Activity List

This year we're re-inventing the Legend by doubling down and focuses on everyone's favorite part of Halloween - The Trick or Treating!  We will have more Trick-or-Treating stations then ever before!

We also have a variety of other fun events including the 9th Annual Headless Horseman 5K/10K and Monster Mile Run, the Canine Costume Contest, and family hayrides!  Check out a full list below!

Trick-or-Treating on Grand River!


Get your Halloween candy on a week early by being a part of our Trick-Or-Treat Trail!  Candy booths will be set up all over Grand River.  Be sure to stop by and check them all out!

For those with allergies, be sure to check out our Teal Pumpkin tent which gives out toys instead of candy for kids with allergies or health concerns!
*Candy runs out every year so be sure to arrive early to make the most of this awesome FREE event!



Canine "Howl-O-Ween" Costume Contest

Sponsored by Fowlerville Dental Center and VCA Countryside Animal Hospital of Howell

Corner of Michigan Ave & Grand River at the Legend Stage!

Get your pooch ready for our annual Canine Costume Contest! This year, we've created all new categories!  No pre-registration is required!  Just show up with your pooch the day of the event!

Funniest Costume
Spookiest Costume
Most Original Costume
Best Owner/Pet "Dynamic Duo" Costume
Best Overall Costume

The winner of each category will receive a Doggie Basket full of prizes!

Sponsored by:

Monster Mile

Corner of State Street & Church St.

This 1 Mile fun run is a great time for people of all ages!  The top 50 finishers will receive a Monster Mile medal.  See the Headless Horseman page for more information.

9th Annual Headless Horseman 5K/10K

Corner of State Street & Church St.

The 9th Annual Headless Horsemen 5K & 10K will start in the bright lights of Downtown Howell and move its way to the ghostly shadows of the Lakeview Cemetery.  Don’t forget to sign up for the Monster Mile as well!  This race welcomes anyone & everyone!  Remember to wear your costume!  All early registrants will receive a race packet & long sleeve race shirt. Deadline to register & be guaranteed a shirt is October 16th.  See the Headless Horseman page for more information.


Sponsored by Centerpointe Church, Independence Dental, & Fowlerville Dental Center.

6pm-9pm (cutoff is 8:45pm)
W. Grand River in front of The Howell Carnegie Library

Take a FREE ride on a historic tractor around the Howell Carnegie Library!  Rides will be going on during the whole event so be sure to stop by!

Sponsored by:

Kids Haymaze

Sponsored by Verizon & St. John Providence.

Corner of Grand River and Walnut St.

Kids of all ages will love our hay maze!  Those who successfully make it through will get a some candy (while supplies last).

Sponsored by:


All star Crazy Carts

Sponsored by All Star Driver Education.

N. Michigan Ave. behind the Legend of Sleepy Howell Stage.

Join us for a ton of fun on this pedal car obstacle course hosted by All Star Driver Education!


Legend of Sleepy Howell Merch

The Legend of Sleepy Howell Info Tent on the corner of Grand River and Michigan Ave.

Come by brand-new Legend of Sleepy Howell merchandise!  We have brand-new 2017 Legend of Sleepy Howell long-sleeve shirts for purchase as well as shirts from past years that have never been worn.

Legend of Sleepy Howell 2017 Event Shirt - $10
Headless Horseman 5K/10K 2016 Shirt - $3
Headless Horseman 5K/10K 2015 Shirt - $1
Legend of Sleepy Howell Mugs -$1