See Girl Run (2012)

An unhappily married, 40-year-old woman, Emmie, finds herself thinking about her high school boyfriend and visits her small hometown in Maine to find out where he is in life. Jason is still there working at the local seafood restaurant and is in an unhappy relationship of his own. Emmie's trip home also sparks her depressed brother to re-examine the choices in his life, while Emmie is left to choose between a past love and a current love.