Things to Do

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Seasonal Activities / Events

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.

Heartland Alliance Home & Garden Tour

June 6, throughout Harbor Country
Tour six of Harbor Country’s most beautifully designed private homes and gardens, followed by a wine reception at Judith Racht Gallery. Admission to the tour benefits Heartland Alliance.

New Orleans Jazz Night

June 13, 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.

Music in the Park

June 13, 20 & 27, Dewey Canon Park, Three Oaks
Enjoy the traditional musical stylings of Southshore Concert Band, Michigan folk band Blue Water Ramblers, and Chicago’s smooth Tito Carrillo Jazz Quartet as you picnic on the lawn of Three Oak’s historic park.

Jarekus Singleton

June 18, Acorn Theater, Three Oaks
Seamlessly fusing hip-hop flavored lyrics with infectious rhythms, The Washington Post dubbed trailblazer Jarekus Singleton an “exciting new young blues guitarist with melody, hooks, swagger and a strong, original voice.” Signed to Chicago’s independent blues label Alligator Records, Jarekus brings a new generation of soul to the Acorn stage.

Woodworkers with the Blues

June 20, Center of the World Workshop, Harbert
Browse a flea market of handcrafted woodworks while enjoying demonstrations and presentations, live blues music and local treats.

10th Annual Lake Michigan Shore Wine Fest

June 20, Weko Beach, Bridgman
Sample the wines of the Lake Michigan Shore beachside with live music throughout the afternoon and evening.

Top 50 Tasting

June 20, The Harbor Grand
Wine Sellers presents 50 great, well-priced wines to fill your summer cellar.

That 60's Show

June 20, Acorn Theater, Three Oaks
Cabaret duo and Acorn favorites Beckie Menzie and Tom Michael perform their musical twist on memorable music moments from the 1960’s.

31st Annual Father’s Day Festival and Corvette Car Show

June 21, Lemon Creek Winery, Berrien Springs
Live music with Libido Funk Circus, wine tasting, food by Outdoor Kitchen, kids games and hayrides. Fun for the whole family!

Blue Moon Vintage Market

June 26-28, Three Oaks
A monthly pop-up market of vintage and antique furnishings, art, clothing and home accessories displayed by dealers from throughout the region.

The Signal

June 26, Acorn Theater, Three Oaks
A live performance from The Spaniels, Willie Rogers of the Soul Stirrers and premier a cappella group, Stormy Weather.

Patti LaBelle

June 26, Four Winds Casino, New Buffalo
With over 50 million records sold worldwide and a career spanning over five decades, R&B superstar Patti LaBelle performs her classic megahits.

Comfortably Floyd: Pink Floyd Tribute

June 27, Acorn Theater, Three Oaks
One of the top tribute bands on the scene, Comfortably Floyd performs the best of Pink Floyd’s extensive library, giving audiences a genuine concert experience.

Kids Beach Camps

June 29-August 7, New Buffalo Beach
Third Coast Surf Shop’s weekly half-day camp for kids. Surf, skimboard, sandboard, and lots of other fun beach activities.

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.

June 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 June feature an eclectic array of live music, theater, comedy and storytelling.

June 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

Summer 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