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Things To Do

Just 70 miles from downtown Chicago, Michigan's Harbor Country is home to some of the most charming beach towns in the region - New Buffalo, Lakeside, Union Pier, and Sawyer. Set along the scenic shores of Lake Michigan, these communities offer standout dining, wineries, breweries, golf, fishing, and boutique shopping, there's plenty to explore.........including an excellent place to celebrate a wedding ;) Below curated list of some of our favorite things to do- many of which Michael and I have personally enjoyed. That said, there are so many wonderful spots throughout New Buffalo, Lakeside, Union Pier, and Sawyer. We encourage you to explore, research, and make the most of your time in the area! For those interested in playing a round of golf at Chikaming Country Club that Friday or that Saturday morning before the wedding - please let me know and we'll get you on the running list!
The Stray Dog Bar & Grill - downtown New Buffalo, MI

The Stray Dog Bar & Grill - downtown New Buffalo, MI

245 North Whittaker Street, New Buffalo, MI 49117
, 269-469-9160

The Stray Dog is the ALL TIME classic spot in downtown New Buffalo! The atmosphere, food, drink, and rooftop deck on a warm September day cannot be beat! Grab yourself a friend or 10, get a rooftop spot, with a beer (mojito for me!) in hand - you'll be glad you did! Also!!!! - be sure to swing through their store across the street for some Stray Dog swag!

PostBoy - downtown New Buffalo, MI

PostBoy - downtown New Buffalo, MI

207 North Whittaker Street, New Buffalo, MI 49117
, (269) 767-8269

Also in downtown New Buffalo, Post Boy is your elevated great beach town destination and neighborhood spot that brings a fresh modern take on regional classics! With both indoor and a large outdoor patio courtyard - it's a great place to grab a bite and cocktail with your crew!

Terrace Room - downtown New Bufflalo, MI

Terrace Room - downtown New Bufflalo, MI

111 West Water Street, New Buffalo, MI 49117
, (855) 391-3915

Located inside the Harbor Grand Hotel in downtown New Buffalo, The Terrace Room is a romantic date night spot that offers waterfront dining in an intimate fireside setting. Using local farms and fields around us to prepare authentic Italian dishes featuring pasta made by hand, its one of Michael and I's favorite spots to go!

Brewster's New Buffalo - downtown New Buffalo, MI

11 West Merchant Street, New Buffalo, MI 49117
, (269) 469-3005

Nestled in the heart of downtown New Buffalo, Brewsters is a locally owned restaurant with deep Italian roots, offering a warm and inviting dining experience. With its charming ambiance and genuine hospitality, Brewster’s has become a beloved staple for both locals and visitors seeking a true taste of Italy along the Lake Michigan shoreline.

Beer Church Brewing Co. - downtown New Buffalo, MI

Beer Church Brewing Co. - downtown New Buffalo, MI

24 South Whittaker Street, New Buffalo, MI 49117
, (269) 586-3864

A Civil War era iconic church at the crossroads of downtown New Buffalo, Michigan, Beer Church Brewing Co. is a family friendly spot every person will enjoy! Like any classic brewery - it comes with a variety of craft beer (as well as specialty cocktails and wine for me), wings, sandwiches, and small plates - to top it off, they have two open pizza kitchens (inside and outside) to create your very own Neapolitan style pizza! And even better yet, in 2022 their additions titled them the largest outside bar in Michigan! It's the ultimate football watching haven!!! Don't believe me? Check the website link for more info!

SideYard - Sawyer, MI

SideYard - Sawyer, MI

5870 Sawyer Road, Sawyer, MI 49125

SideYard is a popular outdoor bar and food truck spot in Sawyer, MI, known for its craft cocktails, beer, and casual atmosphere with games like ping pong and cornhole, plus events like trivia nights. It features a full bar with house-made syrups, food trucks, and a relaxed vibe with outdoor seating, making it a frequent summer destination for locals and visitors.

Susans Sawyer - Sawyer, MI

Susans Sawyer - Sawyer, MI

5851 Sawyer Road, Sawyer, MI 49125
, (269) 405-1185

Susan's in Sawyer, Michigan, is a popular restaurant located in the historic Flynn Theater, known for its elevated, seasonal dishes with local and imported ingredients, Chicago-inspired flavors, and a vibrant atmosphere. It features an open kitchen, a large patio, and a focus on high-quality food, cocktails, and an intentional ambiance, making it a must-try in Harbor Country.

The Historian - Sawyer, MI

The Historian - Sawyer, MI

12856 Red Arrow Highway, Shorewood-Tower Hills-Harbert, MI 49125
, (269) 405-1285

The Historian is a popular cocktail lounge and wine bar in Sawyer, Michigan, known for its unique and well-crafted drinks, small plates, and entrees, with a cozy, intimate atmosphere. Owned by Michael Faltum (also of The Peasant's Pantry), it offers a sophisticated experience with a focus on quality mixology, often featuring guest chef menus and international cuisine nights. Reservations are recommended, especially on weekends, and it's a popular spot for both locals and tourists in the Harbor Country area.

Grand Beach Golf Course (Public) - New Buffalo, MI

48200 Perkins Boulevard, New Buffalo, MI 49117
, (269) 469-4888

Designed in 1911 by prolific, naturalist golf pioneer Tom Bendelow, the Grand Beach course has challenged and delighted golfers for more than a century. Enjoy the outdoors and the sport at this secluded, lakeside gem.