Leaf Days
2025-10-11 - 2025-10-12 | Cherry Public House, 6026 South Lake Street, Glen Arbor, MI, 49636
Come Join Us for Our Leaf Days Event in Glen Arbor! Fall Fun for All Ages: Games, kids’ activities, pumpkin painting and more
Live Music: Saturday, Oct. 11 1-4pm with Luke Woltanski & John Piatek
Pumpkin Carving: Sunday, Oct. 1 1-3pm Lord of the Gourd will be carving special pumpkins
Food & Drink Specials: Unique fall avors available all weekend long!

Ghoul-Friends + Guy-Goyles Day
2025-10-18 | MI
Saturday, October 18th – Grab your Ghoul-Friends and Guy-Goyles for a family friendly fall day throughout Glen Arbor!
Open to any local business to participate. Each may offer their own specials, activities or treats during a select timeframe.

Cottage Book Shop – Surprises at the counter; Scavenger hunt; “Pick Your Poison” blind date with a book, and more.
Boonedocks – “Sour Witches Brew” cocktail special for $9.
Coastal & M22 Glen Arbor – 3-5pm live music; wine specials; new fall home goods; s’mores and bonfires.
River Club – Two Buck Cluck Special: Purchase any two full priced drinks and get basket of wings for just $2.
Glen Arbor Bed & Breakfast and Condos – 7-9pm dropin for a candelit read-aloud spooky story.
Cottonseed Apparel – Extra $10 off sale items!
Inn & Trail Gourmet – Pumpkin Spice scone special
Leelanau Coffee Roasters – Two drink specials: Vampire’s Kiss Latte and Frankenspice Matcha
Glen Arbor Arts Center – FREE make-and-take activity from 12-4pm. All ages welcome!
Cherry Public House – Festive food and drink specials — including a Spiced Mulled Wine.
Arts Tavern – Caramel Apple-tini for $10
La Becasse – Mystery Menu: 3 course prix-fixe for $55; Corpse Reviver Cocktail Special

Event on Facebook – Share and Invite your pals!

Trivia Night!
2025-10-26 17:00 - 19:00, 2025-11-02 17:00 - 19:00, 2025-11-09 17:00 - 19:00, 2025-11-16 17:00 - 19:00, 2025-11-23 17:00 - 19:00, 2025-11-30 17:00 - 19:00, 2025-12-07 17:00 - 19:00, 2025-12-14 17:00 - 19:00 (America/Detroit) and 11 more dates | Cherry Public House, 6026 South Lake Street, Glen Arbor, MI, 49636
Think you’ve got what it takes to be the trivia champ? Join us every Sunday evening at Cherry Public House for a brain-boosting good time with Trivia Night, hosted by the legendary Quizmaster Whoot! 🍻
🧠 Test your knowledge across pop culture, history, music, and more
🍔 Enjoy delicious food and drink specials all evening
🏆 Prizes for top teams – bring your A-game!
Grab your smartest friends, snag a table, and settle in for two hours of laughs, surprises, and fierce-but-friendly competition. Walk-ins welcome — fun guaranteed!

Pizza and Game Night
2025-11-13 16:00 - 20:00, 2025-11-20 16:00 - 20:00, 2025-12-04 16:00 - 20:00, 2025-12-11 16:00 - 20:00, 2025-12-18 16:00 - 20:00 | Cherry Public House, 6026 South Lake Street, Glen Arbor, MI, 49636
Join us in the Pub for Pizza and Game Night! We will be open 4-8p with a specialized menu and open tables to play games or jump in with others. It will be a great way to start off the weekend!

Locals' Night
2025-12-12 16:00 - 19:00 | Downtown Glen Arbor, Glen Arbor, MI, 49636, United States
Locals’ Night — Friday, December 12, 2025 • 4–7pm
Shop small and support local! Grab a friend or meet some neighbors for a festive evening of holiday shopping and sipping throughout Glen Arbor. Enjoy exclusive specials, cozy vibes, and a fun night out in the heart of the season.

Ugly Sweater Bingo Chamber Connect
2025-12-17 18:00 - 20:00 | Glen Arbor Township Hall
Please join the local community for a festive Chamber Connect event! We will mingle on December 17th at Glen Arbor Town Hall for Ugly Sweater Bingo. Doors open at 6 pm. Bingo starts at 6:30 pm.

BYO food and drink for the potluck table.

There will also be a food donation box and a Toys for Tots donation box.

Galentine's Day in Glen Arbor
2026-02-07 | Downtown Glen Arbor, Glen Arbor, MI, 49636, United States
Grab your friends and head to Glen Arbor Saturday, February 7th for a day of fun! From shopping, winter adventures, to sweet treats and sips, what better way to enjoy a Saturday in Northern Michigan! Head to our Facebook page for more information.

2026 Winterfest: Chili Cook-Off + Ice Fishing Contest
2026-02-14 12:00 - 15:00 | Boonedocks, 5858 Manitou Vw, Glen Arbor, MI, 49636, United States
Chili Cook-Off
Winterfest, the anticipated, fun mid-winter event takes place annually, the Saturday of President’s Day weekend. The event includes a chili cook off on the deck of Boonedocks restaurant in Glen Arbor on Saturday, February 14th, 2026 from Noon-3pm.
Winners will be crowned as the event wraps up around 3pm. Proceeds from this event are given out on senior scholarship night at Glen Lake School, to deserving students to help defray college tuition. This is a family friendly event, just be sure to dress for the weather.
Admission to the chili cook-off is $15 per person (ages 6 and up), which includes unlimited chili samples. Seniors 70+ and kids under 6 enter for free.
Perch Fishing Contest
Captain Bob will again be hosting the Ice Fishing Contest. Fishing on Big and Little Glen Lake only from 7:00am to 1:00pm for PERCH ONLY. $30 entry fee, includes entry to chili cook-off. Weigh-in your best catch at 1pm sharp outside of Boonedocks. 50% of your entry fee goes to Glen Lake Scholarship Fund. Sign up forms will be available at Boondocks or the morning of the event in the Sportsman Shop parking lot next to Boonedocks.

Enter your Chili! Please send an email to Boonedocksga@gmail.com or call Stephanie at Boonedocks (231) 218-0009 if you would like to participate by serving Chili in the Cook-Off. 8 gallons of Chili are required by each business, organization or family in order to serve at the event.
