At her side is Harold Wheeler, the man who's been there for her since they met on the original Broadway production of "Two Gentlemen of Verona" in 1971.
Wheeler is best known as the musical director on "Dancing With The Stars," and Winston was a hit, starring opposite Ted Danson on the sitcom, "Becker."
Now, they are busy perfecting the 16 songs she will sing this weekend to raise money in the name of the arts.
"Harold and I decided that we wanted to give back, and we really care and are deeply committed to this theater - the Ebony Repertory Theatre," said Winston.
It's the resident theater company and operator of the Nate Holden Performing Arts Center in Mid-City.
"They're the only African-American repertory company in all of Los Angeles. To me, that's sort of hard to imagine. They do such quality work, but it takes a lot of money to run a theater," Winston said.
Winston will sing her heart out with Wheeler by her side as he's been for 40 years.
"If it wasn't for certain things, like "Dancing With The Stars," you know, that occupy a tremendous amount of my time six months out of the year...we would be doing this even more often. It's a labor of love. It really is," Wheeler said.
Winston agreed, saying love is ultimately what matters.
"We've worked very hard on this," she said.