Things to Do

Click links for more information.

Seasonal Activities / Events

19th Annual Harvest Festival

September 6, Lemon Creek Winery, Berrien Springs
Celebrate the fruits of the year’s labor with live music, wine tastings, food, hayrides, arts and craft vendors, and boutique mobile fashion merchant Luxe Wagon.

5th Annual Grape Stomp

September 6, Baroda Founders Wine Cellar, Baroda
Enjoy food, wine and live music as you cheer on competitive grape stompers during this family fun event.

Howie Mandel

September 12, Four Winds Casino, New Buffalo
Comedian, actor and television host Howie Mandel shares laughable anecdotes from a career spanning over three decades.

Conductor Days

September 13, New Buffalo Railroad Museum, New Buffalo
Old-fashioned family fun and games celebrating the history of train conductors.

Cocktails & Cars

September 13, Round Barn Winery, Baroda
Browse vintage sports cars as you enjoy live music and Round Barn wines, spirits or microbrews on the beautiful vineyard grounds.


September 21, Acorn Theater, Three Oaks
Often heard on the soundtrack of major network television shows, singer songwriter Meiko performs her bubbly pop originals.

Blackbird Crossing, a Vintage Market

September 26-29, Three Oaks
A monthly pop-up market of vintage and antique furnishings, art, clothing and home accessories presented by dealers from throughout the region.

5th Annual Weko Beach Brewers Festival

September 27, Weko Beach, Bridgman
An annual fall festival featuring live music, food and Michigan's premier craft brewers on Lake Michigan's beautiful Weko Beach.

Artisan Fair at Flying H Ranch

September 27, La Porte
Celebrate artistry across multiple media with over 25 vendors, locally crafted beer, spirits and food, live music, jump houses and more at this annual family fair set on the rolling hills of The Flying H Ranch.

41st Apple Cider Century Bicycle Tour

September 28, downtown Three Oaks
The Midwest's largest recreational/social tour for casual to expert riders. Seven routes ranging in length from 15 to 100 miles through the orchards, forests and vineyards of Harbor Country.

Music in the Pavilion

Wednesdays, New Buffalo Township Memorial Park
A weekly concert series featuring some of the area’s most talented singers and songwriters. In addition to the pavilion, the park includes a playground, splash park, nature trail, basketball and volleyball courts.

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

September 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.

September at Acorn Theater

A turn of the century corset factory turned live performance theater, the Acorn is a Harbor Country jewel. Performances in September feature an eclectic array of live music, theater, adult storytelling and family programs. Tuesday night Open Mics brim with local talent.

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

Surfboard and SUP Rentals

Third Coast Surf Shop, New Buffalo

Jet Ski and Boat Rentals

Oselka Marina, New Buffalo

Sea Rocket Tours

Oselka Marina, New Buffalo

Fishing & Sunset Cruise Charters

Oselka Marina, New Buffalo
Lake Michigan offers freshwater fishing at its finest. Fishing charters may be arranged with Steel-n-Time Charters, Cap’n D Fishing Charters or Fisher of Men. For more information, please see the Front Desk.

New Buffalo Sailing Excursions

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

Hello Donuts

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

Michigan Thyme 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

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

Harbor Country Adventures

sea rocket tours and scooter rentals

New Buffalo Sailing Excursions

Oselka Marina

boat and wave runner rentals

Outpost Sports

bike and kayak rentals and lessons

Stateline Stables

horseback riding

Steel-N-Time Charters

Third Coast Surf Shop

surf and kayak rentals

Warren Dunes State Park

Waya Rentals

boat rental


Abigail Heche



women’s boutique

Catherine Doll

women's fashion, art and gifts

Center of the World Woodshop

handcrafted Art & Crafts furnishing

Charm Cottage


Customs Imports

home furnishings and pottery


women's boutique


garden-inspired gifts and home furnishings

French Twist

designer fashions

Go Fish

antique and vintage

Granor Farm Store

organic fruits, vegetables, herbs and flowers

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

Little Princess Treasures

children's clothing and accessories
baby equipment rental


sustainable foods and cured meats

Lovell & Whyte

home furnishings

Marco Polo

antiques and vintage finds

Margaret Sullivan

women’s apparel and jewelry

Mix & Mingle

home furnishings and design

Outpost Sports

bike and kayak rentals and lessons

Season's Harvest

gourmet sauces and gifts


vintage and modern

Third Coast Surf Shop

surf clothing and gear


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