100 Best Quotes From Chesapeake Shores

Chesapeake Shores is a Hallmark show based on a book series of the same name. It is a heart-warming story of a family who learns to heal from the past and reconnect with one another.

The O’Brien family has no shortage of memorable quotes to draw from! There is everything from hilarious dialogue between characters to emotional tokens of wisdom.

Here’s the scoop on the 100 best quotes from Chesapeake Shores!

1. “As much as the road to get there isn’t one I’d wish on anyone, there is a silver linking in truly learning your own strength.” -Megan O’Brien

2. “This isn’t the life that I want, and I can’t share your dreams by giving up mine.” -Abby O’Brien

3. “And I don’t want to walk away from what could be for fear of what was.” -Megan O’Brien

4. “I’m not going to walk away from making new memories by being afraid of the old ones” -Nell O’Brien

5. “What happened can’t be undone, but at least we can take some responsibility for it.” -Bree O’Brien

6. “One is never too old for a balloon.” -Nell O’Brien

7. “People need to follow their dream no matter where it takes them.” -Jess O’Brien

8. “Stop overthinking it. You can’t think “love,” you just feel it. Not in the head, but in the heart.” -Nell O’Brien

9. “A hero is just someone who makes a decision that no one else has the courage to make.” -Kevin O’Brien

10. “It’s a lot easier to live with mistakes than with regrets.” -Nell O’Brien

11. “A measure of a man’s success is not what he has, but who he has to share it with.” -Mick O’Brien

12. “My time in New York was amazing. I learned so much about myself. But now I know that this is home. Right here.” -Megan O’Brien

13. “Sometimes you have to go back and make peace before you can move forward.” -Mick O’Brien

14. “You should always like who you love, but you don’t always love who you like.” -Nell O’Brien

15. Mick: “See? The apple doesn’t fall far from the tree. Now you’re channeling me.” Abby: “Oh, dad, I’ve been happily channeling you my whole life.” -Mick & Abby O’Brien

16. “There’s no such thing as perfect and you don’t need perfect because you have each other.” -Nell O’Brien

17. “The love you have around the table is often more important than the meal you have on top of it.” -Nell O’Brien

18. “My family built this town.” -Mick O’Brien

19. “I can handle anything.” -Abby O’Brien

20. “If we were the ones responsible, then we’re the ones who have to fix it.” -Megan O’Brien

21. “You know, I don’t think YOU understand. If I don’t teach my children to stand up for what’s right regardless of the consequences, then I failed. And to me, that is more important than anything you can threaten me with. So, I think we’re done here.” -Abby O’Brien

22. “You say that you want me here, you tell David that you want me here, and all the while, it’s to see if I’m good enough? Yeah, I might run a B&B, and I don’t really know what an auberge is, and I don’t speak French, and I don’t play polo, and when you said “Gstaad” earlier, I didn’t know it started with a “G”, which is silly anyway. But I am proud of who I am, and where I come from, and who my family is, and while they’re all nuts, and we have our problems, trust me, a ton of ’em, they love me, and I love them, and I don’t need you to tell me I’m good enough, because no one is gonna put Jess in a corner. So, before I move into this fishbowl, I’m leaving!” -Jess O’Brien

23. “Here’s to the O’Brien’s love of making toasts.” -Megan O’Brien

Chesapeake Shores would not be the same without the O’Briens celebrations!

24. “My dad always said we live two lives: one to learn, and one to live.”

