WEBCAMS
The holiday season in Jackson Hole is more than just a beautiful backdrop of snow-covered streets and glowing storefronts. It is a celebration of community, creativity, and the small businesses that make our valley extraordinary. This year, the heart of the season begins with two beloved traditions: Shop Local Holiday Weekends and Winter Windfall.
These initiatives bring the community together to support the more than 74 percent of Teton County’s workforce employed by small businesses, making every purchase a meaningful investment in friends, neighbors, and local artisans.
Shop Local Holiday Weekends
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Each weekend in December, Town Square transforms into a cozy holiday hub where shopping local feels festive and fun. Stop by between 1 and 4 PM for a complimentary cup of cocoa, meet Chamber staff ready with gift recommendations, and learn about exclusive shopping promotions happening across town, and the warm glow of Jackson Hole’s small-town charm as you explore local boutiques, galleries, and gear shops.
It is the perfect way to kick off your holiday shopping while embracing the spirit of community that defines Jackson Hole.
Winter Windfall: Shop Local, Win Big
Holiday shopping becomes even more exciting with Winter Windfall, Jackson Hole’s biggest shop-local giveaway. Every purchase at participating businesses enters you to win one of five $1,000 local shopping sprees, a total of $5,000 in local love.
By shopping local, you will not only find unique, meaningful gifts but also help sustain the small businesses that shape the character of our town. Winter Windfall rewards your support with the chance to finish your holiday shopping in true Jackson Hole style. In addition, entrants can be eligible to win a gift basket valued at $300, each week courtesy of Jackson Hole Marketplace.
Mountain Style, Western Soul: Shopping in Jackson Hole
Once you begin your holiday shopping journey, you will quickly discover what makes Jackson Hole a truly special retail destination. Shopping here blends rugged Western charm with elevated mountain style and offers everything from artisan goods to outdoor gear to meaningful souvenirs.
Western Boutiques and Artisan Goods
Along the wooden boardwalks of Town Square, Western heritage is beautifully on display. Boutiques and galleries showcase handcrafted items infused with authenticity and artistry, including:
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JW Bennett for bespoke hats crafted with signature Jackson Hole flair
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New West KnifeWorks for world-class artisan knives made in the Tetons
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Beaver Creek Hat and Leather Company for handmade hats, belts, and heritage leather goods
Here, you will find cowboy boots, hand-tooled leather pieces, Native American jewelry, custom hats, and one-of-a-kind treasures rooted in the spirit of the West.
Outdoor Gear for Every Season
Jackson Hole’s adventurous soul comes to life in its gear shops, where outdoor enthusiasts can prepare for skiing, snowboarding, snowshoeing, Nordic skiing, and more with trusted brands such as:
Whether you are carving fresh powder, winter trekking through the Tetons, or skate skiing freshly groomed trails, local outfitters offer expert guidance and high-quality gear for every outdoor pursuit.
Souvenirs and Local Art
Bring home a piece of Jackson Hole with handcrafted souvenirs, wildlife photography, Western art, elk antler décor, and unique Jackson Hole themed keepsakes. From simple mementos to gallery masterpieces, there is something for every taste and budget.
A Holiday Season to Remember
Jackson Hole’s Western Winter Wonderland is built on the strength of its small businesses, the warmth of its community, and the joy of celebrating together. Whether you are sipping cocoa during Shop Local Holiday Weekends, discovering artisan gifts along snowy boardwalks, or entering Winter Windfall for your chance to win big, you will feel the magic of the season everywhere you go.
Come for the scenery. Stay for the shopping.
Shop Local. Feel Good. Make the season magical.