Known as a year-round vacation spot, Harbor Springs is a picturesque town on Little Traverse Bay that boasts sandy beaches in summer and two of Michigan’s most popular ski resorts in winter. Downtown Harbor Springs overflows with pricey but quaint shops and eateries. Drive through Wequetonsing, a summer-only community of mansion-size “cottages” nestled in the heart of Harbor Springs. Cycle, walk, or in-line skate to Petoskey on a paved bike trail that links the two cities.