-Sarah Mercer

25. “I think we need to stop trying to recreate something that wasn’t supposed to last in the first place.” -Abby O’Brien

26. “One of the most memorable moments of your life, is when you realize that you’ve met the person who completes you.” -Bree O’Brien

27. “Evan there are more important things than money.” -Abby O’Brien

28. “You know, it’s one thing to be a silent partner, it’s another to go completely silent. I mean, this, this club is my top priority, and if you can’t make it one of yours, then I think we have a problem.” -Mick O’Brien

29. “I know what you’re all thinking: the wedding is only a week away, but please don’t get crazy. Just carry on as if it was just a normal week. That’s what David and I are going to do because a week is plenty of time to get everything done. So just don’t panic okay? NOBODY PANIC!” -Jess O’Brien

30. “You were right. I’ve been chasing ghosts. I need a fresh start.” -Trace Riley

31. Dennis: “For now. You know, you’ve made yourself quite an empire here, Mick. And you know what that means to pass it on to a son.”
Mick: “Or a daughter.” -Mick O’Brien

32. “This back and forth it doesn’t make me happy.” -Abby O’Brien

33. Kevin: “When I told him about our family, they just got it.” Bree: “It’s nice to find someone who does, we’re kind of hard to describe.” -Bree & Kevin O’Brien

34. “Well that’s the point. You know, out here we’re not what we do or someone’s son, or daughter, or mother, or sister, we’re just us.” -Trace Riley

35. David: “I have to say something…” Jess: “You can say it, I won’t stop you.” David: “Your chicken…you’ve got to bake it at 445 for an hour on the bottom shelf not the top shelf because your oven runs five degrees too hot.” Jess: “Got it. I thank you for letting me know.” David: “I hope I wasn’t too forward.” Jess: “No I think honesty is best.” -Jess O’Brien & David Peck

36. “The truth only matters to the people in this room.” -Mick O’Brien

37. Kevin: “Well I’m impressed.” Abby: “What that my life is imploding?” Kevin: “No that you stuck up for what you believe in.” -Kevin & Abby O’Brien

38. “Well what I believe is that, if you two want something badly enough you’ll make it happen.” -Mick O’Brien

39. “You can never heal by going back to what broke you.” -Kevin O’Brien

40. “I’m not giving up on my dream.” -Jess O’Brien

41. “I get it. You know it seems like the right decisions are always the hardest ones to make.” -Trace Riley

42. Kevin: “So how are you doing?” Abby: “Why does everyone keep asking me that?” Kevin: “Because we love you.” -Kevin & Abby O’Brien

43. “We O’Briens are a resilient bunch.” -Bree O’Brien

The O’Brien family is the heart of Chesapeake Shores. Their love for both their home and each is what makes this Hallmark show so beautiful.

44. Mick: “See, a new name plate.” Abby: “You knew I was going to come work with you?” Mick: “No, but I hoped.” -Mick & Abby O’Brien

45. “Why is doing the right thing so unrewarding?” -Jess O’Brien

46. “Some things just aren’t fixable.” -Mick O’Brien

47. “I just wonder if he’s just this really sweet guy under all that oddness.” -Abby O’Brien

48. Megan: “You need a hug.” Connor: “No, I don’t. I’m not eight years old.” Megan: “You don’t want a hug?” Connor: “I kind of want a hug.” -Connor & Megan O’Brien

49. “Ah, old is in your head. I feel like I’m 18 inside.” -Mick O’Brien

50. “A lot has happened over the last fifteen years. Both good and bad, but through it all we’re still here.” -Bree O’Brien

51. Bree: “This is a classic move though.” Jess: “The whisk away.” Abby: “The whisk away?” -Bree, Jess & Abby O’Brien

52. “There’s more to him than what you see on the surface.” -Abby O’Brien

53. “That’s right, because as I said that was locked in my desk and it was a first draft done on the firm stationary. That I notarized and mailed to myself here at the firm.” -Connor O’Brien

54. Evan: “Your chariot awaits.” Abby: “Uh, you don’t have an actual chariot, do you?” Evan: “No. But that’d be so cool.” -Abby O’Brien & Evan Kincaid

55. “Connor, it’s not about winning or losing. The point is, it wasn’t your choice to make. When you work for someone, you do what they ask, and if you don’t, you have to suffer the consequences.” -Mick O’Brien

56. “You always remember people who weren’t nice to your kids.” -Mick O’Brien

In the show Chesapeake Shores, Mick O’Brien’s love for his children and his desire to heal his family is a truly beautiful trait.

