Chesapeake Shores

The WORST episodes of Chesapeake Shores

Every episode of Chesapeake Shores ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Chesapeake Shores!

Abby O'Brien Winters returns from New York to her hometown of Chesapeake Shores, Maryland, after receiving a panicked phone call from her youngest sister Jess, who is renovating the Inn at Eagle Point. Abby's demanding career, divorce, and young daughters have kept her too busy to even think about the town her father built. Saving her sister's inn from foreclosure means dealing not only with her fractured family but also with Trace Riley, her first love whom she abruptly left sixteen years ago. He initially is an obstacle but becomes an unexpected ally and a second chance at finding love. The troubled family dynamic is intensified when Abby's estranged mother comes back to town.

Last Updated: 9/25/2022Network: Hallmark Channel
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It’s Not For Me to Say
star
0.00
0 votes

#1 - It’s Not For Me to Say

Season 6 - Episode 7 - Aired 9/25/2022

Kevin learns something new while David questions what he thought was true. Bree finds she and Luke share a birthday. Kevin discovers the gender of the baby. David confronts his father.

A Kiss is Still a Kiss
star
7.72
60 votes

#2 - A Kiss is Still a Kiss

Season 5 - Episode 1 - Aired 8/15/2021

As the O'Brien family welcomes Bree home from London they ruminate on how the past two months have changed them all. Kevin and Sarah try for a baby, Jess and David plan for their wedding, and Abby thinks back to her conversation with Trace after their kiss on the beach.

Directors: Michael Robison
Watch Now:AmazoniTunes
Nice Work If You Can Get It
star
7.73
55 votes

#3 - Nice Work If You Can Get It

Season 5 - Episode 2 - Aired 8/22/2021

Abby reflects on the past and contemplates a future on her own terms. She and Mick deal with the damage to the reputation of O'Brien Construction, Jess struggles with something David's parents gave her, and Bree realizes two different men from her past may be returning to her life and her heart.

Directors: Michael Robison
Watch Now:AmazoniTunes
Leap of Faith
star
7.73
96 votes

#4 - Leap of Faith

Season 4 - Episode 2 - Aired 9/1/2019

As Trace searches for his purpose in Chesapeake Shores, a friend tries to persuade him to return to his music career. Abby puts her work life in jeopardy investigating a client's dubious business practices, and Connor also faces professional consequences after making an impulsive decision. Mick is pulled into a former business partner's legal trouble. Jess and David try to return to where it all began. Bree worries that her chemistry with Simon doesn't live up to that of the characters in her autobiographical play. After saving the life of a beloved coach, Kevin contemplates the impact he'd had in his life and the community. Meanwhile, Megan jumps at a new opportunity to help Kevin and Sarah.

Directors: Terry Ingram
Watch Now:AmazoniTunes
Photographs and Memories
star
7.73
292 votes

#5 - Photographs and Memories

Season 2 - Episode 3 - Aired 8/20/2017

As Abby sends her girls off to their first day at a new school, conflict arises between Trace and Wes about their roles in the family—complicated further by a Nashville recording label taking interest in Trace’s new demo with a former flame. Mick butts heads with his brother over family land.

Directors: Terry Ingram
Watch Now:AmazoniTunes
L-O-V-E
star
7.75
32 votes

#6 - L-O-V-E

Season 6 - Episode 5 - Aired 9/11/2022

A fortune telling machine shares uncomfortable truths with the O’Brien couples. Mick and Megan struggle with their long-distance relationship, while Abby becomes comfortable with her new romance.

Directors: Terry Ingram
Watch Now:AmazoniTunes
What's New?
star
7.76
49 votes

#7 - What's New?

Season 5 - Episode 7 - Aired 9/26/2021

When Evan comes to the house, he throws out his back and must recover for a few days on the O'Brien couch, connecting him with the family in a way Abby never anticipated.

Directors: Siobhan Devine
Watch Now:AmazoniTunes
It's Always Nashville
star
7.76
307 votes

#8 - It's Always Nashville

Season 2 - Episode 4 - Aired 8/27/2017

Trace hits the road to record an album with his ex-girlfriend but has trouble channeling creative inspiration while he is away from Abby. A well-intentioned Jess creates trouble for Bree when she advertises that a famous author will attend a book reading at Bree’s new bookstore.

