Things to Do

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Seasonal Activities / Events

Dinges Fall Harvest

Dinges Farm, Three Oaks
Our favorite pumpkin patch ever, the Dinges' create a Halloween spectacular for kids of all ages on their beautiful family farm. Take a hayride, get lost in a corn maze, or snuggle up to one of the many 'scary' creatures on the grounds. Pumpkins, squash and gourds of all colors and sizes, as well as other seasonal crafts and treats.

Three Oaks Lions Club Haunted House

Fridays & Saturdays, Watkins Park, Three Oaks
A Harbor Country Halloween tradition, your frightful night begins with a hayride. Intended for true scare fans, this is not suitable for young children.

Johnny Mathis

October 4, Four Winds Casino
Recognized in the Guinness Book of World Records for his chart-topping success, Mathis performs his popular hits.


October 9, Acorn Theater, Three Oaks
Performing songs from a career spanning over three decades, BoDeans rock the Acorn stage with their eclectic roots and alternative style.

Harvest Days

October 10-13, throughout Harbor Country
Enjoy a weekend of gallery openings, culinary demonstrations, beer and wine tastings, and family activities at venues throughout Harbor Country.

New Buffalo Harvest & Wine Fest

October 11, Lakefront Park, New Buffalo

Bring the family and celebrate the season's harvest. Wine and beer tasting, food vendors, live music, hayrides, pumpkin painting and more.

11th Annual Designs for Dignity Kitchen Walk

October 18, throughout Harbor Country
An annual benefit tour of Harbor Country’s most unique residencies with food and beverage tastings, demonstrations by local chefs and an after-tour wine down.


October 18, downtown Three Oaks
A celebration of local treasure Drier's Meat Market, Wurstfest! is an outdoor family festival with live music, games, vendors and great food from Drier's grill.

Meet the Beetles: Hard Days Night

October 18, Acorn Theater, Three Oaks
To honor the 50th anniversary of the Beatles’ invasion of America, Hard Days Night will be performed in its entirety by this highly acclaimed tribute band.

Blackbird Crossing, a Vintage Market

October 24-27, Three Oaks
A monthly pop-up market of vintage and antique furnishings, art, clothing and home accessories presented by dealers from throughout the region.

Happy Hallo-wine Party

October 25, Round Barn Winery, Baroda
Come in costume and enjoy wine and beer tastings, themed DiVine cocktails and live music from Keith Scott and Rebecca Anne Band.

iRock Jazz Fest

November 8, venues throughout New Buffalo
iRock Jazz presents its inaugural one-day jazz festival in New Buffalo. Nine local, national and international jazz artists perform in intimate venues, most of which are walkable. $20 ticket includes admission to all performances. $30 ticket also includes admission to the opening ceremony screening of Finding Fela, the film biography of Afrobeat legend Fela Kuti by Academy-award winning documentarian Alex Gibney.

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 Vineyard

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 through October 12, New Buffalo
Locally grown seasonal produce, gourmet foods, fresh cut flowers, crafts and more.

October at Acorn Theater

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

October 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, Harbor Country Adventures, and Fruitful Vine Wine Tours.

Galien River Kayak and SUP Tours

New Buffalo/Galien River Access

(through October 14)

Surfboard and SUP Rentals

Third Coast Surf Shop, New Buffalo

Sea Rocket Tours

Oselka Marina, New Buffalo

Scooter Rentals

Harbor Country Adventures, New Buffalo

Fall 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

(closed for season)

Hesston Steam Museum

I Love Toys & Trains

New Buffalo Township Park & Preserve

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

Washington Park Zoo

Outdoor Activities

Chikaming Township Park & Preserve

Deer Creek Hunt Club

Galien River County Park

Harbor Country Adventures

sea rocket tours and scooter rentals

New Buffalo Sailing Excursions

(closed for season)

Oselka Marina

boat and wave runner rentals

(closed for season)

Outpost Sports

bike and kayak rentals and lessons

(closed for season)

Stateline Stables

horseback riding

Steel-N-Time Charters

(closed for season)

Third Coast Surf Shop

surf and kayak rentals

(closed for season)

Warren Dunes State Park

Waya Rentals

boat rental

(closed for season)


Abigail Heche


(closed through October 18)


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

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

(closed for season)

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

(closed for season)


vintage, antique, art, design

Urban Soles

men and women’s footwear and accessories


men's and women’s apparel

Whittaker House

men’s and women’s apparel

Theatres / Entertainment

Acorn Theater

live music and theater

Dunes Summer Theatre

community theater

(closed for season)

Vickers Theatre

independent film

Wine, Beer & Spirits