57. Abby: “Well life is never a fairytale.” Bree: “I refuse to believe that.” -Bree & Abby O’Brien

58. “I’m very proud of you Connor. That was a brave thing you did, quitting your job like that.” -Mick O’Brien

59. “Isn’t it, though? Your honor, I’m talking about a deeper strength, one not represented by physical labor. I mean, when women are presented with a problem, they don’t just solve that problem. They think three steps past it, and they get the job done.” -Connor O’Brien

60. Abby: “Evan wants me to speak with his board.” Jess: “Evan.” Bree: “Evan?” Abby: “Yeah he’s flying me to Pennsylvania so it’s on the way.” Jess: “He’s flying you?” Bree: “To Pennsylvania?” Abby: “Yes is there an echo?” -Bree, Jess & Abby O’Brien

61. Connor: “I find it shocking that people who were supposed to be my colleagues would go through my correspondence. I have no choice but to offer my resignation immediately, which I happen to have on me. I quit. These documents prove that Mr. Dilphor forged Mr. O’Brien’s signature on twenty-four different contracts, and this letter proves that this law firm spied on a junior associate in an attempt to get intel on his family. You should be ashamed of yourselves. I’ll be reporting this to the Bar Association. Thank you. Thank you, very much.” Mick: “That’s my son! The lawyer!” -Mick & Connor O’Brien

This is arguably one of the best scenes in Chesapeake Shores as it shows how the O’Brien family will do anything for each other. It is inspiring how Connor went to extreme lengths to protect his father from his own colleagues.

62. “It’s time for us to let go of the past.” -Trace Riley

63. Jess: “But we’ve seen you two together…palpable tension.” Abby: “There is tension because he makes me tense.” -Jess & Abby O’Brien

64. Jess: “You know, I like when I see that I’m not the most neurotic person in the family.” Bree: “Oh, pfft. Not by a long shot!”

65. “I tend to rely on my gut when it comes to something like that.” -Trace Riley

66. Connor: “Three words! All you can eat!” Abby: “That’s four words.” -Abby & Connor O’Brien

67. “My first night home it was like someone switched the stars back on.” -Abby O’Brien

68. Connor: “I feel it is his duty to tell the truth, about who ate Gran’s coffee cake. We all deserve to enjoy it and he selfishly ate more than his share leaving just crumbs.” Mick: “I’m sorry Connor, I just…I just can’t resist Mom’s coffee cake.” -Mick & Connor O’Brien

69. Abby: “Well, have you tried asking Siri or Alexa or Google?” Jess: “I was hoping a human would help me.” Abby: “Ah, you’re so old school.” -Abby & Jess O’Brien

70. “There is nothing more important than family.” -Mick O’Brien

71. Megan: “I just want to say thank you, for being a daily part of my kid’s lives.” Nell: “That’s a grandmother’s privilege.” Megan: “And for loving them so well.” Nell: “And that’s my pleasure.” -Megan and Nell O’Brien

Nell O’Brien is the heart and soul of both the O’Brien family and Chesapeake Shores itself.

72. Mick: “And here’s to raising spirits and the glasses that hold them.” Kevin: “Dad, did you just make a toast about making toasts?” Mick: “Yes, I did. I made it up.”

73. “First annual s’mores eating contest anyone?” -Megan O’Brien

74. “We always have a choice.” -Mick O’Brien

75. Connor: “I object.” Nell: “Overruled.” -Connor & Nell O’Brien 

76. “I can barely handle the present. I am not ready to hear about the past.” -Bree O’Brien

77. Jess: “These two have been holding hands all day. Who does that!” David: “Eventually their fingers are going to get numb.” -Jess O’Brien & David Peck

Jess O’Brien is without a doubt one of the funniest characters on Chesapeake Shores. The addition of her dynamic with David creates a lot of comedic value to the show.

