Glen Arbor's PJ Party 2025
2025-11-28 06:00 - 09:00 (America/Detroit) | Downtown Glen Arbor, Glen Arbor, MI, 49636, United States
Join us for a fun #shopsmall event Thanksgiving weekend. The PJ Party is an annual tradition on the Friday after Thanksgiving in Glen Arbor’s business district. You are invited to wear your pajamas and come out for special sales and offers with participating local merchants for a “Better than Black Friday” shopping experience. Select businesses open early, this year from 6/7-9am* to feature specials and sales only offered during this time.
Afterward, make sure to catch the Bed Parade 9-9:30am – starts in front of the Pine Cone and finished by the Post Office/Art’s Tavern. Enjoy shopping and dining locally throughout Thanksgiving weekend, during normal hours of operation.
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PLEASE VISIT THESE PARTICIPATING BUSINESSES…
M22 Glen Arbor – Open at 6 am
Coastal – Open at 6 am
Cottage Book Shop – Open at 6 am
Cherry Republic – Open at 7 am
Leelanau Coffee – Open at 6:30 am
The Totem Shop – Open at 6 am
Art’s Tavern T-Shirt Shop – Open at 7 am
Art’s Tavern – Open for Breakfast at 7 am
The Foothills Cafe – Open for breakfast from 8 am – 12 pm

Bed Parade 2025
2025-11-28 09:00 - 09:30 | Michigan
The fun and quirky Bed Parade rolls back into town the day after Thanksgiving — one of Glen Arbor’s many holiday traditions. You’re invited to watch the spectacle from the curb and cheer on participants as they roll their festively decorated beds on wheels down Western Avenue — or join in the fun by bringing your own creatively adorned bed!
Want to participate?Rally your crew and haul your creativity to town for a 9am parade start on Friday, November 28, 2025. The parade will begin near the Pine Cone and wrap up by the Post Office and Art’s Tavern. Afterward, warm up and celebrate with a post-parade treat from Leelanau Coffee Roasters or Art’s Tavern, both open for breakfast.
This event is open to everyone. No registration required.Sponsored by Becky Thatcher Designs. Questions? Contact Michael Lyons at (630) 776-0036 or michaell@worthathousandwords.com

Tree Lighting, Caroling + Marketplace Preview Party
2025-11-28 18:15 - 20:00 | Glen Arbor Town Hall, MI, United States
Kick off the holiday season in Glen Arbor with an evening of small-town charm and cheer! Gather outside the Town Hall at 6:15pm for the Tree Lighting and joyous Community Caroling, led by Glen Lake Church.
Then, step inside for the Holiday Market Preview Party from 6:30–8pm, where you’ll be among the first to shop an amazing selection of gifts and goods from 25+ local artists and makers. Enjoy a heartwarming start to the holiday season in Glen Arbor!

There’s more to enjoy, shop the Holiday Marketplace on Saturday from 10am-3pm. During the Market, families and children are invited to meet Santa & Mrs Claus @ the M22 Wine Patio from 11am-1pm for festive photo opportunities. Learn More.

Holiday Market 2025
2025-11-28 18:30 - 20:00, 2025-11-29 10:00 - 15:00 | Glen Arbor Town Hall, MI, United States
Shop a curated variety of local artisan goods during the Glen Arbor Holiday Artisan Market, Thanksgiving weekend in Glen Arbor, MI.
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Friday, November 28th, 2025
Tree Lighting & Caroling @ 6:15pm outside the Town Hall with caroling led Glen Lake Church. Be among the first to shop the goods during the Holiday Market Preview Party from 6:30-8pm.
Saturday, November 29th, 2025
Find an amazing selection of gifts from 25+ vendors at the Glen Arbor Holiday Marketplace, located in the Town Hall from 10am-3pm.
Families and children are invited to meet Santa & Mrs Claus @ the M22 Wine Patio from 11am-1pm for festive photo opportunities. Located at: 6298 W. Western Ave, Glen Arbor, MI.

How to be a vendor/participate:

View/Print Vendor Application

Please make checks payable to “Glen Lake Chamber of Commerce,” or pay securely online via PayPal: https://www.paypal.com/paypalme/glenlakechamber
Please print and return your application, with a check for $125, by July 31st, 2025.
Mail checks and application to: Glen Lake Chamber, PO Box 217, Glen Arbor, MI 49636
We have an open seat for the event Chair! With full support from the Glen Lake Chamber for marketing and the events committe, we are seeking a new leader to: admin the artist communication, and be the point person on-site for the week of the event. Contact info@visitglenarbor.com if you or someone you know would be willing to step into this fulfilling and important role.
Please email us 1-3 photos and a description of your product for her to promote and share on social media posts leading up to the event.

