Single mom Laura (Farmiga), along with her awkward 14 year-old son Henry (MacDougall) is forced to drive Jack (Plummer), her estranged, care-free pot dealing father across country after he's kicked out of yet another nursing home.  The road trip veers off course when Jack decides to make a couple 'stops' and Henry asks to see his ne'er-do-well dad Leonard (Cannavale), completely upending Laura's attempt to hold her family together and ultimately forcing her to finally see her father for the man he really is.

David has had a crush on Jade since the first time he saw her in the tenth grade. With high school coming to an end, David has never spoke to her until her family pulls up to The Inn, where David works as a valet. She and David fall madly in love, a love that only grows stronger as parents try to tear them apart. David knows Jade's past, but as his secrets are slowly revealed Jade's trust is tested, and leaves them wondering if they are truly meant to be together.

Teenagers Rose and Bennett were in love, and then a car crash claimed Bennett's life. He left behind a grieving mother, father and younger brother, and Rose was left all alone. She has no family to turn to for support, so when she finds out she's pregnant, she winds up at the Brewer's door. She needs their help, and although they can't quite admit it, they each need her so they can begin to heal.