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Winchester Chamber of Commerce Red Ticket Raffle starts today

The Winchester Chamber of Commerce Red Ticket Raffle runs through Dec. 19. COURTESY PHOTO/WINCHESTER CHAMBER OF COMMERCE

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The following was submitted by the Winchester Chamber of Commerce:

From now through Dec. 19, spend $25 or more at any participating Winchester of Chamber of Commerce business (just look for the red bows on storefronts!) and you’ll receive a raffle ticket.

On Dec. 19, the Chamber will host a live drawing featuring:

• Multiple cash prizes

• Gift certificates to local businesses

It’s never been more fun—or more rewarding—to shop local!

Look for the red bows at participating Chamber businesses where you can shop and receive red tickets. COURTESY PHOTO/WINCHESTER CHAMBER OF COMMERCE

Where can you drop off your tickets? Check out the following locations:

• Catch a Falling Star

• Book Ends

• Studio on the Common

• The Chamber Office – 38 Church St.

Store owners will also gladly accept tickets right where you shop. Start collecting!

See the full, daily-updated list of participating businesses here.

The Fifth Annual Holiday Stroll schedule for Dec. 1-Dec. 7, 2025. COURTESY PHOTO/WINCHESTER CHAMBER OF COMMERCE

The Fifth Annual Holiday Stroll is now ongoing, starting Dec. 1 and running through Dec. 7, with the always popular Midnight Madness event taking place tonight!

Festivities kick off on Monday, Dec. 1 with the always-popular Midnight Madness event — mark your calendars!

Find the complete schedule for the Fifth Annual Holiday Stroll Weekend here.

The sponsors the The Fifth Annual Holiday Stroll. COURTESY PHOTO/WINCHESTER CHAMBER OF COMMERCE

A special thank-you to The Winchester Co-Operative Bank, the lead sponsor for the Stroll Weekend, and to ALL of the incredible sponsors for making these celebrations possible.

So bundle up, bring your holiday cheer, and get out on the town to shop local, dine local, and support local!

Winchester News is a non-profit organization supported by our community. If you appreciate having local Winchester news, please donate to support our work, and subscribe to our free weekly newsletter. Copyright 2025 Winchester News Group, Inc. Copying and sharing with written permission only.

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