The BEST episodes of Chesapeake Shores

Every episode of Chesapeake Shores ever, ranked from best to worst by thousands of votes from fans of the show. The best 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: 9/11/2026Network: Hallmark ChannelStatus: Ended
Home to Roost (1)
star
8.00
27 votes

#1 - Home to Roost (1)

Season 1 - Episode 3 - 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:Apple TV
Pilot - Part 1
star
8.00
27 votes

#2 - Pilot - Part 1

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:Apple TV
Freefall
star
8.00
27 votes

#3 - Freefall

Season 2 - Episode 10 - Aired 10/8/2017

After Mark offers Trace and his band a worldwide tour deal, Trace and Abby worry about how it might impact their future together. As Nell ponders a lost love from her past, Abby, Jess, and Bree are faced with the possibility of losing their new loves.

Directors: Andy Mikita
The Royal Court
star
8.00
27 votes

#4 - The Royal Court

Season 2 - Episode 9 - Aired 10/1/2017

Trace receives offers from music executives after his band's video goes viral, but he tries to convince his band to give Mark Hall another shot. Meanwhile, Abby, Nell and Megan spend some family time together preparing a princess party for Carrie.

Directors: Andy Mikita
Forest Through the Trees
star
8.00
27 votes

#5 - Forest Through the Trees

Season 2 - Episode 8 - Aired 9/24/2017

Away from the distraction of technology, Abby and Trace talk about their past and the future during a camping getaway; Nell, Mick and Thomas try to work out their differences in person; Bree has trouble resisting the charms of her new suitor.

Directors: Anne Wheeler
All Our Yesterdays
star
8.00
27 votes

#6 - 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
Grand Openings
star
8.00
27 votes

#7 - 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
Writer: David Maples
Buried Treasures
star
8.00
27 votes

#8 - 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
It's Always Nashville
star
8.00
27 votes

#9 - 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
Pasts and Presents
star
8.00
27 votes

#10 - 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:Apple TV
Secrets, Lies and School Supplies
star
8.00
27 votes

#11 - 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
Photographs and Memories
star
8.00
27 votes

#12 - 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
Home to Roost (2)
star
8.00
27 votes

#13 - Home to Roost (2)

Season 1 - Episode 4 - 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.

We're Not Losing a Son...
star
8.00
27 votes

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

Season 1 - Episode 5 - 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
We're Gaining a Daughter
star
8.00
27 votes

#15 - We're Gaining a Daughter

Season 1 - Episode 6 - 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
Georgia on My Mind
star
8.00
27 votes

#16 - Georgia on My Mind

Season 1 - Episode 7 - Aired 9/18/2016

Kevin's fiancée arrives in town, surprising the O'Briens; Abby gets tangled in a fraud investigations; Trace receives bad news about the water-house property he covets.

Directors: Anne Wheeler
Writer: John Tinker
Second Chances
star
8.00
27 votes

#17 - Second Chances

Season 1 - Episode 8 - Aired 9/25/2016

Trace makes a confession regarding why he left Nashville. Meanwhile, Megan confronts Mick about past mistakes responsible for pushing her away; and Abby learns the truth about the fraud investigation from a surprising source.

Directors: Anne Wheeler
Deals Undone
star
8.00
27 votes

#18 - Deals Undone

Season 1 - Episode 9 - Aired 10/2/2016

As Mick nervously faces a failing business deal, Abby is subpoenaed in the investigation against Wes, and Connor comes up with a plan to prove her innocence. Kevin recovers from his fall at home while struggling to define his future with Georgia, before Jess opens up about a devastating event that could help them understand each other. And Trace learns the warehouse property is still in reach, but his long-held anger toward his own father could prevent him from finally realizing his dream.

Directors: Martin Wood
Watch Now:Apple TV
Exes Mark the Spot
star
8.00
27 votes

#19 - Exes Mark the Spot

Season 1 - Episode 10 - Aired 10/9/2016

Abby and Trace seem finally ready to move forward; Jess, David and Bree attempt to untangle their complicated love triangle; an emergency phone call puts Trace in trouble with the law.

Directors: Martin Wood
What's New?
star
0.00
0 votes

#20 - 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
Writer: Phoef Sutton
Happy Trails
star
0.00
0 votes

#21 - 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.

They Can't Take That Away From Me
star
0.00
0 votes

#22 - They Can't Take That Away From Me

Season 5 - Episode 5 - Aired 9/12/2021

As work continues on his hotel, Evan and Abby learn a bit more about each other. Evan stays a night at Jess's B&B.

Directors: Terry Ingram
Love Is Here to Stay
star
0.00
0 votes

#23 - 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
Where or When?
star
0.00
0 votes

#24 - Where or When?

Season 5 - Episode 8 - Aired 10/3/2021

Kevin and Sarah try to keep a secret while Bree discovers one from Luke's past. Evan whisks Abby away on a business trip, but his intentions are not what she originally thinks.

Directors: Siobhan Devine
What a Difference a Day Makes
star
0.00
0 votes

#25 - What a Difference a Day Makes

Season 5 - Episode 9 - Aired 10/10/2021

Evan finds himself wondering if he has feelings for Abby. Luke is threatened with going back to prison. Connor sacrifices to help Luke and Bree.

Directors: Terry Ingram
Writer: Phoef Sutton