"Rain Boots" Don't Have to Be Rain Boots
Rainy and warm is a bad combination, and hard to dress for. Before the Fall cool really sets in, your best bet is a pair of walkable shoes that can withstand the rain without warming you up too much. Patent ankle booties are my go-to. They can handle the drizzle and look polished with whatever you happen to be wearing. For a rainy Fall day, pair them with an easy day dress and your favorite denim or leather jacket.