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Winter Day trips are underway! Check out our adventure slideshow, then sign up to join the fun! (Painting by hiker " Time Traveler ")
Carol Ruhter

The Trailhead

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

"Life is like a dog sled. If you're not the leader, it will never change" ~ Author unknown

Register for these Fabulous Adventures

  • Oregon ~ Aug. 11-18 & Aug. 18-25 & Aug. 25-Sep 1, 2018 Discover the Best of Oregon: its Coastline, Cascades, and Crater Lake. One spot open for Aug. 25-Sep 1
  • Blue Ridge Waterfalls May 13-19 & 20-25, 2018 If you love towering waterfalls, gorgeous mountains, spring wildflowers, and meeting other outdoor women, this trip is for you! Just 5 spots left for May 20-26
  • Superior Hiking Trail Sept. 9-14 and Sept. 16-21, 2018 Discover Minnesota’s Treasures: Mountains, Waterfalls, Lake Superior, Forests, & the Superior Hiking Trail! 6 spots open for Sept. 9-14
  • Winter Day Trips ~ January 2 - February 24, 2018 Explore winter’s exhilarating wild beauty in Northern Illinois!
    1 Free Winter Day Hike - 1st Time Trailbound Hikers Only
  • Devil’s Lake May 15-17 & 18-20, 2018 Just 3 hours away - yet worlds away - discover stunning beauty and great adventure The May 15-17 trip is filled.
  • Turkey Run Oct. 7-9 & Oct. 9-11, 2018 Nestled in Indiana’s countryside, dotted with covered bridges, discover Turkey Run State Park; 2,300 acres of autumn beauty.

Just Opened!

  • Wild Woman Tri~ June 13, 2018 Our 8th Annual Tri...A non-intimidating sprint-triathlon with friends

Adventures in the Making

  • Coming in 2019!
    Winter: Yellowstone Nat’l Park (Wyoming)
    Starved Rock Getaway (Illinois)
    Northwoods Dog Sled (Minnesota)
    Spring: White Pines Getaway (Illinois)
    Summer: Glacier Nat’l Park (Montana)
    Shenandoah Nat’l Park (Virginia)
    Apostle Islands (Wisconsin)
    Autumn: Sheboygan Getaway (Wisconsin)
    Acadia National Park (Maine)
    Sedona & Grand Canyon (Arizona)

Get on the Wait List for these popular trips

  • Utah Oct. 7-13 and Oct. 14-20, 2018 Go Adventuring in Bryce & Zion National Parks!
  • California Dreaming - Big Sur ~ April 8-14 & April 15-21, 2018 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.

~ 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, women guides.

Join us! Explore. Dream. Discover.

Trailbound’s 2018 Schedule


  • Day trips in Northern Illinois:Jan 2 - Feb 24


  • Day trips in Northern Illinois: Apr 10 - May 26
  • Devil’s Lake: Thu-Fri, May 15-17 and Sat-Sun, May 18-20;Guides: Scout & TBD
  • Waterfall Hikes in the Blue Ridge Mountains: Sun-Sat, May 13-19 and May 20-26; Guides: Rebel, LL Lucy, and Hellbender
  • California Dreaming in Big Sur: Sun-Sat, Apr 8-14 and Sun-Sat, Apr 15-21; Guides: Scout, Rebel, & Hellbender


  • Wild Woman Tri: Wed, June 15
  • Discover the Best of Oregon: Sat-Sat, Aug 11-18 Aug 18-25 and Aug 25-Sep 1; Guides: Scout, Spirit, Rebel and Wander Woman


  • Day trips in Northern Illinois: Sept 4 - Oct. 27
  • Minnesota Superior Hiking Trail: Sun-Fri, Sept 9-14 and Sept 16-21 Guides: Scout, LL Lucy, and Running Water
  • Turkey Run Getaway: Sun-Tue, Oct 7-9 and Tue-Thurs, Oct 9-11 ; Guides: Scout and River Rat
  • Explore Utah’s Bryce & Zion Nat’l Parks: Sun-Sat, Oct 7-13 and Oct. 14-20. Guides: Zip, Rebel, and Running Water