TOPS: You should bring one of three styles you like. Maybe a high lo, a button-up, and a sweater. Of course it depends on the weather but if you have limited space in your bag, only bring three tops.
BOTTOMS: Try to limit your bottoms to two no more than three. Remember you will only be gone for the weekend so the bottoms you bring should be able to flow with all of the tops you bring.
SHOES: Bring no more than two pairs. Both should also be able to flow with everything else you have brought. So bring maybe a tall boot or bootie, and a regular shoe.
ACCESSORIES: Accessories are easy. They don't take up much space so you can bring whatever you like.
Now your items will depend on the season but this quick guide will apply to all seasons. If you are ever in a jam and need to just throw things in your bag, reach for items you love to wear. Do not try to experiment in a rush because you may be disappointed like I was. Use my guide as a reference so you will always be ready for a spur of the moment weekend getaway.