Baltimore in October

Late spring through early fall gives you the best weather, with May and September hitting the sweet spot—warm enough for harbor walks but not the brutal humidity of July. Summer brings crowds and $300 hotel rates, plus that Chesapeake Bay humidity that makes you question your life choices. Fall colors around the harbor look spectacular in October, and you'll dodge the peak tourist season. Winter's surprisingly mild but gray—good for museum hopping and indoor attractions like the American Visionary Art Museum. Baseball season runs April through September, so factor in Orioles games if you want that Camden Yards experience. Just avoid late January through February when everything feels shut down and the harbor wind cuts right through you.