Outpost
Born right here in Jackson Hole, Wyoming, Outpost is a team of locals who are passionate about life in Jackson Hole and sharing it with others. We offer vacation rentals for those visiting the area and property management services for local homeowners when they are out of town.
05/15/2026
Featured in Vogue as one of the best North American rentals for ski trips, but just as good come summer. ☀️🏔️
Cottonwood 522 has become a bit of a Jackson Hole favorite thanks to its beautifully designed interiors, cozy fireplace, Aspens location, and easy access to everything from Grand Teton National Park to Jackson Hole Mountain Resort. Summer dates are already filling quickly, and winter availability won’t last long either.
If this one’s been on your list, consider this your sign to lock it in before the calendar disappears.
Find your Jackson Hole base with Outpost.
04/30/2026
If you thought May in Jackson was quiet, think again.
Old West Days is back for its 45th year, celebrating Jackson’s cowboy heritage, Western culture, and ranching roots with events all week long. It’s one of those traditions that really defines this place.
And to kick off summer, Million Dollar Music Fest takes over Town Square with a free concert headlined by Hudson Westbrook, with Avery Anna and Neal McCoy. It’s one of the most fun nights of the season.
We pulled together a few key events happening throughout the month to help you plan your time here. Save this for your trip, and if you’re thinking about visiting, now is a good time to book your stay.
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160 E Broadway
Jackson, WY
83001