Questions? Feel to contact the chamber by email at info@visitglenarbor.com

Trivia Night!
2025-11-30 17:00 - 19:00, 2025-12-07 17:00 - 19:00, 2025-12-14 17:00 - 19:00, 2025-12-21 17:00 - 19:00, 2025-12-28 17:00 - 19:00, 2026-01-04 17:00 - 19:00, 2026-01-11 17:00 - 19:00, 2026-01-18 17:00 - 19:00 and 6 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!

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.

Maple Sugar Days
2026-02-07 10:00 - 15:00, 2026-02-08 11:00 - 15:00 | Olsen Farm/Preserve Historic Sleeping Bear, 3164 W Harbor Hwy, Maple City, MI, 49664, United States
Saturday, March 7:
8 am – 12 pm, Community Pancake Breakfast for purchase at The Homestead
10 am – 3 pm, Main Event at Dechow and Olsen Farms, free with park pass
Sunday, March 8:
11 am – 3 pm, Main Event at Dechow and Olsen Farms, free with park pass
Come experience the maple sugaring process through time in the Port Oneida Historic District in Sleeping Bear Dunes. The event takes place March 7-8 at Dechow and Olsen farmsteads.
At Dechow, learn the history of maple sugaring from the Anishinaabe, to the Settler’s open fire process, to the present day. You will even visit an historic sugar shack.
Step inside the Olsen farmhouse across the street for the final boiling of sap, sugar making, hands-on kids’ games, and maple syrup snow cones. Various maple products and syrup will be on-hand. If walking between stops at Dechow farm is not your pace, this one-stop demonstration is on-going at Olsen.
Plan on spending 2.5 hours at the event to experience both sites. Parking is available at each farm. The farms are located one mile north of The Homestead, on Harbor Hwy. (M-22), between Thoreson and Port Oneida roads. Maple Sugar Days is presented by Sleeping Bear Dunes National Lakeshore in partnership with Preserve Historic Sleeping Bear.
The event is free with a park pass.
The festivities kick off at the annual Community Pancake Breakfast at the Homestead Resort’s CQ’s Cabin on Saturday, March 7 from 8am – 12pm. Menu includes pancakes, sausage, bacon, eggs, potatoes, fruit and beverages at $17 per adult, $9 per child ages 6-12, and free for children 5 and under. The breakfast is hosted by the Homestead Resort, sponsored by Sleeping Bear Visitor’s Bureau, with proceeds benefiting Preserve Historic Sleeping Bear.

Youth Ice Fishing Program
2026-02-07 11:00 - 15:00, 2026-02-14 11:00 - 15:00, 2026-02-21 11:00 - 15:00, 2026-02-28 11:00 - 15:00 | Dune Climb, 6748 S. Dune Highway, Empire, MI, 49630, United States
Kids and their families are invited to join park rangers for youth ice fishing events. Young participants will learn essential ice fishing skills, safety measures, and fishing regulations, culminating in a “Junior Angler” certification and a fishing pole to take home (while supplies last). If ice conditions permit, attendees will have the opportunity to ice fish at Glen Lake. No registration is required. Organized groups may register at 231-326-4700, ext. 5005.

Opening Reception Annual Regional Student Art Exhibition
2026-02-13 17:00 - 19:00 | Michigan
Opening reception for the Annual Regional Student Art Exhibition. Refreshments will be served.
Awards will be announced in several categories.
Sponsored by A & W of Frankfort.
Exhibit continues through March 6th.

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.

Empire Winter Fest Polar Plunge
2026-02-21 12:30 - 19:00 | Empire, MI, Empire, MI, 49630, United States
Save the date and “take the plunge!”
Empire Area Community Center (EACC) presents Empire, MI’s Winter Fest with a polar plunge, saunas, hot cocoa, live music and more. Saturday, February 21st, 2026.
12:30 PM – 3:00 Saunas Available At Beach
1:00 PM Polar Plunge on South Bar Lake
2:00 PM – 4:00 Activities Throughout Village
5 :00 PM – 7:00 Soup Potluck at Empire Town Hall, Music By Charlie Arnett

Featured Photo by Jack Gyr

Maple Sugaring Days
2026-03-07 10:00 - 15:00 | Port Oneida Heritage Center, 3164 W. Harbor Hwy., Maple City, Michigan, 49630
Come experience the sugaring process through time. Learn the history of maple sugaring from the Anishinaabe, then travel to the present day at the Olsen Farm. End your adventure by sampling warm syrup or making maple taffy.