78. “If you really care about something, you don’t walk away from it.” -Mick O’Brien

79. “Abby am I going to have to force it out of you? I’ve been to the tower of London, I know how.” -Bree O’Brien

80. “I have to help this family heal.” -Megan O’Brien

81. Kevin: “I think that she’s grounding us.” Connor: “She’s not allowed to do that anymore, is she?” Kevin: “I don’t know. Too afraid to ask.” -Kevin & Connor O’Brien

82. “Maybe we’re both more in love with our memories than with the person standing in front of us.” -Abby O’Brien

83. “As long as we have each other, nothing else matters.” -Kevin O’Brien

84. Mick: “What’s he doing in Iceland?” Abby: “Who knows? Maybe he’s a super-villain and that’s where his secret lair is.” -Abby & Mick O’Brien

85. “I’ve waited sixteen years for this.” -Trace Riley

86. “We somehow just became a family again.” -Abby O’Brien

87. “This place, Chesapeake, is healing.” -Jess O’Brien

Chesapeake Shores is not only healing for the characters but also for the audience watching this Hallmark gem. It fills people with the feeling of coming home.

88. “Well, I think the important thing is that they find a passion and that they follow it.” -Mick O’Brien

89. “Being with him like this, makes me feel like we can have it all.” -Abby O’Brien

90. “It all goes by so fast.” -Mick O’Brien

91. “No it’s not that they believe in it. It’s that they want to believe in it. Haven’t you ever believed in something magical?” -Jess O’Brien

92. “I don’t know, I just…I thought I did everything right. I married the responsible husband, I have a high paying job, I’m respected and admired, I have two great kids. Except it’s all a lie.” -Abby O’Brien

93. “So many brides, they try on the shoes once and they fit, great but you have to wear them all day. You have to pose in them, you have to dance in them and if you don’t break them in, you’re dealing with bride blisters.” -Jess O’Brien

94. Abby: “So you were homesick.” Bree: “Yeah and even though the play went really well I was nervous. The whole time I just…I don’t know I just wanted to come home. It’s weird right?” Jess: “No. We’re here.” -Abby, Bree & Jess O’Brien

The dynamic between the three sisters of the O’Brien family is one of the best aspects of Chesapeake Shores. Not only is their sisterly bond realistic but it is also adorable.

95. Jess: “This was my chance at being the better Jess. This was my chance at being successful, like everyone else in this family. Now, this is me. Messing up again.” Mick: “You’re not messing up, sweetie-pie. You’re not messing up. It’s gonna be okay. You’re gonna be fine.” -Jess & Mick O’Brien

96. “This is what women are always told when they want equality, like in the Newsweek case, they were forced to assume a subsidiary role simply because of their sex. It’s the same with McCloud Industries.” -Connor O’Brien

97. Connor: “Yes, I, I have three sisters, your honor.” Judge Martinez: “That’s your argument? You have sisters?” Connor: “Yes, sir. Three of them.” Judge Martinez: “And…” Connor: “And I find that women are capable of doing anything men can do.” -Connor O’Brien

Connor O’Brien’s love and respect for his sisters is definitely one of the best parts of Chesapeake Shores.

98. “It’s hard to talk with a foot in your mouth.” -Abby O’Brien

99. “You can’t go from high to high. Because at some point it’s going to hit you why you’re really doing it.” -Kevin O’Brien

100. Abby: “Between his experience and Kevin’s education, running the B and B will be a piece of cake.” Megan: “I’m not cleaning up!” -Abby & Megan O’Brien

Chesapeake Shores is a place where everyone can feel at home. The existing five seasons allow viewers to be a part of the O’Brien family.

There are so many amazing quotes to choose from in this show! Let us know what your favorite Chesapeake Shores quote is in the comments down below!

For more scoop on Hallmark check out:

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