The wide-ranging lineup for the jazz extravaganza will include The Michael Junkins Group, Pamela Knowles and Friends, and The Don Mikkelsen Quartet. The event will be held on the field adjacent to the First Street Common’s playground in Pittsfield, the cultural downtown of the Berkshires. Audiences are advised to bring blankets or chairs. The Showcase will also include local food trucks and, as noted above, the beer and wine garden.