Halloween Weekend in Grayling: Your Guide to Spooky Fun & Fall Favorites

Halloween is here, and Grayling is ready to celebrate!

From trick-or-treating and costume-friendly fun to wine tasting, corn mazes, and a cozy Sunday soup competition, there's something happening for just about everyone this weekend. Whether you're making memories with the kids, planning a night out with friends, or squeezing in one more fall adventure, our local businesses and organizations have plenty of reasons to get out and enjoy the community.

Here's your guide to Halloween weekend in Grayling and the surrounding area, October 30–November 1!

Friday, October 30

Free Howl-O-Ween Pet Photography

10 AM | Crawford County Commission on Aging
4388 W. M-72, Grayling

Who says Halloween costumes are just for humans? Bring your furry friends to the Crawford County Commission on Aging for free Halloween-themed pet photos!

Photos are free, but donations to support the COA's Pet Program are encouraged. Suggested donations include pet food, kitty litter, toys, collars, leashes, and monetary contributions. Pets must remain leashed throughout the event.

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Trick or Treating at Northern Pines

3:30 PM | Northern Pines
130 Mary Ann Street, Grayling

Add another stop to your trick-or-treating plans! Northern Pines is hosting trick-or-treating on Friday afternoon, offering families a chance to celebrate Halloween a little early.

It's a great opportunity to bring some costumed fun to the community!

Find it on the Chamber Calendar

Saturday, October 31 — Halloween!

Halloween Fun at McLean's Ace Hardware

11 AM–2 PM | McLean's Ace Hardware
209 S. James Street, Grayling

McLean's Ace Hardware is getting into the Halloween spirit with a fun afternoon for the whole family!

Stop by for candy, caramel popcorn, games, a Halloween photo opportunity, and more. It's a perfect daytime activity for families before the evening's trick-or-treating begins.

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Witch Way to the Wine Tasting at Cut River Grille

2 PM | Cut River Grille
1136 E. Higgins Lake Drive, Roscommon

Halloween isn't just for the kids!

Grab a friend and head to Cut River Grille for a Halloween-themed afternoon wine tasting. Guests will sample eight wines, enjoy light appetizers, and learn about the regions behind their selections. Discounted bottle purchases will also be available.

Cost: $25 per person, plus tax and gratuity. Reservations required.

Call 989-821-1300 to reserve your spot.

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Grayling's Downtown Trunk or Treat

6–8 PM | Downtown Grayling
500 and 600 blocks of Peninsular Avenue

Get those costumes ready! Grayling's Downtown Trunk or Treat returns for another evening of candy, creativity, and community fun.

Hosted by the Grayling Downtown Development Authority and brought to you by Matt LaFontaine Automotive and your Quality North Chevy Dealers, this community favorite brings families, businesses, and organizations together for one sweet Halloween celebration.

Bring your trick-or-treat bags and enjoy the fun!

Interested in decorating a trunk and handing out candy? Register to participate here.

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Halloween Party at Cut River Grille

7 PM | Cut River Grille
1136 E. Higgins Lake Drive, Roscommon

Looking for a night out after the trick-or-treating winds down? Cut River Grille is hosting its annual Halloween party!

This year's celebration is themed Witch & Famous, with live music by Taylor Perry from 7–10 PM.

Get dressed up, gather your friends, and make a night of it!

Find it on the Chamber Calendar

All Weekend Long

Get Lost in the Corn Maze at Wellington Farm

Friday, Saturday & Sunday | 10 AM
Wellington Farm USA, 6944 S. Military Road, Grayling

Take advantage of the final stretch of fall with a trip to Wellington Farm's corn maze!

This year's maze features a special design commemorating America's 250th birthday. It's a fun way to spend some time outside with family or friends and enjoy the season before winter settles in.

The Chamber calendar lists the maze beginning at 10 AM on Friday, Saturday, and Sunday. Check with Wellington Farm for admission information and closing times before visiting.

Explore the Community Calendar

Sunday, November 1

Souper Challenge — Chili & Soup Cook-Off

Noon | 6674 W. M-72, Grayling

After all that Halloween candy, how about something warm and savory?

Wrap up the weekend with the Souper Challenge, a chili and soup cook-off fundraiser benefiting Toys for Tots, hosted by Mary Becker at Becker's Crossroads. 

It's a delicious way to welcome November while supporting a cause that helps local children during the holiday season.

Find it on the Chamber Calendar

Celebrate the Season, Support Our Community!

Halloween weekend is a reminder of how much there is to enjoy right here in Grayling. From the businesses creating fun experiences for families to the community organizations bringing people together, these events are part of what makes our area such a special place to call home.

Whatever your Halloween plans look like, we hope you'll take some time to get out, have fun, and support the local people and places making it all happen.

For more activities, events, and community happenings, visit the Grayling Regional Chamber of Commerce Community Calendar.

Happy Halloween, Grayling! 🎃