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Check out this slideshow from our winter trips, then sign up to join the fun!
Carol Ruhter

The Trailhead

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

"Every situation in life is temporary. So, when life is good, make sure you enjoy and receive it fully. And when life is not so good, remember that it will not last forever and better days are on the way. "

Regarding Covid-19

My thoughts and prayers are with you as we face the Covid-19 challenge together. I’m thankful we recognize how vital outdoor exercise is for our spirits, bodies and immunity. Have you noticed how officials and media are urging that as well?

Register for these Fabulous Adventures

  • New York’s Finger Lakes ~ Oct. 10-16, 2020 According to Native American legend, the Great Spirit laid his hands on this land to bless it, leaving imprints of his fingers, which filled with water and became known as the Finger Lakes. Just in - 1 opening
  • Hidden Valley (WI) ~ Oct 2-4 and Oct 5-7, 2020 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.
  • Northwoods Dog Sled Adventure ~ Feb. 17-21, 2021 In the heart of Michigan’s Upper Peninsula - tucked between the great lakes of Superior and Michigan unforgettable fun beckons!
  • Utah ~ May 15-21 and May 22-28, 2021 Go Adventuring in Bryce & Zion National Parks! One of our most popular trips! May 15-21 is full!

Adventures in the Making

We’ve heard you: And you’re telling us you’re most interested in Trailbound’s Northern Illinois day hikes and Midwest getaways. That’s where we’ll put our focus in the next couple of years. Thanks for the feedback!

  • Coming in 2021!
    Winter: Starved Rock Getaway (IL): January 19-20 & January 20-21
    Spring: Day Trips in Northern Illinois
    Devil’s Lake Getaway (WI): Mid May
    Sleeping Bear Dunes (MI):
        July 6-10 & 10-14
    Autumn: Day Trips in Northern Illinois
    Michigan’s Upper Peninsula: Late September
    Turkey Run Getaway (IN): Early October
    Kentucky’s Red River Gorge: Late October

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

Get on the Wait List for these popular trips

  • Summer Evening Bike Trips ~ June 2-July 21, 2020 Join the Fireflies This the cool of the evening... with the sleepy sun’s glow... when sweet wild things play (including you!)
  • Door County (WI) Getaway May 14-16 and May 17-19, 2021 Explore sand dunes, lighthouses, and limestone bluffs along the shores of Lake Michigan.
  • Red River Gorge (KY) ~ Oct. 18-23 or Oct. 25-30, 2020 Nicknamed "The Red" by rock climbers, it’s one of the world’s top climbing sites.

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.

2020 Schedule


  • Day trips (IL): Apr 14 - May 30 Guides: Scout


  • Durango, CO: Sun-Sat, June 14-20 & June 21-27; Guides: Scout & River Rat


  • Day trips (IL): Sep 1 - Oct 24
  • Wisconsin’s Hidden Valleys: Oct. 2-4&5-7. Guides: River Rat & Zephyr
  • Finger Lakes (NY): Sat-Fri, Oct 10-16. Guides: LL Lucy & 2%
  • Red River Gorge (KY) Sun-Fri, Oct 18-23 & 25-30. Guides: Scout & Rebel

~ Like us on Facebook ~

Be sure to like us, where you can check out the fun and the beautiful places we visit! You’ll love the great nature videos, quotes, and photos that Nancy posts...along with Trailbound’s activity updates and trip photos. To be sure you’re getting our page updates, be sure to "like," comment, and/or share our posts. And if you see yourself in one of our photos, go ahead and "tag" yourself so your friends can see what a great time you’re having with us! Because Facebook only sends our posts to about 20% of our list, the more you participate, the better the chance of Facebook sending you our updates. And of course, you can always visit our Facebook page directly at any time to see what’s happening. See you on Facebook!