The holiday season in Jackson Hole transforms our valley into a sparkling winter village filled with lights, snow, and festive activities. One of the most cherished annual traditions is the Shop Local Holiday Weekends on Jackson Town Square — a community-centered event that celebrates the people and businesses that make Jackson Hole so special.
Held on November 29–30, December 6–7, December 13–14, and December 20, this family-friendly event invites everyone to Town Square to enjoy free hot cocoa and homemade holiday cookies from Jedediah’s, served from 1–4 pm each Saturday and Sunday. It’s the perfect warm-up while exploring one of the most iconic locations in Jackson Wyoming — the elk antler arches wrapped in glowing winter lights.
Event-goers can stroll through local shops and boutiques in downtown Jackson Hole, discovering unique holiday gifts, seasonal promotions, and handcrafted goods from small businesses. With over 74% of Teton County’s workforce employed by small businesses, choosing to shop locally directly supports the community and keeps the Jackson Hole economy strong.
Visitors can also enter Winter Windfall, a popular annual shopping event where participating purchases earn entry into a drawing for five $1,000 local shopping sprees. It’s an exciting way to finish your holiday shopping while helping Jackson Hole businesses thrive.
Events like this one highlight why so many people love living in Jackson Hole — the strong sense of community, the connection to local businesses, and the year-round traditions that bring families together. If you’re looking for things to do in Jackson WY in winter, this festive gathering offers warmth, charm, and unforgettable holiday spirit.
FAQ — Jackson Hole Shop Local Holiday Weekend
What are the dates for Shop Local Holiday Weekend in Jackson Hole?
The event runs Nov 29–30, Dec 6–7, Dec 13–14, and Dec 20 on Jackson Town Square.
Is Shop Local Weekend free?
Yes, including complimentary cocoa and homemade cookies from Jedediah’s.
Where does the event take place?
Town Square, downtown Jackson WY — a top destination for winter activities.
How does Winter Windfall work?
Shop at participating Jackson Hole businesses for a chance to win one of five $1,000 shopping sprees.
