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

The Trailhead

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

"Rest is not idleness, and to lie sometimes on the grass under trees on a summer’s day, listening to the murmur of the water, or watching the clouds float across the sky, is by no means a waste of time. " ~ John Lubbock

Register for these Fabulous Adventures

  • Fall Day Trips ~ Sept 1 - Oct 24, 2020, 2020 ~ 10am - 1pm Hike, Bike, & Kayak on the Wild Side this fall! Explore 12 of Northern Illinois’ prettiest wild places.
  • 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.
  • Starved Rock Winter Getaway Sat-Sun, Jan 19-20 and Tue-Wed, Jan 21-22, 2021 Enjoy spectacular scenery, great eagle-watching, rich history, and warm camaraderie... just 2 hours from the Northwest suburbs
  • 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!
  • Sleeping Bear Dunes (MI) ~ June 8-12 and June 12-16, 2021 Enjoy sparkling Lake Michigan miles of sand and bluffs that tower 450 feet above Lake Michigan lush forests and pretty wildflowers crystal-clear inland lakes and streams.

Adventures in the Making

  • Coming in 2021!
    Autumn: Day Trips in Northern Illinois
    Michigan’s Upper Peninsula: Late September
    Turkey Run Getaway (IN): Oct 1-3 and Oct 4-6

    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!)
  • 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.
  • 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.
  • Durango (CO) ~ June 8-14 2021 Discover southwest Colorado’s rugged beauty!
  • 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.

~ 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!

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


  • Summer Evening Bike Rides (IL): Tuesdays, June 2- July 7; Guides: Scout


  • Day trips (IL): Sep 1 - Oct 24
  • Wisconsin’s Hidden Valleys: Oct. 2-4&5-7. Guides: Scout & 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

2021 Schedule


  • Day trips (IL): Guides: Scout
  • Starved Rock * Matthiessen (IL):Tue-Wed, Jan 19-20 & Thu-Fri, Jan 21-22 Guide: Scout
  • Northwoods Dogsled Adventure (MI):Wed-Sun, Feb 17-21Guides: Scout & LL Lucy


  • Door County (WI): Fri-Sun, May 14-16 & Mon-Wed, May 17-19 Guides: LL Lucy & 2%
  • Bryce & Zion National Parks (UT): Sat-Fri, May 9-15. Guides: Rebel & KP


  • Durango, CO: Sun-Sat, June 8-14; Guides: Scout & River Rat
  • Sleeping Bear Dunes (MI): Tue-Sat, June 8-12 & Sat-Wed, June 12-16; Guides: Spirit & TBD