What do these 2 very long vivid dreams mean?

Let's go with the first one. Whatever goals you set for yourself, you realize that only you can accomplish them. The shedding of the weight (both the books and your figure) means that you need to get rid of things in your life that hold you back or down. reaching the hilltop at night time is that this will be a lifelong quest for you to attain, but that you may not truly reach your goals (the mansion with the party)