Guest Stars Bailey Noble as Bess Burrows Kerry O'Malley as Kay Maloney Danielle Rose Russell as Darla Miner Annika Marks as Bernadette Davis Taylor Nichols as Father Matthew Green Dan Donohue as Caldecott Riddle Michael Siberry as Dr. Georg Gyssling Jessica De Gouw as Minna Davis Brian Howe as Red Ridingwood Lindsey Gort as Hazel Ward Bob Gunton as Vanderbilt Riddle Ryan O'Nan as Declan "Dex" Davis Co Starring Whitney Rice as Mary Greer Jennifer Marsala as Birdy Peters Jack Doke as Nathan Miner John Hartmann as George Boxley Chloe Guidry as Sally Sweet Nicole DuPort as Carol DeParis Vince Nappo as Landon Aames Kristin Slaysman as Felicity Mandy June Turpin as Gladys Dustin Ingram as Wylie White Lou George as Stagehand James Austin Johnson as Movie Theater Usher Gina Saputo as Ballroom Singer Cameron Protzman as Elaine Olivia Hamilton as Ashley Assata Madison as Dancer #1 Anissa Lee as Dancer #2