Preheat the oven to 400 degrees Fahrenheit.
Pat the chicken thighs dry and arrange on a large oven-safe skillet. Drizzle 1 tablespoon of olive oil and rub to coat.
In a small bowl, mix together rosemary, thyme, salt, and ground pepper and sprinkle over both sides of the chicken.
Cut lemon in half crosswise and remove any visible seeds. Cut head of garlic in half crosswise. Arrange lemon and garlic cut size down in skillet around the chicken.
Transfer to the oven and set your time for 35-45 minutes.
Combine cranberries, maple syrup, orange juice and zest in a bowl. When there are 15-20 minutes remaining on your oven timer. Add the cranberry mixture to the skillet.
Remove when the chicken is cooked through.
Plate the chicken and cranberries and serve with pan juice along with the roasted lemon and garlic.