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