As we step into July, our TikTok and Instagram feeds are filled with videos of New York influencers descending on the famed Hamptons for their weekend getaways.
While we sometimes feel a pang of FOMO—not so much from the crowds at the bars or the steep cocktail prices—but rather from the enchanting beach-town vibe and the serene escape it offers from the hustle and bustle of city life, there is some wonderful news!
Not too far from Chicago, there are charming, idyllic destinations without the hefty New York City price tag. If you haven’t yet discovered Harbor Country, often dubbed “The Hamptons of the Midwest,” here’s everything you need to know about this delightful getaway.

Where is the Hamptons of the Midwest?
“The Hamptons of the Midwest” refers to Harbor Country, which consists of eight small towns along the southwestern shoreline of Michigan: New Buffalo, Union Pier, Three Oaks, Lakeside, Grand Beach, Harbert, Michiana, and Sawyer.
This region is a popular weekend getaway destination for those seeking a retreat; it features beautiful beaches, cozy bed-and-breakfasts, and numerous wineries—similar to those of the Hamptons—without the hefty cost.
How to get to Harbor Country
Traveling to Harbor Country is simple, with three convenient options: a bus ride, a scenic Amtrak journey, or a 1.5- to 2-hour drive.
Where to stay and eat
There are a variety of lodging options available, including vintage beach cottages, modern hotels, romantic bed-and-breakfasts, historic inns, and cozy cabins.
Some of our favorite accommodations include:
- Apple Blossom Resort
- Aqua Vacation Rentals
- Barton Street Bungalow
- Elephant Walk Resort
- Garden Grove Inn: Bed & Breakfast
- Goldberry Woods: A Modern Farm Resort
From fine dining to casual pub fare, Harbor Country offers a diverse range of dining options for visitors.
Our favorite restaurants:
- Haymarket Taproom
- Stray Dog Bar & Grill
- Bentwood Tavern
- Brewster’s Italian Cafe
- Casey’s New Buffalo