Winchester Shop Crawl

Winchester Shop Crawl – Saturday, November 1st

Winchester’s official kick-off to the Christmas shopping season is here! Join us for the Winchester Shop Crawl and discover a new way to shop local this year.

Here’s the twist: in the past, participants were entered to win one big prize. This year, every stop offers its own prize draw—so you’ll have more chances to win! No need to collect a stamp at every location—simply pop in and out of the shops you choose.

🛍️ Explore participating businesses on the event map.
✨ Enjoy exclusive discounts, special promotions, and giveaways at each stop.
🎁 Plan your route ahead—our list of participating shops will be posted soon!

It’s all happening on Saturday, November 1st—a perfect way to get into the holiday spirit and check a few gifts off your list. Don’t miss it!

Follow along on the event page for full details.

You may also like the following events from Main Street Clothing Company:

• This Thursday, 9th October, 10:00 am, Main Street Clothing Company 11th Anniversary Celebration! in Winchester
• Next Saturday, 18th October, 10:00 am, The Great Canadian Shopping Spree in Winchester
• Next month, 7th November, 06:00 pm, Purses With A Purpose. A Fundraiser Event. in Winchester