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The Windsor Trooper, Windsor

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Address
97 St. Leonards Rd
Windsor, SL4 3BZ
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Quick Facts

➖ Live music: Sunday Vibes every Sunday, currently listed from 5pm–7pm
➖ Setting: 18th-century public house and inn with nine bedrooms
➖ Drinks: Real ales, traditional ciders, Belgian beers, wines, gins and rum
➖ Food: Daytime pub menu with external caterers on selected evenings
➖ Other events: Monthly pub quiz and additional social events
➖ Next performer: Check venue listings

At The Windsor Trooper, live music forms a regular part of the pub’s weekly rhythm. Its dedicated What’s On page currently promotes “Sunday Vibes”, with live performances every Sunday from 5pm to 7pm.

LIVE MUSIC

The Windsor Trooper employs local artists to perform live music, giving musicians a place within the pub’s busy social calendar. Sunday performances have become significant enough that the venue no longer accepts private function bookings that day. As a result, the weekly music programme has a defined place in how the pub uses its spaces.

Music also extends beyond the regular public sessions. The function room has its own sound system, while small bands or singers can perform at Friday and Saturday functions. However, the venue sets clear finishing times to consider hotel guests and neighbours. This balance gives live performance a presence without losing the character of a residential Windsor pub.

Beyond the gigs, The Windsor Trooper is an 18th-century public house and inn on St Leonards Road. There are nine bedrooms, alongside a pub and garden. Meanwhile, the bar places particular emphasis on real ale and traditional cider, as well as Belgian beers, wines, gins and rum.

Food follows a flexible format rather than a single conventional pub menu. A daytime menu runs through the week, while external caterers take over the kitchen on several evenings. Therefore, a visit for live music can also coincide with changing food options, depending on the day and availability.

The dedicated events page currently makes Sundays the clearest choice for anyone visiting specifically for music. Alongside those regular live music sessions, the wider calendar includes a monthly pub quiz and other social events. Check the venue’s listings before travelling, particularly for the performer scheduled that week.

More live music listed on www.berkshireartistree.co.uk

Events at this venue

Today
  • October 2026

  • Sun 4
    poster for Singer Molly Brown with berkshire artistree

    Live music in Windsor, The Trooper | Molly Brown

    October 4 @ 5:00 pm - 7:00 pm
    The Windsor Trooper, Windsor 97 St. Leonards Rd, Windsor

    Molly Brown brings her distinctive live sound to The Windsor Trooper, offering an intimate night of independent music in the heart of Windsor. Key Points ➖ Live performance from Berkshire independent artist Molly Brown➖ Live music at The Windsor Trooper in Windsor➖ An intimate setting that puts the focus firmly on the performance➖ A characterful […]

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