Tracey is looking for this series!
Her question reminded me of “Sweet Dreams” but I know who the owner is in that book, so instead, I’m submitting a different guess.
When Tracey mentioned the “pregnant bar owner” detail in her question brings to mind one that I enjoyed a few years ago, and totally has this feel (though I can’t remember the exact details or even if she owned the bar but I do remember a pregnant character in the bar and the new girl in town DOES get a job in the local bar). It was From Dust (Portland, ME, novels Book 1) by Freya Barker (and it is a series!)