Things to Do

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Seasonal Activities / Events

Looking Glass: Exploring Self-Portraiture and Taehoon Kim: Poem of a Boy Who Stopped Growing

May 1, Lubeznik Center for the Arts, Michigan City
A collective exhibit of contemporary photographers examining the art of self-study and emotional portraiture using historical and alternative photographic practices. Also featured is a collection of ceramic sculptures by artist Taehoon Kim, revealing a persuasive reflection on the essence of man and its connection with creatures. Exhibitions continue through July 11.

Corky Siegel and the Chamber Blues Band with Sam Lay

May 2, Acorn Theater, Three Oaks
Hailed as an Acorn favorite, Corky Siegel and the Chamber Blues’ genre-defying sound is a fine line between BB King and Beethoven – gracefully merging the stirring melodic style of the blues with the sparkling qualities of classical music. Joining Corky is legendary blues drummer and vocalist, Sam Lay.

Colm Keegan

May 8, Acorn Theater, Three Oaks
Irish singer-songwriter and member of world-renowned music group Celtic Thunder, Colm Keegan comes to Harbor Country for an intimate solo performance.

The Celtic Tenors

May 15, Acorn Theater, Three Oaks
Incorporating an original Irish and operatic twist on popular hits, The Celtic Tenors perform a memorable night of song.

Annual Spring Artisan Market

May 16-17, Journeyman Distillery, Three Oaks
An indoor market featuring the work of artists from throughout the Midwest, as well as vintage and antique furnishings. Enjoy live music and a Journeyman cocktail while you shop.

St. Mary's Summer Festival

May 21-25, New Buffalo
An old-school kickoff to summer, the fest includes carnival rides and games, live music, beer tent and food your mother wouldn't approve of.


May 22, Acorn Theater, Three Oaks
This wildly eclectic and funky group unifies former members of Sonia Dada, Liquid Soul, and Weather Report. Jambon will also feature their additional four-piece horn section that is sure to bring down the house!

Blue Moon Vintage Market

May 22-25, Three Oaks
A monthly pop-up market of vintage and antique furnishings, art, clothing and home accessories displayed by dealers from throughout the region.

Lemon Creek Wine & Art Festival

May 23-24, Lemon Creek Winery, Berrien Springs
Browse the works of regional and local artists while you enjoy live music and wine tasting.

Expo ‘76

May 24, Acorn Theater, Three Oaks
Get down with this 70’s pop cover band that includes members of the musical collective Poi Dog Pondering.

New Orleans Jazz Night

May 29, Acorn Theater, Three Oaks
Soulful songstresses Margaret Murphy, Marilyn Gaza and Charlotte Foster transport us to Bourbon Street for a night of New Orleans inspired jazz.

iRock Jazz Fest

May 29-30, Lions Beachfront Park
iRock Jazz presents a two-day jazz festival of local, national and international jazz artists in New Buffalo’s beautiful Lions Beachfront Park. Bring the lawn chairs and blankets, and kick back as you enjoy tasty treats from local food and beverage vendors. Throughout the festival, seven free performances will be located inside intimate downtown venues, most of which are walkable.

Poppy Champlin

May 30, Acorn Theater, Three Oaks
Funny woman with national television credits including LOGO, Showtime, HBO and Comedy Central, Poppy Champlin comes to Harbor Country for a night of serious laughter. Joining Poppy is comedian Karen Williams.

Journeyman Distillery Tours

Saturdays, Three Oaks
Journeyman distillers share the history of the Featherbone Factory building as well as the step-by-step of spirit making. A tasting in the industrial-chic lounge follows the tour.

Jammin' in the Vineyards

Saturdays & Sundays, Round Barn Winery, Baroda
Enjoy live music and Round Barn wines, spirits and microbrews on the beautiful vineyard grounds. Make it a picnic with food from the cafe.

Skip's Open Air European Farmers Market

Saturdays & Sundays, Skip’s Restaurant, New Buffalo
While enjoying live entertainment, visitors will find an array of locally grown seasonal produce, handcrafted home goods, fresh cut flowers, arts and crafts and so much more.

May at Acorn Theater

Three Oaks

A turn of the century corset factory turned live performance theater, the Acorn is a Harbor Country jewel. Performances in May feature an eclectic array of live music, theater, comedy and storytelling.

