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  • Harbor Country Chamber of Commerce
  • 15311 Three Oaks Rd
  • Three Oaks, MI 49128
  • 269-469-5409

Harbor Country® Winter Holiday 

  Harbor Country® Winter Holiday 


Photo Credit: Travis Worden


Photo Credit: Travis Worden

Food & Dining Specials

Brewster’s Italian Cafe Shop Small

In an effort to encourage shopping locally, from Black Friday until New Year’s Day you can bring a receipt for a small and locally owned business that is for $10 or more and with a purchase receive a Brewster’s gift card for $10 for a future purchase. 269-469-3005

Brewster’s Italian Cafe Bake & Take: Mom & Me Cookie Decorating

Love to decorate cookies with your kids but hate the mess? The ticket includes a glass of wine for our 21 and up or a hot chocolate. 6 pre-baked sugar cookies and everything you need to decorate your cookies with! December 14 at 2-4 PM $15/ per person 269-469-3005

Red Arrow Roadhouse Gift Card Promo

Buy $100 in gift cards and get $20 FREE, through December 23, Happy Holidays! 269-469-3939

Froehlich’s Kitchen & Pantry

Free $25 bonus gift card with purchase of every $100 in gift cards

Photo Credit: Travis Worden

Shopping Events

Stockholm Objects’ Holiday Shopping

Find joyful and unique gifts with a European twist and enjoy holiday treats over a Swedish Fika each Friday, Saturday and Sunday in December plus the 23&24 from Noon-5 PM 269-231-3508

Sawyer Home And Garden Center Christmas Open House

December 6-8 starting at 9 AM enjoy gourmet food samplings, wine tastings, and spectacular deals. Live entertainment, give-away, plus a visit from Santa and an ice-sculpting demonstration. 269-426-8810

Outdoor Holiday Market at Dooley’s Lake House Pub
Every Saturday and Sunday December 7-22 at 1-5 PM bring the kids to visit Santa, Elsa, and Buddy the Elf! Holiday artisans will be selling gifts, treats, food and more! Enjoy an outdoor wonderland with warm fire pits, carolers, s’mores, hot cocoa, ice sculptures and crafts.

Blue Moon Vintage Holiday 

Shop the day away at the final market of 2019! 6000 ft of vintage, industrial, architectural, European decor, home decor, Chalk Paint by Annie Sloan and more! No Entry Fee! December 13-15 10 AM-5 PM


Photo Credit: Travis Worden

Lodging Specials

Beachtown Vacations Free Night Stay

Free Thursday or Sunday night stay when booking a Friday & Saturday night stay. Valid December 16-January 6 269-469-0054


Local Events

Radio Harbor Country Holiday Party at the Acorn Theater

Bring a friend (or two… or four! or more!) Join Radio Harbor Country for merry mingling, music, and dancing. Open to the public. The first 30 people to join or renew their memberships will receive a tote bag or cookbook. Cash bar will be available. Bring a dish to share Sign up here! December 5 6:30-9 PM

Live at The Acorn: Two Bands, Cookies and a Food Drive

Lean into the feel-good-holiday-groove at this super fun, give back night! With cookies! December 6 at 8-10 PM Enjoy two high-energy bands (Corey Denison Band and Funky Mojo Daddy), cookies, and give back with a donation to The Harbor Country Emergency Food Pantry. 259-756-3879

Handel’s Messiah Southwest Michigan Symphony Orchestra & Chorus

The combined forces of the Southwest Michigan Symphony Orchestra and Southwest Michigan Symphony Chorus, along with an exceptional cast of soloists, will perform the Christmas portion of Handel’s glorious oratorio. Experience what is sure to be a stirring holiday celebration on December 7 at 7:30-10:30 PM 269-982-4030

St. Nick’s Toys for Tots Drive with Coldwell Banker

Take a photo with Santa, Cookie Decorating, Hot Coco & Special Surprises! Bring an unwrapped gift to support our local Toys for Tots and be entered in a drawing to win an Amazon Gift Card at 10 N Whittaker Street in New Buffalo on December 7 at 10 AM-Noon 269-469-3950

It’s Christmas in Three Oaks!