Directors: Terry Ingram
Watch Now:iTunes
Home to Roost (2)
star
7.76
411 votes

#9 - Home to Roost (2)

Season 1 - Episode 3 - Aired 8/28/2016

Abby decides to stay in Chesapeake Shores and fight for custody of her daughters. Trace deals with troubling news concerning his past in Nashville. Mick suggests that Bree remain in town in order to get over her writer's block.

Watch Now:AmazoniTunes
Happy Trails
star
7.77
53 votes

#10 - Happy Trails

Season 5 - Episode 4 - Aired 9/5/2021

Jess and David host visitors in town for the traditional Snallygaster hunt. Mick and Thomas revisit a weekend-long hiking trip from their youth.

Watch Now:AmazoniTunes
Memories Are Made of This
star
7.78
37 votes

#11 - Memories Are Made of This

Season 6 - Episode 2 - Aired 8/21/2022

Abby plans a second date with Evan. Deidre and Alexandra Peck visit the B&B to avoid negative media attention, and with Connor recovering, Megan decides whether to work in L.A. or stay to help.

Directors: Siobhan Devine
Watch Now:AmazoniTunes
Pilot
star
7.79
495 votes

#12 - Pilot

Season 1 - Episode 1 - Aired 8/14/2016

Abby returns to her hometown after hearing troubling news about the family inn facing foreclosure.

Directors: Martin Wood
Watch Now:AmazoniTunes
Pasts and Presents
star
7.79
317 votes

#13 - Pasts and Presents

Season 2 - Episode 2 - Aired 8/13/2017

Mick makes some unpopular business decisions when he plans to sell the nightclub that he and Trace had built together. When planning her cousin’s wedding goes awry, Jess turns to an unexpected source for help. Bree fights to regain control in the production of her play.

Directors: Sean McNamara
Watch Now:AmazoniTunes
Love Is Here to Stay
star
7.80
49 votes

#14 - Love Is Here to Stay

Season 5 - Episode 6 - Aired 9/19/2021

Jess and David's wedding is here, but the O'Brien family still has a lot to face before the celebration. Abby and Evan get into an argument over his hotel, threatening the entire project.

Directors: Terry Ingram
Watch Now:AmazoniTunes
All Our Yesterdays
star
7.80
268 votes

#15 - All Our Yesterdays

Season 2 - Episode 7 - Aired 9/17/2017

Mick receives damaging information about Thomas, and considers whether to use it in their town hall debate; Jess plans a special meal to win David over; Bree fears moving forward with her new admirer.

Directors: Anne Wheeler
Watch Now:AmazoniTunes
We're Not Losing a Son...
star
7.80
390 votes

#16 - We're Not Losing a Son...

Season 1 - Episode 4 - Aired 9/4/2016

As Abby settles in and starts her job at her firm's Baltimore office, she wonders if she can remain just friends with Trace.

Directors: Martin Wood
Watch Now:AmazoniTunes
Grand Openings
star
7.81
262 votes

#17 - Grand Openings

Season 2 - Episode 6 - Aired 9/10/2017

As the nightclub opening nears, Trace spends late nights practicing with Leigh and his band; Mick fights city hall to receive a live music permit; Abby receives a promotion at work, but it leaves her with less time to spend with the family and Trace.

Directors: Mike Rohl
Watch Now:AmazoniTunes
We're Gaining a Daughter
star
7.82
359 votes

#18 - We're Gaining a Daughter

Season 1 - Episode 5 - Aired 9/11/2016

As Kevin remains missing, Mick, Nell and the rest of the O'Brien family nervously wait for more news; Abby goes to New York to fight for custody of her daughters; Trace continues to hide from his past, but a surprising new idea may have him returning to his music dream after all.

Directors: Martin Wood
Watch Now:AmazoniTunes
Once Upon Ever After
star
7.83
106 votes

#19 - Once Upon Ever After

Season 3 - Episode 4 - Aired 8/26/2018

Abby joins Trace on tour with his band away from Chesapeake Shores but discovers that Trace’s fame may impact her family’s privacy. Though she enjoys seeing Trace in his element performing, Abby is shocked when paparazzi photos of them together surface and worries the attention will only get worse as Trace’s celebrity rises. Mick and Megan spend more time together as they help Thomas prepare for his vow renewal ceremony and experience a closeness they haven’t felt in years. The vow renewal ceremony also brings Connor and Kevin closer together, as Nell assigns them a time-consuming task that forces them to work out their differences. Meanwhile, Jess considers starting a life with David away from Chesapeake Shores, but Bree makes a troubling discovery about David’s mom that causes both of the O’Brien sisters to question Jess’ relationship.

