Things to Do

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Seasonal Activities / Events

Music in the Park

August 1, 8, 15, 22 and 29, Dewey Cannon Park, Three Oaks
Enjoy American songbook standards with pianist David Lahm, transport yourself to Spanish countryside with guitarist Carlo Basile, groove with Chicago reggae band De Hurricane, and sway to the rockabilly style of Delilah DeWylde and the Lost Boys as you picnic on the lawn of Three Oak’s historic park.

Music in the Pavilion

August 5, 12, 19 and 26, New Buffalo Township Park
Sing along to the greatest hits with Ol’ Style Band, explore the roads less traveled with The Hired Hands, reminisce the glory days with Rum Boogie and jam out with Chester Brown. In addition to the pavilion, the park includes a playground, splash park, nature trail, basketball and volleyball courts.

Dancing with the Stars Live

August 7, Four Winds Casino, New Buffalo
You’ve seen it on the small screen, now be part of the action in person! Join Season 20 champion Rumer Willis, and 11 of your favorite DWTS cast members for a night of memorable moves.

Ship & Shore Blues Festival

August 8, Lions Beachfront Park, New Buffalo

Creating a new downtown summer tradition is this one-day festival of live music, food trucks, beer and wine, arts and crafts and more.

Emmett O'Hanlon

August 11, Acorn Theater, Three Oaks
Irish American baritone and newest member of world-renowned music group Celtic Thunder, Emmett O’Hanlon comes to Harbor Country for an intimate solo performance.

Sammy Hagar & the Circle

August 12, Four Winds Casino, New Buffalo
Shredding tracks off their newly released live album At Your Service, this supergroup project led by legendary Sammy Hagar boasts bassist Michael Anthony, guitarist Vic Johnson and drummer Jason Bonham.

Dolly Varden

August 14, Acorn Theater, Three Oaks
Recently celebrating their 20th anniversary, Dolly Varden’s rootsy, atmospheric sound and original storytelling embodies the ultimate soundtrack to a lovely evening at Acorn.

34th Annual Lakefront Art Festival

August 15-16, Washington Park, Michigan City
Over 100 fine artists and crafts people from across the country represent in this juried event that includes demonstrations, kids activities and a beachfront food court.

Bret Michaels

August 21, Four Winds Casino, New Buffalo
Following a recent digital release of True Grit, a collection of new and classic hits, rocker Bret Michaels presents a different side and gets down to his country roots.

Blue Moon Vintage Market

August 21-23, Three Oaks
A monthly pop-up market of vintage and antique furnishings, art, clothing and home accessories displayed by dealers from throughout the region.

23rd Annual Harvest Party

August 22-23, Round Barn Winery, Baroda
Celebrate the harvest with live music, wine tasting and food served on the vineyard grounds. Grape stomping, hayrides and a bounce house make this a great family event.

Art & Music of the Evening

August 28, Acorn Theater & Journeyman Distillery, Three Oaks
Kick the night off at Journeyman with handcrafted cocktails and original artwork by painters Lee Bauman, Susan Henshaw, Dave Knoebber, and ceramist Jon Hook, then make your way next door to the Acorn for a performance of international hits sung by tenor Maurice LoMonaco.

Miles Nielsen and the Rusted Hearts

August 28, Acorn Theater, Three Oaks
Always a Harbor Country favorite, Miles Nielsen (son of Cheap Trick’s Rich Nielsen) and the Rusted Hearts return to Acorn with their original Americana folk sound..

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.

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

August 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