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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Paw-sitively Stewart Book Launch – Family Open House at Head of the Class

Name: Paw-sitively Stewart Book Launch – Family Open House at Head of the Class
Start: 2025-09-28T13:00:00+01:00
End: 2025-09-28T15:00:00+01:00
Location: Head of the Class Education

28 September @ 1:00 pm - 3:00 pm

Free

Celebrate community, literacy, and one very special golden retriever at the Paw-sitively Stewart Book Launch & Open House! Hosted by Head of the Class Education Centre in Windsor, this free family event takes place on Saturday, September 28, 2025, from 1:00–3:00 PM.

Be part of the official launch of Paw-sitively Stewart, a locally created children’s book inspired by Stewart, the beloved “Head of Pawsitivity” who brightens the lives of students every day. Families can enjoy a live book reading at 1:15 PM, book sales and signings, and fun activities for kids including colouring and a “Find the Paw Print” game. Guests will also have the chance to meet Stewart himself for photos and tail wags, while touring the award-winning education centre.

In the spirit of giving back, a portion of proceeds from book sales will benefit the Windsor/Essex County Humane Society’s Pumpkin Fund, helping animals in need across the region.

Whether you’re a family looking for a fun afternoon, a book lover eager to discover something new, or simply a dog enthusiast, this is a celebration you won’t want to miss!