The Windsor Trooper

10/10/2026

No Tricks just Treats here at The Windsor Trooper.

This Halloween we are delighted to have Matthew Allman back for a ‘Wicked’ night!

PS fancy dress is encouraged

01/10/2026

🎶 LIVE MUSIC IN OCTOBER 🎶

01/10/2026

Get the date in the Diary!!!

Get your friends together and head down to The Windsor Trooper to come and watch Tenerife’s most popular group.

Come and enjoy and night of Soul and Motown, bring your dancing shoes.

Everyone is welcome

01/10/2026

✨ OCTOBER LIVE MUSIC AT THE WINDSOR TROOPER ✨

We’ve got a brilliant month of live music coming up at The Trooper!

As always, we have live music every Sunday from 5pm, but this October we’ve also got a couple of special performances to look forward to.

🍻 Saturday 3rd October – James Lainey, 8pm
We’re kicking off our first ever Oktoberfest weekend with James Lainey joining us on Saturday night.

🎶 Sunday 4th October – Siobhan Wall & Omari, 5pm
The amazing Siobhan Wall & Omari will be with us on Sunday afternoon.

🎸 Sunday 11th October – AJ Acoustix, 5pm
AJ Acoustix is back! Always a great afternoon when AJ is in The Trooper.

🎤 Sunday 18th October – Small Giants, 5pm
The ever-popular Small Giants return for another Sunday session.

🎶 Sunday 25th October – Dawn Acoustic, 5pm
A Trooper debut for Dawn Acoustic and one we’re really looking forward to!

And we’ve still got one more special performance…

✨THE SOUL BROTHERS!✨

Friday 16th October - 8pm. We’re delighted to be welcoming this award-winning group from Tenerife to The Windsor Trooper. This should be a fantastic night and definitely one to get in the diary! You do not want to miss this special night!

As always, entry is completely free.

See you at The Trooper 🍻🎶

01/10/2026

In the Good B**r Guide for the 7th year in a row, delighted with that.

Pubs across Maidenhead, Windsor, Slough and surrounding areas have been recognised in the latest edition of CAMRA’s Good B**r Guide. https://www.maidenhead-advertiser.co.uk/news/food-and-drink/709661/good-beer-guide-2027-pubs-in-maidenhead-windsor-slough-recognised-by-camra.html?utm_medium=Social&utm_source=Facebook =1790786437

04/09/2026

🇩🇪 🔷◻️ OKTOBERFEST ◻️🔷🇩🇪 AT THE WINDSOR TROOPER

For years you’ve been asking “when will the Trooper do an Oktoberfest?” Well the time has finally arrived! The first weekend of October we will have 6 German B**rs available over the weekend. 1 on the Main Bar and 5 more available at the Garden Bar.

MAIN BAR
Hofbräu - Oktoberfestbier - 6.3%

GARDEN BAR

Benediktiner - Weissebier - 5.4%
Bitburger - Pilsner - 4.8%
Flensburger - L***r - 4%
Köstrißer - Black L***r - 4.8%
Warsteiner - Pilsner - 4.8%

You’ll also be able to buy Brokwurst, Currywurst and warm Salted Pretzels.

We will have live music on the Saturday and Sunday.

31/08/2026

✨NEW YEARS EVE ANNOUNCEMENT✨

We are delighted to confirm the band for The Windsor Trooper’s New Years Eve Party will be ‘Flock of Eighties’

80’s is the theme & fancy dress is encouraged but not compulsory

As always the pub will close for a few hours on December 31st and reopen 8 till late.

We will announce the ticket release date soon.