New Buffalo capitalizes on its location, just over the Michigan border from Indiana and a 75-minute drive from Chicago. You can also take the train from that city, a 75-minute trip that Amtrak offers multiple times each day. The train also serves Detroit, an almost four-hour journey from New Buffalo; driving may save you a half hour. Chicago's two large airports, Midway (MDW) and O'Hare (ORD), serve national and international destinations and connect to New Buffalo’s Union Station by train. Once in town, the main beach and city center are walkable, but if you want to visit more distant beaches, the casino, or outlying areas, you would need to rent a car or use rideshare services.

Summer is New Buffalo's peak season, when the temperature rises, luring you down to the beach to soak in the rays and cool off in the waters of Lake Michigan. Beach season runs from Memorial Day to Labor Day, and though you may be treated by a few warm days outside of that, many of the local services, like kayak rentals, close after the end-of-summer holiday. A series of festivals and events punctuate the warmer months: The August Ship and Shore Festival, the biggest of these, features three days of live music in town. In the fall, the New Buffalo Harvest and Wine Festival draws visitors looking to explore the region's agricultural bounty while it shows off its seasonal colors. By winter, the Michigan cold and snow sets in, and many business limit hours, so visitors come only for cozy solitude rather than local amenities.

New Buffalo's main beach is located right in town, allowing easy access to this well-appointed stretch of sand. The beach is outfitted with a playground, event pavilion, public boat launches, and kayak and paddleboard rentals, most of which are connected by boardwalk. The lakeshore also curves along the dunes and doubles as a nature trail, eventually leading to stairs that climb to a dramatic overlook.

There’s a reason they call southwest Michigan the Napa Valley of the Midwest. Get an up-close-and-personal introduction to Lake Michigan’s small but growing wine region. More than a dozen wineries are located within a 20-minute drive from New Buffalo, inviting day-tasters on a journey of discovery from cellar samplings to a sunset toast overlooking the vineyards.

Whether you’re renting your own boat or hopping onto a charter, sailing out of the New Buffalo Harbor is an essential part of seeing the town. Cruise around the lake, stop for a swim, and stick around to watch the sunset from the water.