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Check out this slideshow from our Day Trips, then sign up to join the fun this summer!
Carol Ruhter

The Trailhead

From Carol Ruhter, Trailbound Trip’s founder and guide.

"Don’t forget to laugh today! It’s good for the soul!"

Registering Now

  • Summer Bike Trips ~ July 7 - August 25 ~ 6:00pm – 8:30pm Join the Fireflies This the cool of the evening...with the sleepy sun’s glow... when sweet wild things play..(including you!)
  • Summer Paddling Trips ~ Tuesdays July 13 - August 10 ~ 9:30am – 12:30pm Let’s Make A Splash This Summer! *** Join us for Tuesday Kayaking in July & August!
  • Hidden Valley (WI) ~ Oct 1-3 and Oct 4-6, 2021 Bike (or electric-bike) part of the famous Sparta-Elroy trail, kayak the winding Kickapoo, hike gorgeous wooded trails, horseback ride, and visit Amish families.

2021 Schedule


  • Day trips in Northern Illinois: Guides: Scout

2022 Schedule


  • Day trips (IL): Guides: Scout
  • Northwoods Dogsled Adventure (MI):Guides: Scout


  • Day Trips (IL): Guides: Scout
  • Devil’s Lake Getaway (WI) Guides: Scout

Interested? Email and ask to be on our "1st dibs" list. No cost/obligation to be on that list.

Welcome to Trailbound Trips...

Our outdoor adventures delight, inspire, encourage, and strengthen women.

Join us for fun hiking and bicycling day trips in Northern Illinois’ wild places. Bike under canopies of autumn color and along rippling streams … hike through forests dappled with spring wildflowers or in tall grass prairies … discover coyote dens and follow deer paths … walk through pristine winter wonderlands.

Explore and enjoy the Midwest’s most beautiful gems. Dogsled through Lake Superior’s Northwoods … kayak gentle streams under covered bridges … hike behind waterfalls and through canyons … horseback ride and bike through woodlands and meadows … savor vistas and sunsets from 500-foot bluffs. (Trails by day — lodges by night.)

Follow your heart on weeklong dream trips to destinations like Acadia, Maine, nestled by the Atlantic ocean … Utah’s gorgeous red rock canyon-lands … Oregon’s coastline, cascades, and Crater Lake… Waterfall tours through Carolina’s Blue Ridge wilderness … Snow-capped mountain wildernesses packed with wildlife and beauty. (Trails by day; lodges by night).


  • Breathtaking beauty, unforgettable trails, and true outdoor adventure.
  • Your own adventurous spirit, renewed confidence, and exhilaration.
  • Tranquility: time to walk in silence, savor beauty, play outdoors again.
  • Friends who share your love of nature and the outdoors.
  • New ways to view nature and yourself through nature-based discussions. We also offer trips with a Christian focus, which are noted accordingly.

Enjoy this all with the friendliness, knowledge, and encouraging can-do attitudes of your experienced guides.

Join us! Explore. Dream. Discover.