Place toothpicks into a bowl with water to soak for about 10-15 minutes.
Preheat the oven to 425° and cover a rimmed baking sheet with aluminum foil for easy clean up.
Take sausages and bacon out of the package and pour maple syrup into a small bowl. Cut the whole stack of bacon into 3 even portions, that way each slice is cut into 3.
Dip a sausage in maple syrup and wrap it around with a piece of bacon. Secure bacon with a toothpick.
Place wrapped sausages on a baking sheet about 1 inch apart.
Bake bacon wrapped smokies for 13 minutes and flip each one onto the other side. Bake for another 10-13 minutes, depending on thickness of bacon.
Serve with some maple syrup for dipping.
Notes
Bacon Notes: make sure it's not the thick cut and not center cut. (Thick cut bacon will take too long to cook and center cut bacon will be too small to cut in 3 and won't be enough to wrap the sausages.) The best bacon I found for this recipe is the maple bacon. Maple flavor in the bacon is a great compliment to the maple syrup on the sausage.
Make Ahead: Simply wrap sausages in bacon according the recipe and lay them out on the baking sheet. Cover the whole baking sheet in plastic wrap and make sure it’s air-tight. Refrigerate it for up to a day. When ready to bake, pull the baking sheet out of the refrigerator and take off the plastic wrap. Preheat the oven to 425° and bake them according to the recipe.
Dipping Options: This may seem strange to some, but bacon and little smokies taste great dipped in a little maple syrup. The saltiness of bacon and sausage compliments the sweetness of the syrup very well. You only need a little dip too, since sausages are so juicy. If you want to add even more flavor, sprinkle a little black pepper over the wrapped sausages before baking! If you like hot sauce, mix some sriracha and honey or sriracha and maple syrup as a dipping sauce!