On December 7 the parade starts at 6 PM at Elm Street and Carver Park, then join friends at the Tree Lighting in Carver Park where Santa and Mrs. Claus will join by the fireplace

The Nutcracker at New Buffalo Preforming Arts Center

On December 7 at 1 PM and 4:30 PM The Pokagon Fund & Southold Dance Theatre invite you to enjoy the enchantment of “The Nutcracker”! Free for residents of Chikaming, New Buffalo, and Three Oaks

Teddy Bear Tea at Marina Grand Resort

Put on your best holiday gear, grab your favorite stuffed animal and experience a magical afternoon of giving, snacking, dancing, and of course—Santa! Holiday lights, delicious treats, and family-friendly music turn the hotel’s event space into a magical winter wonderland where little ones can share their own wishes with Santa while donating a toy to make another child’s wishes come true. Open to all on December 8 at 1-3 PM, with an admission of $15 per person with a donation of an unwrapped toy for Toys for Tots.

Christmas at the Acorn!

Harbor Country® Opera returns to the Acorn Theater for the 15th anniversary of its beloved Christmas show on December 21 at 8 PM. As usual, there are plenty of opportunities for the audience to join in song, with selections like We Three Kings, Silent Night, and White Christmas! And a touch of Santa and Rudolph. Enjoy Heavenly Christmas Music! 269-756-3879 

Live at The Acorn: The Bergamot Presents A South Shore Christmas

The Bergamot is an American Indie-Folk-Rock duo originally from South Bend, IN and currently based out of Brooklyn, NY. The founding members and songwriters of The Bergamot are husband-wife Nathaniel Hoff and Jillian Speece. Join them at The Acorn on December 13 7-9 PM 269-756-3879

Cirque Dreams Holidaze at Silver Creek Event Center

December 14 at 8 PM and December 15 at 5 PM Nothing short of spectacular! Over 300 costumes and 20 world-class astonishing acts – Cirque Dreams Holidaze will be nothing short of spectacular! Get your tickets today!

The Harbor Country Singers to Perform Christmas Concerts  

The Harbor Country Singers, the area’s community chorus, will perform Christmas concerts at churches in Harbert and Three Oaks, Michigan during December. The first concert, on December 14, will be at the Episcopal Church of the Mediator in Harbert. The second will be at St. John’s Church in Three Oaks on December 20. Both concerts start at 7 PM. The theme of this year’s concerts is “A Christmas Collage.” 269-409-1191 

Southwest Michigan Symphony Orchestra Winter Concert
The Winter Concert takes place December 15 at 4 PM at the Howard Performing Arts Center. In addition to several pieces performed by the ensembles, the Encore Strings and LMYO Winds will combine forces to perform the lively “Can Can” by Jacque Offenbach and a rousing rendition of “Finlandia” by Jean Sibelius. 269-982-4030

Live at The Acorn: Classical Blast-Dark Side of the Yule

Is it Christmas, is it rock, is it pop, is it traditional? It’s all the above! Christmas Meets Classic Rock in Classical Blast’s live holiday concert on December 20 8-10 PM 259-756-3879

New Year’s Eve Party at Journeyman Distillery

Get the party started at 9 PM on December 31, in the Still Room, with music and dancing before welcoming the New Year with a midnight champagne toast. Your $15 ticket includes one complimentary cocktail and a glass of champagne. Dinner reservations for parties of 8+ can be made at Staymaker Restaurant. This event is for 21 and over only. Only 200 tickets available—get yours today! 269-820-2050

The Acorn New Year’s Eve Party

Ring in the New Year on December 31 starting at 8 PM! Leading the festivities are the energetic and engaging Erly Band, an American rock band from Niles, Michigan. 269-756-3879





If your business is a member of the Harbor Country® Chamber of Commerce and you would like your holiday special to be included in this promotion please email for more information.

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