Pat chicken dry and place in a baking dish.
In a blender, combine 1/3 cup cranberries, olive oil, tamari sauce, 2 tbsp maple syrup, 1/4 cup balsamic vinegar, garlic, salt, and pepper. Blend until smooth.
Pour marinade over chicken, coating evenly. Cover and refrigerate for at least 30 minutes or up to 24 hours.
Preheat oven to 375°F.
Arrange marinated chicken in the baking dish skin-side down. Scatter extra cranberries, thyme, and Italian herbs around.
Roast for 22 minutes.
Flip chicken skin-side up. Mix 1 tbsp maple syrup with 1 tbsp balsamic vinegar and brush over skin.
Roast for another 13 minutes.
Switch oven to broil and cook for 5 minutes, or until skin is crispy.
Remove from oven and spoon pan juices over chicken before serving.