Preheat oven to 350º. In a medium bowl, combine cream cheese with cheddar, cooked bacon, and garlic powder. Season with salt and pepper and mix until fully combined.
Unroll Crescent Rolls into triangles and cut in half lengthwise. Spread mixture on each triangle, then top with a pickle. Roll up.
Brush Crescents with egg wash and bake until golden, 12 to 15 minutes.