The Weissmans arrive in the Catskills for their annual summer trip and attempt to settle into familiar patterns. Whispers of Midge and Joel's separation cause Rose to poke around her daughter's love life and Susie must adjust her summer plans.

Summer season at Steiner Mountain Resort continues as Moishe and Shirley join the group, disturbing Abe's peace. Susie tries to ward off a new friend while keeping a low profile at the resort. Midge jumps at the chance to redeem herself at B. Altman.

With Midge's secret now exposed to Abe, tensions between them are higher than ever. Summer is nearing an end with Susie fully immersed in her Steiner persona and Joel contemplating life as a bachelor. Rose takes advantage of Astrid's fragile state.

Benjamin opens Midge's eyes to the New York art scene, and she ends up knowing more about art than she realises. The Maisel and Weissman families come together for a tension-filled Yom Kippur dinner on the anniversary of Joel and Midge's separation.