What’s on in Windsor in January? Explore the latest events, entertainment and things to do in Windsor throughout the month.
I know, I know. It’s January and you just want to hibernate until the days get longer and hotter again. Trust me, I know how you feel. Even though January is often seen as a quieter month, I’ve found it’s actually one of the best times to slow down, explore locally and discover what’s happening right on our doorstep. After the buzz of Christmas and New Year, the town settles into a gentler rhythm – one without all the tourists.
One thing you can guarantee in January is lots of good pub nights. Even if you’re doing Dry January, you can still pop down to your local and support them. As usual you’ll find lots of great quizzes to keep you occupied. Also, Theatre Royal has loads of shows to choose from. Plus, we have Burns Night this month if you’re looking for a bit of Scottish flavour.
I love Windsor in January for trying something new. Maybe that’s finally catching a show you’ve been meaning to see, joining a local club, or simply getting out of the house for an evening that isn’t centred around the TV. With the Dachet Dashers and the Supersonic Run Club, there are some really good running clubs out there if you’re doing the whole “new year, new me” thing.
As I mentioned, it really is a brilliant time to support independent venues and cafes across the town. All these local businesses still need to stay open in January, so support them by visiting them.
If you’re wondering what’s on this month, I’ve rounded up the best events, activities and happenings to help you start the year on a high and make the most of everything this beautiful town has to offer.
January 2026
- 18 January – Ascot Farmers Market – fresh produce & artisan goods. Free entry. You can find out more information on their Facebook page here.
- 22-24 January – David Copperfield @ Theatre Royal Windsor. Tickets: from £19.50. Website: theatreroyalwindsor.co.uk
- 23 January – Bump to Tots Breakfast Club @ The Other Space (10:00–12:00) – relaxed meet‑up for parents
- 23 January – Four Random Guys Making Music @ The Other Space. Tickets: Free
- 23 January – The Traitors Final Watch Party @ Two Flints Brewery
- 24 January – Burns Night Celebration @ Two Flints Brewery
- 25 January – Sunday Reset: Meditation @ The Other Space (10:30–11:30). Tickets: Free (but you need to reserve a place)
- 25 January – Open Deck (Bring Your Own Vinyl) @ The Other Space (13:00–18:00)
- 25 January – Burns Night Special @ The George – a taste of Scotland celebration
- 29 January – Albie Salter: Live at OSA (20:00–21:30). Tickets: from £4.40. Book here.
- 30 January – Bump to Tots Breakfast Club @ The Other Space (10:00–12:00) – relaxed meet‑up for parents
- 30 January – 7 February – BARNUM @ Theatre Royal Windsor. Tickets: from £19.50. Website: theatreroyalwindsor.co.uk
- 31 January – Doo Drop Sessions: Live Music & DJs @ The Other Space
January might be the start of a new year, but Windsor is still buzzing with events and activities to keep you entertained. Whether you’ve discovered a new favourite venue, caught a live show, or joined a local meetup, there’s plenty more to explore this month.
Keep an eye on this guide and make the most of everything Windsor has to offer. I’ll be updating it with new events as they’re announced, so there’s always something to look forward to!
