Jackson’s Shop Local Holiday Season: Sweet Treats & $5K in Prizes

If you have wandered past the antler arches this week and thought, “Why are there elves loitering near the Stage Stop cabin?” do not worry, Jackson has not launched a municipal toy-making initiative. It is just the Chamber of Commerce rolling out its annual Shop Local Holiday Weekends, complete with cookies, cocoa, and a not-so-subtle nudge to keep your holiday dollars in Teton County.

And frankly, with 74% of Teton County’s workforce employed by small businesses, your gifts might as well come with a side of economic patriotism.

Treats, Elves, and Your Reminder to Support Local Biz

Thanks to sponsors PirateShip.com and Jedediah’s Catering and Concessions, the Town Square will be fully stocked with free treats from 1 to 4 p.m. on the following dates:

Dates:
11/29/2025
11/30/2025
12/6/2025
12/7/2025
12/13/2025
12/14/2025
12/20/2025

Expect steaming hot cocoa, Jedediah’s legendary holiday cookies, and a squad of cheerful Chamber elves ready to offer gift advice, shopping tips, and probably unsolicited encouragement to support local.

Winter Windfall: Win Up to $1,000 Just for Shopping

The Chamber’s Winter Windfall incentive program is back, offering five $1,000 shopping sprees to lucky locals who shop at any of the 35 participating businesses between November 28 and December 22.

Entering is very simple:

Shop local
Submit your receipt by:
• Scanning the in-store QR code
• Emailing shop@jacksonholechamber.com
• Filling out a form on the Chamber website
Cross your fingers and hope

Every purchase equals one entry. No limit on how many times you can enter. Holiday gift procrastinators, this is your Super Bowl.

Santa Arrives December 13

Starting December 13, Santa will be posted up at the Stage Stop cabin, ready to hear kids’ wish lists or politely ignore adults asking for a Sprinter van.