Plaid Friday Cheer, Small Business Saturday Spirit & the Magic of the 2025 Winter Walk

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Downtown Gillette was buzzing over Plaid Friday and Small Business Saturday—exactly the kind of holiday energy we love to see! From families bundled up for a day of shopping to long-time friends reconnecting over lattes and gift lists, the heart of our community was on full display. There's something truly special about seeing our local shops filled with neighbors supporting neighbors, carrying forward traditions that make the season bright.

And speaking of traditions… the 2025 Winter Walk is officially underway—and bigger than ever!

The 2025 Winter Walk: A Community Favorite Returns

If you haven’t grabbed your Winter Walk button yet, now’s the time! Starting November 8, a limited number of uniquely numbered buttons are available for purchase at participating businesses for just $5.

Here’s how it works:
 Hold onto your button and check back at ALL participating businesses on the drawing dates:

• November 28 (Plaid Friday)

• November 29 (Small Business Saturday)

• December 6

If your button number matches the number posted at a business, you win a prize valued at $50 or more from that location! Winners can claim their prizes anytime after numbers are posted—prizes remain available until everything is claimed.

And this year, we’re excited to offer two drawing dates to keep the fun going and the chances growing!

A Tradition Worth Bundling Up For

Winter Walk has become one of Downtown Gillette’s most treasured holiday traditions. Families love the excitement of button-checking, shoppers enjoy discovering new local gems, and businesses love giving back to the community that supports them year-round.

Already, we’ve seen plenty of smiling winners dropping in to claim their prizes—and the joy is contagious!

At Gillette Main Street, we believe deeply in the importance of tradition. After the leftovers are put away and your heart feels a little fuller from time spent with loved ones, these holiday weekends are the perfect time to step outside, stroll downtown, support local shops, and make memories.

Whether you join us every year or you’re brand new to the Winter Walk experience, we hope you feel the warmth and connection that make our downtown special.

Thank You for Showing Up for Local

Plaid Friday and Small Business Saturday proved once again that our community shows up with heart. With your support, our small businesses thrive—not just during the holidays, but all year long.

So grab your Winter Walk button, bring your holiday cheer, and let’s keep the celebration going. Here’s to tradition, togetherness, and a Downtown that sparkles all season long.

Happy Walking & Happy Shopping!

Originally posted by Gillette Main Street via Locable