Jackson Hole Playhouse.

Housed in a 1915 livery stable that stands as Jackson’s oldest frame building, the Jackson Hole Playhouse is Wyoming’s longest-running professional theater. This isn't a sterile modern stage, but a slice of preserved Western history where the venue itself is part of the draw. The signature experience here is a full night out: a ticket combines a multi-course dinner at the onsite Saddle Rock Saloon and Speakeasy with a fully staged musical production. The evening leans delightfully into its theme, featuring period-costumed, "gunslinging" waitstaff who also happen to be the actors performing in the show. For travelers seeking a structured evening activity that feels genuinely rooted in the local frontier heritage rather than a generic night at the theater, this is a must-visit.