Robert Taylor Walt Longmire Actor Lou Diamond Phillips Henry Standing Bear Actor Katee Sackhoff Victoria Moretti Actor Bailey Chase Branch Connally Actor Cassidy Freeman Cady Longmire Actor Adam Bartley The Ferg Actor Louanne Stephens Ruby Guest Star A Martinez Jacob Nighthorse Guest Star Rebecca Tilney Crystal Shoemaker Guest Star Jeffrey De Serrano Hector Guest Star Nancy Linehan Charles Mrs. Thompson Guest Star Jason Matthew Smith Jeremy Thompson Guest Star Colby French Charlie Fielding Guest Star Noah Harpster Ryan Shank Guest Star Lora Martinez-Cunningham Susan Fielding Guest Star Gage Michael Petrone Luke Guest Star John A. Lorenz Cheyenne Father Guest Star Claire Mackenzie Carter Addyson Fielding Guest Star Alex Graves Director Tony Tost Writer