Use large ziplock bags or mesh bags to keep items separate and visible. Look for a wrinkle-camouflaging pattern or fabrics that are supposed to look wrinkled. Silk dries quickly and is lightweight. These are especially good in Italy, allowing you to cover up inside churches and stay cool outside. Patterned palazzo pants don't show dirt or wrinkles, and their elastic waistbands accommodate moneybelts and big Italian meals.
Lightweight leggings can double as long johns or pajamas.
Some women bring 1-2 skirts because they're as cool and breathable as shorts, but dressier. You can wash them, wring them out, hang them to dry, and even stamp on them, and they still won't wrinkle. Denim or twill trouser skirts go with everything, and can easily be dressed up or down. Shoes Bring one pair of good comfortable walking shoes. Mephisto, Timberland, and Rykers look dressier and more European than sneakers but are still comfortable.