Join us in exploring the many trails that are right in Chelsea’s backyard!

This event is sponsored by Ugly Dog Distillery and coordinated by the Chelsea Area Chamber of Commerce.

• Accept the challenge – kayak/paddleboard/run/hike/bike/snowshoe/ski/swim/horseback ride (as able/permissible) any of the trails listed on the Chelsea Trail Challenge List (which can be found at the bottom of this page) between February 1, 2025 and November 30, 2025.
  • Take a photo of yourself at the trailhead or on the trail.
    • Photo submitted must show you on the trail; a screenshot of your adventure on a tracker like a Garmin is not accepted.  You may just take a photo of your hand with a thumbs up, the snowshoes you're wearing on the trail while you explore, etc.
  • Upload the pic and log your trail on the form below.
  • Only one submission per trail.

• Every new trail submitted below is an entry into the Grand Prize Drawing. This year we have three grand prizes!
  • $500 Gift Card to - Chelsea Outfitters
  • 1 Adult Stand Up Paddle Board
  • Trek Marlin 5 Cross Country Mountain Bike - Thank you to Aberdeen Bike for supplying the bike.
• Log just 10 different trails and you are eligible to pick up a free hiking utility bracelet or official Chelsea Trail Challenge Sticker from the Chelsea Visitor Center.
• For every 10 trails you accomplish come in and pick up your 10, 20,30,40, and 50 trails Hiking Pin.

Chelsea Trail Challenge is a full recreational experience.  The lakes are aquatic trails for those who like to kayak, swim, or paddleboard.

Want to keep track of the trails you have completed? Download the Chelsea Trail Challenge checklist here.

How to Submit Your Trail Challenge Entries!

1️⃣ Log in or Register – Click on the Trail Challenge Register form to create an account. If you already have an account, scroll to the bottom of the paragraph and click the login link.

2️⃣ Access the Entry Form – Once logged in, open the dropdown menu labeled Trail Challenge Entry Form.

3️⃣ Submit Your Entry – Fill out the form and hit the Send Message button.

🌿 Happy Trails! 🚶‍♂️🐾

Rec Passport required to enter Waterloo or Pinckney Recreation Areas.

Calling all dog lovers and outdoor enthusiasts! 🐾🌎  You and your four-legged friends can explore, protect, and enjoy Chelsea’s beautiful trails together!

Become a Chelsea B.A.R.K. Ranger! 🐾

Start by picking up your free B.A.R.K. Ranger activity booklet at the Chelsea Area Chamber of Commerce! Then hit the trails with your pup and complete two fun tasks: take a hike and share a trail photo using #USBarkRangers & #ChelseaTrailChallenge.

Learn the B.A.R.K. principles:
🐶 Bag waste
🐾 Always leash
🦉 Respect wildlife
🗺️ Know where to go

Submit your entry online at Here on the Chelsea Trail Challenge page, then stop by the Visitors Center to claim your sticker and certificate. Want to go all in? B.A.R.K. Ranger tags are available for purchase, too!

Hours vary based on Chamber hours, please call to make sure the Chamber is open.