Preheat oven to 350 degrees F (175 degrees C). Line a baking sheet with parchment paper.
Beat 1/4 cup confectioner's sugar and butter with an electric mixer until smooth.
Add flour; beat for 5 seconds.
Add oats; beat for 5 seconds.
Add coconut; beat for 5 seconds.
Add walnuts; beat for 5 seconds.
Add salt; beat for 5 seconds.
Mix cherries into the butter mixture, beating until dough comes together and turns light pink from cherries, about 25 seconds.
Drop spoonfuls of the dough 2 inches apart onto prepared baking sheets.
Bake in preheated oven until slightly golden, 18 minutes.
Remove from oven.
Pour remaining 1 cup confectioners' sugar into a shallow dish; roll warm cookies in sugar to coat. After rolling all of the cookies once, roll again in confectioners' sugar to coat.