Step 1

Preheat the oven to 400 degrees F. Line a baking sheet with parchment paper.

Step 2

Use a small spoon to scoop out the center of each pickle half, creating a long well. Use paper towels to thoroughly dry the pickle wells. Fill each pickle well with about 2 teaspoons of the pimento cheese. Smooth out into an even layer.

Step 3

Place the bacon strips in between paper towels on top of a microwave-safe plate. Microwave until slightly cooked, about 1 1/2 minutes.

Step 4

Wrap 1 strip of bacon around each pickle half and secure it with a toothpick or by tucking it under the pickle half.

Step 5

Lay the wrapped pickles on the prepared baking sheet. Bake until the bacon is crisp and the cheese is melted, 15 to 20 minutes. Serve warm.