Catherine welcomes Lyle back to Savannah putting their long distance relationship to the test; while Nelson is forced to face his storied past. Ashley finally has a night out with the girls only to find her fun go up in flames.
Ashley confronts some hard truths about her marriage. As Catherine and Lyle settle into a "grown-up" relationship, Hannah looks forward to a future with "grown-up" Louis. But when Louis ends up playing strip golf with Ashley, all bets are off. The ladies attend a very traditional bridal shower for Happy's very non-traditional marriage.
Hannah is bewildered following her strip-golf fight with Ashley. Daniel prepares for his debut as a drag queen. Catherine focuses on her first interior-design project. Nelson hosts a poker party. Lyle reveals a shocking secret about Ashley.
In the aftermath of Lyle's revelation that Ashley works as a baggage handler, Ashley hears a juicy rumor about Catherine and Lyle. Meanwhile, Happy urges her mother to support her marriage to Azam, and Hannah finds some unexpected opposition as she attempts to start a dress line. Later, as Hurricane Matthew nears Savannah, Catherine hosts a dinner party that quickly becomes a storm of its own.
After a stormy end to Catherine's dinner party, Hurricane Matthew forces the Charmers to evacuate Savannah. Lyle, Catherine, Daniel, Louis and Hannah head to Charlotte where they meet up with Charleston friends Shep, Thomas, and Austen. Meanwhile, in Augusta, Ashley reveals her marital issues to her mother. Later, the Charmers return home to a devastated Savannah.
Hannah's sisters come to Savannah to throw a birthday party for Louis, even though Hannah is starting to question their relationship. Meanwhile, Nelson seeks his mother’s advice with his fractured friendships, and Catherine plans a traditional Savannah Bridge party where Ashley decides to confront Hannah.
The gang heads to St. Simons Island, Ga., for the weekend; Hannah challenges Louis to throw a party; Ashley breaks down; Louis faces some hard truths; back in Savannah, Lyle and Catherine hit their stride; Daniel contemplates his future.
Ashley's struggles at home come to a head,while Daniel breaks big news to his father; Hannah reaches the end of her rope with Louis' immaturity; everyone prepares for Ashley's masquerade ball, but Lyle has other plans.
Months after Lyle’s failed proposal to Catherine, these star-crossed lovers have become more crossed than lovers. Meanwhile, Hannah's fear of becoming a Southern “spinster" puts her relationship with Louis on ice until he can put a ring on it. And while newcomer, Hagood, deals with her mommy dearest, Daniel decides to take a step back from the Savannah party scene and tries to adult. Later, when the gang gets together at Brandon and Jim's anniversary party, Lyle takes what he thinks will be his final stand in his relationship with Catherine, because who gets proposed to twice?
Following their talk at Brandon’s anniversary party, Lyle and Catherine are still on shaky ground and can’t seem to find their footing. Meanwhile, Hagood’s parents take some time off from busy farm-life for a quick trip to Savannah, but their arrival feels more like an interrogation than a visitation. Daniel, who's feeling overworked and underappreciated, makes a big decision regarding his career. Later, newly single-ish Louis and Lyle head to New York City to paint the Big Apple red and try their hand at flirting up North. Finally, Brandon invites the girls over for a sleepover, but it quickly turns into a nightmare when he and Hannah confront Catherine over rumors of her sleeping around.
When Hagood invites her friends from Savannah back to her Southern roots for some good ole' duck hunting, Hannah tries to find out the truth about Catherine's "other guy." Meanwhile, Lyle decides to move away from Catherine and their tumultuous relationship. But a silly prank between Louis and Lyle turns sour when an innocent tussle becomes a little too close for comfort.
A hunting trip at Hagood’s family farm turns sour when Lyle’s true feelings for Catherine push Louis to the point of no return. Meanwhile, as Catherine deals with her father's upcoming heart surgery, Daniel gets a blast from the past when Ashley tries to work her way back into the circle. And when everyone comes together at Hannah's Chrismukkah party, Catherine gets a surprise revelation about Lyle's intentions.
It's a New Year, but these Savannahians are up to their old tricks. While Hagood's spirits rise as her sake dreams come to fruition, Daniel's mood hits a new low as he questions his life's purpose. Meanwhile, after Hannah and Louis spend a romantic weekend dashing through the snow, Hannah's friends give her a dash of cold reality. And although the gang tries to start 2018 off with a bang with paintball, the deadliest shots are fired when tensions between Catherine and Lyle come to a head.
As Hagood busts out her brushes to set Catherine’s portrait in motion, Louis ponies up big money for his sock biz to roll with the big brands at the PGA Trade Show. Upset with Catherine’s dishonest façade, Hannah pushes Catherine to admit there’s someone else in her life. Meanwhile, Hagood sets out to impress Mom by having a professional test her sake, but is she over her head? And after Lyle misses Catherine’s housewarming party claiming he needs “space," Catherine flips the script and calls Lyle out for playing the victim.
Following a heated conversation that ended in Lyle and Catherine wanting space from eachother, Hannah reunites the gang by taking everyone to Turks and Caicos for her dirty 30 birthday celebration. But when Louis pulls an all-nighter to make the flight from his trade show in Florida, he ditches Hannah’s birthday dinner and gets the night off to a rough start. As tensions grow between Catherine and Lyle, Brandon confronts Lyle about his behavior, leading everyone to point fingers and take sides. Feeling guilty, Lyle finally gives Catherine the apology she’s been waiting for, sparking new hope for their tumultuous relationship. Meanwhile, Hannah’s mom helps her realize how to improve her relationship with Louis, but her happiness is short lived when Louis reveals that there’s trouble in the bedroom.
Hannah’s Turks and Caicos 30th birthday bash turned birthday brawl continues. After Hannah pushes Louis to his breaking point, Louis unleashes his fury, airing all the intimate details of their relationship in the bedroom - or lack thereof. Back in Savannah, as Brandon plans a gala for Savannah's 285th birthday, Catherine’s parents push her to finally commit to Lyle. Meanwhile, Hagood finds the support she needs from her boyfriend, Alex. Daniel reveals to his Dad that unhappiness is driving him to travel and find himself. And after Hannah questions Louis' infidelity, Louis confronts Catherine's intentions and her spreading rumors. But just as Catherine is ready to take her relationship with Lyle to the next level, Lyle’s dirty secret begins to surface.