Preheat oven to 400° F. Line a baking sheet with parchment or a silicone baking mat. If you have one, place a wire rack on top of the baking sheet.
Cut bacon into 3 to 4-inch pieces (use shorter pieces if you're using smaller dates and longer pieces for larger dates).
Wrap each date cross-wise with a strip of bacon. Place all dates seam-side down in a single layer on the prepared baking sheet (or on the wire rack, if using).
Bake dates for 10 to 20 minutes, or until bacon is fully cooked.
Cool slightly before serving.
Smaller dates, such as Deglet Noor, are easier to use to ensure the bacon makes it all the way around the date. If you're using larger dates, cut longer pieces of bacon.
If you have one, use a wire rack on top of your baking sheet to place the dates on. This will make the dates less greasy. If you don't have one, you can place the cooked dates on a paper towel-lined plate for a few minutes before serving to absorb some of the grease.
If you are having trouble with the bacon staying in place, use a toothpick to secure it while baking.
Want to take things to the next level? Stuff pitted dates with a bit of goat cheese or brie before wrapping with bacon!
Store leftovers in an airtight container in the refrigerator for up to 3 days.