Guest Stars Matt Czuchry as Logan Huntzberger Keiko Agena as Lane Van Gerbig Yanic Truesdale as Michel Gerard Sean Gunn as Kirk Gleason Milo Ventimiglia as Jess Mariano Jared Padalecki as Dean Forester Rose Abdoo as Berta Melissa McCarthy as Sookie St. James Co Starring Frank Gallegos as Alejandro Julio Umana as Berta's Kid #2 Sophia Rosales as Berta's Kid #1 Ray Wise as Jack Smith Aris Alvarado as Caesar Carolyn Hennesy as Toni Jackie Hoffman as Esther Nancy Linari as Martha Charles C. Stevenson Jr. as Charlie Carrie Madsen as Sandra Julia Silverman as Bernice Camila Conte as HIspanic Teenage Daughter Alex Borstein as Miss Céline Peter Krause as Park Ranger Jason Ritter as Ranger Bill Mary Pat Gleason as Nun #2 Julie Berman as Serena Ainsworth David Sutcliffe as Christopher Hayden Irene White as Brenda Bonita Friedericy as Nun #1 Tanc Sade as Finn Alan Loayza as Colin McCrae Stacey Oristano as Allie Renee Pezzotta as Woman Laurel Moglen as Carol the Thru-Hiker Ali Axelrad as Tango Girl Doris Sasha Pasternak as Molly Jack Kalvan as Unicyclist Ashley Joyce as Josie Michayla Brown as Kid Two Jim Jansen as Reverend Archie Skinner Nick Holmes as Robert Grimaldi Claude Sharpe as Kid One Thom Shelton as Thirties Guy with Laptop Maybin Hewes as Cigarette Lady Stephanie Bast as Ellory Brandon Ruiter as Damon Michelle Gunn as Melanie Julanne Chidi Hill as Tracey Gary Riotto as Docent