The fifth season of Newhart aired on CBS from September 29, 1986 to April 13, 1987.
Dick is stuck with a perky, brainless co-hostess for his new program 'On the Town'. Meanwhile, Larry and the Darryls name their new pig 'Miss Stephanie' much to the real Stephanie's dismay.
Stephanie has her hands full when she temporarily leads a group of 'Ranger Girls'. While Steph tries to teach them about coming-out parties and makeup, the girls want to learn survival techniques. Meanwhile, Dick and Joanna endure George's wood carving, Mount Stratford.
Dick heads west to pursue his dream of being a cowboy.
Dick endures the townspeople's pity when Joanna and new friend Hal are suspected by everyone of having an affair.
Michael becomes enamored with temporary office secretary Susan.
Michael struggles with his desire for Susan, versus his passion for Stephanie.
A new friend threatens Larry's position as family leader.
The Newhart family travels to Vanderkellen mansion for Thanksgiving, but is forced to leave prematurely when Stephanie finds her parents threw away her favorite toy.
Dick convinces a reluctant George to live a little and spend some of his $50,000 fortune. Meanwhile the town believes Dick to be destitute after a check bounces due to a bank error.
Dick and Joanna have an opportunity to shed their 'town newcomer' status when Dick's asked to run a fundraiser for the local library. Dick, the former advertising executive, finds it a hard pill to swallow when his idea is rejected and Joanna's is unanimously applauded.
Stephanie worries she might lose her job after she breaks a toe and her temporary replacement is 'better than Mary Poppins'.
Dick and George attend a literary party in New York. Dick worries that George won't fit in with the high class partygoers and is stunned and jealous when George is the life of the party.
Michael helps Larry court the girl of his dreams. Joanna holds Dick responsible for his actions in her dream.
Dick's old college sweetheart visits the inn for a weekend of skiing, leaving Joanna worried that Dick may want to rekindle an old flame.
Cousin Ned Vanderkellen's 100th birthday party goes smoothly... until Cousin Ned drops dead.
George sets out to repair the town's cracked bell tower, even after the town votes him down. Michael rents The Wizard of Oz to overcome his fear of wind.
Dick tries to help Joanna overcome her fear of eye doctors. George feels slighted by Stephanie after she blows him off in favor of shopping.
Larry, Darryl & Darryl ask Dick to represent them after they're arrested for kidnapping a neighbor's cow.
Dick gains an unwanted reputation as an acerbic wit after verbally assaulting an inept guest.
Dick and Joanna find that spontaneity isn't all its cracked up to be after Dick's spontaneous plans land them in a fleabag motel for the worst night of their lives.
Dick tries to find someplace to sleep after Joanna throws him out.
Michael interviews for a network job. George finds a 'Duck Rock'.
Dick enrolls in a typing class, only to find that the teacher, Mr. Brooney, is the same tyrant he had for a sixth-grade teacher.
Michael is lost when Stephanie goes away for the weekend. Desperate, he goes to a Beaver Lodge dinner with George and is the life of the party.