Directors: Terry Ingram
Watch Now:AmazoniTunes
Secrets, Lies and School Supplies
star
7.83
365 votes

#20 - Secrets, Lies and School Supplies

Season 2 - Episode 1 - Aired 8/6/2017

As Abby and the rest of the O’Briens prepare for the town’s annual lantern festival, Trace must return to Nashville to face a mistake from his past. Mick takes his granddaughters back-to-school shopping while covertly working on a business deal that is bound to cause family conflict.

Directors: Sean McNamara
Watch Now:AmazoniTunes
It's Just Business
star
7.84
99 votes

#21 - It's Just Business

Season 3 - Episode 7 - Aired 9/16/2018

Trace discovers that The Bridge has fallen into debt while he was on tour in and tries to repair the damage. Trace’s discovery prompts Mick to reconsider the terms of their partnership and to put aside friendship and family when business is at stake. Abby works to try and balance her stressful workload with being a “super mom” to keep up with Wes’ new fiancé. Jess is suspicious when David’s sister arrives in town looking for help with the business. Bree asks Nell to read her manuscript, but realizes the real test will come when she gives it to Megan. When Kevin doesn’t receive a job offer near Chesapeake Shores, Sarah considers relocating for a dream job. Facing relationship troubles of his own, Connor goes up against an ex-girlfriend in court. Meanwhile, Megan plays hardball when the mayor eliminates her job at the Arts Council.

Directors: Terry Ingram
Watch Now:iTunes
Home to Roost (1)
star
7.84
433 votes

#22 - Home to Roost (1)

Season 1 - Episode 2 - Aired 8/21/2016

Abby considers leaving her Wall Street job and has an unforeseen showdown with her ex. Meanwhile, Trace has trouble explaining why he left Nashville and Jess wants to open a new business on her own.

Watch Now:AmazoniTunes
Love Eventually
star
7.85
105 votes

#23 - Love Eventually

Season 3 - Episode 5 - Aired 9/2/2018

Abby is burdened by continued paparazzi attention from Trace’s growing fame. As he works through his loneliness while on tour away from Abby, Trace writes a song for Abby, which prompts an unexpected reaction from Leigh. Mick tries to repair his relationship with Connor at Megan’s insistence, but their tumultuous history makes Connor reluctant to reconcile. Kevin is concerned when Sarah seeks adventure after a near-death accident at work, noticing similarities between her behavior and his after his wartime injury. Bree edits her novel with Simon’s help, and realizes she and one of her characters share the same drive for self-preservation that stunts their relationships. Meanwhile, Jess fears her relationship with David is over.

Directors: Sean McNamara
Watch Now:AmazoniTunes
Buried Treasures
star
7.85
287 votes

#24 - Buried Treasures

Season 2 - Episode 5 - Aired 9/3/2017

Nell discovers a treasure map that Bree made as a teen, leading Bree and Kevin to hunt for a family time capsule in the backyard. While Trace is in Nashville fighting his producer Mark Hall to keep Leigh on an upcoming album at the risk of his own career, Abby meets a handsome widower in the PTA.

Directors: Mike Rohl
Watch Now:AmazoniTunes
A Sonnet for Caroline
star
7.86
93 votes

#25 - A Sonnet for Caroline

Season 4 - Episode 3 - Aired 9/8/2019

Abby faces career and legal ramifications for blowing the whistle on a Ponzi scheme, and meets an intriguing new man during her leave from work. Trace mentors Emma, a waitress and songwriter, and encourages her to perform her music at The Bridge. Mick and Megan fear that the return of their romantic feelings will complicate their friendship, and Nell -- newly back in town -- offers Megan relationship advice. Jess and David navigate a bidding war for a new B&B. Meanwhile, Kevin discovers that his family's good intentions have Sarah feeling overwhelmed; and Connor and Bree contemplate their futures with their respective significant others.

Directors: Andy Mikita
Watch Now:AmazoniTunes

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