Preheatthe oven. Set the oven to 400°F. Line a baking sheet with foil for easy cleanup, and set a rack on top if you have one. This helps the bacon crisp evenly.
Prep dates. If they aren’t already pitted, slice lengthwise and remove pits. If using goat cheese, fill the sliced dates at this time.
Wrap. Cut bacon strips in half, or thirds if bacon is thick or long. Wrap one piece around each date.
Secure. Use a toothpick through the seam to hold the bacon in place.
Bake. Arrange seam-side down. Bake 18–25 minutes, flipping once halfway through, until bacon is browned and crisp.
Serve. Let them cool for 5 minutes to allow the centers to cool, then serve them warm.