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Fall Day Trips are underway! View these pictures and sign up to join the fun!
Carol Ruhter

The Trailhead

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

"Perhaps we all need time to be free, time alone in nature, supported and encouraged to discover our own wild selves, to reconnect with who we are and what we want from life." ~Jennifer Hanson

Register for these Fabulous Adventures

  • Fall Day Trips ~ September 6, 2016 - October 29, 2016 Explore 10 of Northern Illinois’ prettiest wild places... Rejuvenate your spirit with crisp fall air, sunshine, & exercise... Enjoy meeting other friendly women who love the outdoors...Walk on the Wild Side this autumn!
  • Starved Rock Winter Getaway Sat-Sun, Jan 21-22 and Tue-Wed, Jan 24-25, 2017 Enjoy spectacular scenery, great eagle-watching, rich history, and warm camaraderie... just 2 hours from the Northwest suburbs
  • Northwoods Dog Sled Adventure ~ February 22-26, 2017 In the heart of Michigan’s Upper Peninsula - tucked between the great lakes of Superior and Michigan unforgettable fun beckons! Only 7 spots left!
  • Door County (WI) Getaway May 19-21 and May 22-24, 2017
  • Autumn in Vermont Sept. 23-29 and Sept. 30-Oct. 6, 2017 Join us for beauty, adventure, serenity, friendship, and more!

Adventures in the Making

Watch for details and sign-ups for these trips coming soon!

  • Coming in 2017!
    Autumn: Great River Getaway near Prairie du Chien
  • Coming in 2018!
    Summer: Oregon

Get on the Wait List for these popular trips

  • California Dreaming - Big Sur ~ April 2-8 & April 9-15, 2017 Explore where ancient redwoods and the Santa Lucia mountains kiss the Pacific Ocean. Hike along the Pacific’s sea caves, crashing waves, sea stacks, hidden coves, tidal pools, waterfalls, and sandy beaches. Spot playful sea otters, seals , sea lions, and tide-pool critters.
  • Wonders of Washington (WA) July 15-22 and July 23-30, 2017 Walk secluded beaches along the rugged Pacific coastline... Explore the San Juan Islands... Hike through a rain forest, past towering waterfalls, and spectacular vistas... Look for orca whales, porpoises, harbor seals, and other wildlife.


Give the gift of fun, health, outdoors, and friendship. Birthday? Holiday? Just Because? We’ve got you covered! Trailbound gift certificates come in any amount. We will mail to you or directly to the lucky recipient. It’s a great gift for a friend, mom, sister, or daughter. Or put it on YOUR gift wish 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, women guides.

Join us! Explore. Dream. Discover.

Trailbound’s "Pre-Registration List"

Been dreaming of one of our trip destinations, and can’t wait to sign-up? Consider our "pre-registration list," which allows you to tentatively sign up for a trip as we finalize its itinerary and price. We’ll list your name in the order received, and e-mail you the registration link 24-48 hours before announcing it to our general list. No deposit required for the pre-registration list, and no guarantees for a spot. If you would like to guarantee your trip spot before official registration. We’re happy to handle that; you can mail a $500 non-refundable deposit which we’ll apply to the trip cost.

Trailbound’s 2016 Schedule


  • Day trips in Northern Illinois: September 6 - October 29; Guide: Scout
  • Full Moon Hike (IL): Sat., October 15; Guide: Scout
  • Sedona (AZ): Sat-Fri, October 22-28; Guides: Hellbender and Rebel

2017 Schedule


  • Starved Rock Getaway (IL): Sat-Sun, Jan 21-22 and Tue-Wed, Jan 24-25; Guides: Scout & TBD
  • Northwoods Dog Sled Adventure (MI): Wed-Sun, Feb 22-26; Guides: Scout & LL Lucy


  • California Dreaming in Big Sur: Sun-Sat, Apr 2-8 and Sun-Sat, Apr 9-15; Guides: Scout, Rebel & LL Lucy
  • Door County (WI) Getaway: Fri-Sun, May 19-21 and Mon-Wed, May 22-24. Guides: Scout & TBD


  • Wild Woman Tri: Wed, June 15
  • Washington Wonders: Sat-Sat, July 15-22 and Sun-Sun, July 23-30; Guides: Scout, Rebel & Randonee


  • Autumn in Vermont: Sat-Fri, Sept 23-29 and Sat-Fri, Sept 30-Oct 6; Guides: Rebel, LL Lucy & Hellbender
  • Great River Getaway (WI): Fri-Sun, Oct 6-8 and Mon-Wed, Oct 9-11; Guides: Scout & TBD

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!