RileyThomas(AbigailHawk)isarisingstaratoneoftheworld'smostnotedholdingcompanies.WithChristmasfastapproaching,sheissenttothesmalltownofChestnut,Vermonttoevaluatetheassetsofoneoftheircompanies,anouterwearclothingmanufacturer.Asshebeginsmakingplansforliquidation,shehiresthecompany'sfounder,Nick(HowardHesseman)-nowretired-asherapprenticetohelp.Ofcourse,everyoneassumesshe'stheretosavethecompanyandshekeepshertruemotivesasecret.Intheprocess,shecomestoappreciatewhatthecompanymeanstothesmalltown;andshefallsinlovewithitsyouthfulCEO,Wyatt(DavidO'Donnell).Sheslowlycomestoembracethesmalltown'svaluesandevenhelpscreateanewproductlinejustintimeforChristmas.Asherprioritieschangeandherlovegrows,willRileybeabletostanduptoherboss,PrestonBullock(ChevyChase)andsavethecompanyshewassupposedtodestroy?