May at Vickers Theatre

Three Oaks
Another turn of the century building lovingly restored into a beautiful film house and gallery. The Vickers offers a well-curated selection of independent and foreign films.

Live Music at Hard Rock Café

Four Winds Casino, New Buffalo
Regionally and nationally known bands perform nightly at Harbor Country’s newest music venue.

Four Winds Casino

New Buffalo
Gaming fans will find a Vegas-caliber casino set deep in the woods, just minutes away, at Four Winds Casino. Don't feel like driving? Enjoy complimentary shuttle service.

Southwest Michigan Wine Trail Tours

Maps are available at the Front Desk for an easy self-guided tour to our fifteen area vineyards and wineries. Or, if you prefer to explore the wine trail without having to worry about driving, private charters and hop-on tours are available through Leisure Limousine, Grape & Grain Tours, and Fruitful Vine Wine Tours.

Galien River Kayak and SUP Tours

New Buffalo
Explore Lake Michigan and the picturesque Galien River by kayak or stand up paddleboard.

Surfboard, Skimboard and SUP Rentals and Lessons

Third Coast Surf Shop, New Buffalo

Jet Ski and Boat Rentals

Oselka Marina, New Buffalo

Spring Hiking

Harbor Country offers great hiking in diverse settings. Explore Warren Dunes State Park, Chikaming Park & Preserve, Robinson Woods, Warren Woods and Galien River County Park. Or walk for miles on New Buffalo’s majestic public beach.

Deer Creek Hunt Club

Three Oaks
Three sporting clay courses and upland bird hunting on 500 acres of beautiful ravine woodlands, streams, rolling hills and contoured cover fields.

Shopping and Gallery Tours

Harbor Country is loaded with unique places to shop, but some of the best are located just off the beaten path. We can design individual mini-tours by town or by interest. Please inquire when making your reservation – we’ll have a list of shops, hours and directions ready for you at check-in!



Bentwood Tavern

brunch, lunch and dinner

Blue Plate Café

breakfast and lunch

Brewster's Italian Cafe

lunch and dinner

Café Gulistan


Casey's Bar & Grill

lunch, dinner and drinks

David’s Delicatessen

breakfast and lunch


breakfast and lunch

Jackie’s Cafe

breakfast and lunch


lunch, dinner and drinks


coffee market, wine, beer and gourmet snacks

Luisa’s Café

breakfast and lunch

Mesa Luna

brunch and dinner

Nani's Café

breakfast and lunch

Pierre Anne Creperie

brunch and lunch

Pleasant House

lunch, dinner and drinks

Red Arrow Roadhouse

lunch and dinner


lunch and dinner


breakfast and lunch


lunch and dinner

Stray Dog Bar & Grill

lunch, dinner and drinks

Tabor Hill Winery & Restaurant

lunch and dinner

Terrace Room

dinner and drinks






Captain Mike's Fun Park

Hesston Steam Museum

New Buffalo Township Park & Preserve

playground, splash park, basketball, bocce, volleyball, nature trails and amphitheatre

Washington Park Zoo

Outdoor Activities


Abigail Heche



women’s boutique

Catherine Doll

women's fashion, art and gifts

Center of the World Woodshop

handcrafted Art & Crafts furnishing

Customs Imports

home furnishings and pottery


women's boutique


garden-inspired gifts and home furnishings

French Twist

designer fashions

Go Fish

antique and vintage

Harbert Antique Mall


Hearthwoods Custom Furnishings

home furnishings


vintage furniture, home décor and art

Ipso Facto

antique, vintage and unique furnishings and objects

Lakeside Antiques

antique mall


Lighthouse Place Premium Outlets


sustainable foods and cured meats

Lovell & Whyte

home furnishings

Marco Polo

antiques and vintage finds

Mix & Mingle

home furnishings and design

Outpost Sports

bike and kayak rentals and lessons


women’s consignment boutique

Sawyer Home & Garden Center

home décor, garden supplies, gourmet goods and local produce

Season's Harvest

gourmet sauces and gifts


vintage and modern

Third Coast Surf Shop

surf clothing and gear


handcrafted home furnishings


vintage, antique, art, design

Urban Soles

men and women’s footwear and accessories

Whittaker House

men’s and women’s apparel

Theatres / Entertainment

Acorn Theater

live music and theater

Dunes Summer Theatre

community theater

Vickers Theatre

independent film

Wine, Beer & Spirits