Cut the ends of your butternut squash (top and bottom). Slice the butternut squash down the middle and scoop out all the sides. Use a potato peeler to get the skin off. Cut your butternut squash into 1 inch cubes.
Slice each Brussel sprouts down the middle.
In a bowl add your cubed butternut squash, Brussel sprouts, 1 cup of cranberries, olive oil, salt, and pepper. Toss all the vegetables together and make sure they are evenly coated with the olive oil. It is ok if the vegetables are not all coated in olive oil.
Place the vegetables on a sheet pan and spread them out evenly.
Place the sheet pan in your own and bake for 40 minutes at 400 degrees.
Divide the recipe into 6 equal servings, about 1 cup per serving.