Wrap each individual water chestnut in bacon and secure with a wooden toothpick.
Place bacon wrapped water chestnuts on a rimmed baking sheet. Bake for 20 minutes.
Remove from oven. Carefully flip bacon wrapped chestnuts over with a tongs. Bake for another 15-20 minutes until bacon is crispy, but not burned.
Remove tray from oven and allow to cool for 5 minutes.
For the sauce
Combine ketchup and brown sugar in small sauce pan. Cook on low until the brown sugar melts and the sauce begins to bubble, stirring often.
Add Worcestershire sauce and garlic powder. Stir and taste. Add more Worcestershire sauce if desired.
Transfer wrapped chestnuts onto a serving platter, and pour warm sauce over the top of the baked bacon-wrapped chestnuts to coat them.
Serve warm or at room temperature.
Notes
AIR FRYER: Place your bacon wrapped water chestnuts in your air fryer basket and air fry at 350 degrees for 10-12 minutes, until the edges of the bacon start to crisp! You "can" put the sauce over the water chestnuts in the final 1-2 minutes of air frying, but I will warn you, it makes an sticky mess of your air fryer! I recommend adding the sauce after cooking.
Nobody likes soggy bacon! While you can cook these directly on a greased baking sheet, I recommend using a cookie cooling rack placed inside of your baking tray to keep the bacon lifted off the pan. This will keep them out of the grease, and it will get nice and crispy!
Be very careful when removing these from the oven. They generate a lot of grease, and the oven will be very steamy when you open it. I recommend opening the oven and letting the steam escape before you bend down to get them out.
You do not have to immediately pour the sauce over the top of the cooked water chestnuts. Feel free to serve the sauce in a small bowl for dipping, instead.
Feel free to double or triple this recipe to feed a lot of people!