grid photo 1
grid photo 2
grid photo 3
grid photo 4
grid photo 5
grid photo 6
grid photo 7
grid photo 8
grid photo 9
grid photo 10
grid photo 11
Winter Trips are underway! You still have time to join us! Check out this slideshow, then sign up to join the fun!
Carol Ruhter

The Trailhead

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

" Nature is one of the most underutilized treasures in life. It has the power to unburden hearts and reconnect us to that inner place of peace. " ~ " -Janice Anderson

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. 2 spots just opened! Hurry to claim your spot!
  • Utah ~ May 16-22, 2020 Go Adventuring in Bryce & Zion National Parks! One of our most popular trips! Hurry! Only 2 spots left!
  • Winter Day Trips ~ Jan 7-Feb 29, 2020 Explore winter’s exhilarating wild beauty in Northern Illinois! Winter is a favorite hiking season for wild women! First time hikers can register for a free hike!
  • Hidden Valley (WI) ~ Oct 2-4 and Oct 5-7, 2020 Live Well ... Make Memories...Enjoy the beauty of Wisconsin’s Hidden Valley

Adventures in the Making

  • Coming in 2021!
    Winter: Galena Getaway (IL): January
    Northwoods Dogsled Adventure (MI): February
    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

  • Door County (WI) Getaway May 15-17 Explore sand dunes, lighthouses, and limestone bluffs along the shores of Lake Michigan.
  • Durango (CO) ~ June 14-20 2020 Discover southwest Colorado’s rugged beauty!
  • Red River Gorge (KY) ~ Sept. 14-20 or Sept. 21-27, 2020 Nicknamed "The Red" by rock climbers, it’s one of the world’s top climbing sites.

~ Like us on Facebook ~

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): Jan 7 - Feb. 29 Guides: Scout, Chippermunk, Spirit, Wander Woman & Zephyr


  • Day trips (IL): Apr 14 - May 30 Guides: Scout, Chippermunk, Spirit, Wander Woman & Zephyr
  • Door County Spring Getaway (WI): Fri-Sun, May 15-17 & Mon-Wed, May 18-20. Guides: 2% & LL Lucy
  • Bryce & Zion National Parks (UT): Sat-Fri, May 9-15. Guides: Rebel & Trailblazer


  • 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

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!