Preheat your oven to 375°F (190°C). Grease a regular muffin tin with nonstick cooking spray.

Unroll the crescent roll dough and carefully place each triangle in the individual muffin tins. Make sure the widest part of the dough is at the bottom, creating a cup shape.

Fill each crescent roll dough piece generously with cherry pie filling, using about 3 to 4 heaping tablespoons per bite. Don't be afraid to fill them up!

Carefully fold the dough around the filling, pulling in the three corners to enclose the cherry goodness. This will help keep the filling inside while baking.

Bake in the preheated oven for about 13-14 minutes, or until the bites are golden brown and puffed up. Keep an eye on them to prevent over-browning.

While the bites are baking, prepare the glaze by whisking together the powdered sugar and milk in a bowl until smooth and at your desired consistency. You can adjust the thickness by adding more milk or sugar.

Once the bites are warm and golden, drizzle the glaze over the top using a spoon for a sweet finishing touch.