Preheat the oven to 350°F and line a baking sheet with parchment paper.
Beat softened butter and powdered sugar in a stand mixer on medium speed until fluffy, about 1 minute.
Add maraschino cherry juice, almond extract, and red food coloring; mix until smooth.
Slowly add flour and salt on the lowest speed until just combined.
Fold in chopped maraschino cherries by hand.
Roll dough into 1-inch balls and place them 1 inch apart on the prepared baking sheet.
Bake for 8 to 10 minutes until edges are lightly golden.
Immediately press a milk chocolate kiss into the center of each cookie, gently pressing down.
Allow cookies to cool on the baking sheet for 5 minutes before transferring.