:
16 Jan 2026
From:
17 Jan 2026
From:
18 Jan 2026
Burns Night Ceilidh

Maidenhead

Take your partners please! The annual Burns Night Ceilidh returns to Norden Farm Centre for the Arts on Friday 16 January at 8pm. Tickets are £16.50.

Venue

Norden Farm Centre for the Arts, Windsor and Maidenhead

Dates

From:
16 Jan 2026Open 20:00 -
BetMGM Clarence House Chase Raceday at Ascot Racecourse - Berkshire Winter Million Weekend

Ascot

Banish the holiday blues at Ascot’s new year curtain-raiser. Shaking off its winter slumber, Ascot bursts back to life for the BetMGM Clarence House Chase Raceday. Bring your enthusiasm, your biggest cheers and a few extra layers. This is a January…

Venue

Ascot Racecourse, Windsor and Maidenhead

Dates

From:
17 Jan 2026
Jack off the Beanstalk

Windsor

This January, get ready for the udderly cheeky, naughtiest version of Jack and the Beanstalk you’ve ever dared to see!

Venue

Theatre Royal Windsor, Windsor and Maidenhead

Dates

From:
17 Jan 2026Open 17:00 -
Ascot Carriages: Carriage rides in Windsor Great Park

Enjoy a scenic carriage ride through The Royal Landscape, Windsor Great Park, with Ascot Carriages.

Venue

Adventure Play, Windsor and Maidenhead

The Savill Garden, Windsor and Maidenhead

Dates

From:
17 Jan 2026
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24 Jan 2026
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30 Jan 2026
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3 Feb 2026
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7 Feb 2026
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27 Feb 2026
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4 Mar 2026
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7 Mar 2026
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10 Mar 2026
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14 Mar 2026
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19 Mar 2026
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21 Mar 2026
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27 Mar 2026
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28 Mar 2026
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3 Apr 2026
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7 Apr 2026
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20 June 2026
Haven’t Stopped Dancing Yet!

Maidenhead

Haven’t Stopped Dancing Yet! return to Maidenhead with their fabulous feel-good 70s and 80s disco nights for grown-ups. Join them at Norden Farm Centre for the Arts on Saturday 17 January at 8pm. Tickets are £21.50.

Venue

Norden Farm Centre for the Arts, Windsor and Maidenhead

Dates

From:
17 Jan 2026Open 20:00 - 00:00
Ascot Farmers' Market

Ascot

Ascot Farmers' Market offers a great choice of fresh produce, pies and pastries, dairy products and plants whilst on-site parking means a stress-free shopping experience.

Dates

From:
18 Jan 2026Open 09:00 - 13:00
From:
15 Feb 2026Open 09:00 - 13:00
From:
15 Mar 2026Open 09:00 - 13:00
From:
19 Apr 2026Open 09:00 - 13:00
From:
17 May 2026Open 09:00 - 13:00
From:
21 June 2026Open 09:00 - 13:00
From:
19 July 2026Open 09:00 - 13:00
From:
16 Aug 2026Open 09:00 - 13:00
From:
20 Sept 2026Open 09:00 - 13:00
From:
18 Oct 2026Open 09:00 - 13:00
From:
15 Nov 2026Open 09:00 - 13:00
From:
20 Dec 2026Open 09:00 - 13:00
Winter Wedding Open Day

Maidenhead

Sunday 18 January 2026
11am to 3pm
Free Entry
Enjoy a glass of prosecco on arrival
View our venue set up for a wedding and meet our events team

Dates

From:
18 Jan 2026Open 11:00 - 15:00