Windsor Events Calendar

Looking for something to do in Windsor? Whether you're a local, new in town or just cruising through we've got loads of great tips and events to offer. Find out what’s on in Windsor with our regularly updated events calendar featuring the best upcoming events in Windsor and the area.

This guide lists events at a glance, showing what’s on each month. See the highlights of What’s On for Windsor, featuring the best of things to do in Windsor – Live Music and Gigs, Family Events, Art & Culture, Food & Drink and much more. Windsor fundraisers and charity events.

Important This Event Calendar is not maintained on a daily basis and some events may have changed dates or are no longer happening. Please double-check the event websites for the most up-to-date information.

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Sidelines Comedy Show (The Take 2 Takeover)

Name: Sidelines Comedy Show (The Take 2 Takeover)
Start: 2025-10-18T20:30:00+01:00
End: 2025-10-18T22:30:00+01:00
Location: Sidelines Sports Bar & Grill

18 October @ 8:30 pm - 10:30 pm

£15

Get ready for a hilarious night at Sidelines Bar & Grill but there’s a twist! After the show we have 2 musical guests to close out the evening!

Welcome to Sidelines Comedy Show & Take 2 Takeover! A night filled with laughter and music at Sidelines Sports Bar & Grill.

Our lineup of talented comedians and musicians are sure to keep you entertained all evening! Grab your friends, grab a drink, and get ready for some hilarious stand-up performances with a mini concert on the side to finish the night!

Don’t miss out on this epic night with local comedians and musicians who are guaranteed to put on a great show!

Featuring:

Aaron Broughton
Jen Richardson
Jacob Russell
Coleman
Gerkone

FAQs:

Can I pay at the door?
Yes cash only.

Handicap Accessible?
Of course.

Are there food and drink specials?
You know it!

Petty Productions

The ultimate goal at Petty Productions is to bring awareness & emphasize the importance of supporting local businesses. By partnering with an array of local companies, we are able to provide quality entertainment on a monthly basis within multiple venues around the city.