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Windings to Unwind

Chronicling Chicago's best road trips, hiking and biking trails

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  • Best Spring Break Road Trips from Chicago
  • Spring Break Road Trip from Chicago to Cherry Blossom Festival, Washington D.C.
  • Spring Weekend Road Trip to Put-In-Bay, Ohio
  • Spring Break Road Trip from Chicago to St Louis, Springfield and Meramec Caverns
  • Spring Break Road Trip from Chicago to Hot Springs National Park, Arkansas
  • Summer Day Trip to Galena
  • Summer Camping Trip at Devil’s Lake State Park, Wisconsin
  • Biking and Picnic at Blackwell Forest Preserve
  • Summer Weekend Road Trip from Chicago to Cuyahoga National Park, Ohio.
  • Summer Biking at Lake Renwick Preserve, Plainfield
  • Summer Picnic at Herrick Lake Forest Preserve, Wheaton

Social Navigation

  • Best Spring Break Road Trips from Chicago
  • Spring Break Road Trip from Chicago to Cherry Blossom Festival, Washington D.C.
  • Spring Weekend Road Trip to Put-In-Bay, Ohio
  • Spring Break Road Trip from Chicago to St Louis, Springfield and Meramec Caverns
  • Spring Break Road Trip from Chicago to Hot Springs National Park, Arkansas
  • Summer Day Trip to Galena
  • Summer Camping Trip at Devil’s Lake State Park, Wisconsin
  • Biking and Picnic at Blackwell Forest Preserve
  • Summer Weekend Road Trip from Chicago to Cuyahoga National Park, Ohio.
  • Summer Biking at Lake Renwick Preserve, Plainfield
  • Summer Picnic at Herrick Lake Forest Preserve, Wheaton

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Recent Posts

  • How to plan for a perfect family camping road trip?
  • Road Trip from Chicago to Red River Gorge, Kentucky
  • Hiking At Nathan Manilow Sculpture Park, Governors State University
  • Biking and Hiking at Mallard Lake, Hanover Park
  • Most Comprehensive Tech-Powered Travel Checklists Every Traveler Should Know About
  • “No-Regrets – 2022” – Rafting Adventure Road Trip from Chicago to New River Gorge, West Virginia
  • Tech Essentials to Plan a Memorable Road Trip
  • Best Summer Road Trips from Chicago
  • “No-Regrets – 2021” – Rafting Road-Trip from Chicago to Niagara, Wisconsin
  • Best Spring Break Road Trips from Chicago
Adventure Trips, Fall Color Destinations, Long Trips, Summer Road Trips

Road Trip from Chicago to Red River Gorge, Kentucky

Summer Adventure road-trip from Chicago to Red River Gorge and Cumberland Falls, Kentucky Continue reading Road Trip from Chicago to Red River Gorge, Kentucky

“No-Regrets – 2022” – Rafting Adventure Road Trip from Chicago to New River Gorge, West Virginia
Adventure Trips, Boys Trip - No-Regrets, Long Trips

“No-Regrets – 2022” – Rafting Adventure Road Trip from Chicago to New River Gorge, West Virginia

No Regrets 2022 – White-water rafting adventure road-trip from Chicago to New River Gorge, West Virginia Continue reading “No-Regrets – 2022” – Rafting Adventure Road Trip from Chicago to New River Gorge, West Virginia

Best Summer Road Trips from Chicago
Adventure Trips, Long Trips, National Parks, Weekend Getaways

Best Summer Road Trips from Chicago

Chicago summer and road-trips, equally yoked! Continue reading Best Summer Road Trips from Chicago

Best Spring Break Road Trips from Chicago
Long Trips, Spring Break Trips, Weekend Getaways

Best Spring Break Road Trips from Chicago

Chicago Spring Break Roadtrip Ideas Continue reading Best Spring Break Road Trips from Chicago

How to plan for a perfect family camping road trip?
How-to Guides

How to plan for a perfect family camping road trip?

How to plan for a perfect family camping road trip? Continue reading How to plan for a perfect family camping road trip?

Hiking At Nathan Manilow Sculpture Park, Governors State University
Hiking Around Naperville, Naperville Day Trips

Hiking At Nathan Manilow Sculpture Park, Governors State University

Collection of 30 large-scale mega sculptures nestled in acres of prairie landscape. Continue reading Hiking At Nathan Manilow Sculpture Park, Governors State University

Biking and Hiking at Mallard Lake, Hanover Park
Biking Around Naperville, Hiking Around Naperville, Naperville Day Trips

Biking and Hiking at Mallard Lake, Hanover Park

If you are looking for a serene lake with great bird watching, biking, hiking, fishing  ops, you got a winner, at Mallard Lake. Continue reading Biking and Hiking at Mallard Lake, Hanover Park

Most Comprehensive Tech-Powered Travel Checklists Every Traveler Should Know About
How-to Guides

Most Comprehensive Tech-Powered Travel Checklists Every Traveler Should Know About

The Ultimate List of all travel To-Dos for today’s tech-focused traveler Continue reading Most Comprehensive Tech-Powered Travel Checklists Every Traveler Should Know About

Tech Essentials to Plan a Memorable Road Trip
How-to Guides

Tech Essentials to Plan a Memorable Road Trip

Use these tech essentials to plan that memorable road trips. Continue reading Tech Essentials to Plan a Memorable Road Trip

“No-Regrets – 2021” – Rafting Road-Trip from Chicago to Niagara, Wisconsin
Adventure Trips, Boys Trip - No-Regrets, Summer Road Trips, Weekend Getaways

“No-Regrets – 2021” – Rafting Road-Trip from Chicago to Niagara, Wisconsin

No Regrets 2021 – White-water rafting adventure road-trip from Chicago Continue reading “No-Regrets – 2021” – Rafting Road-Trip from Chicago to Niagara, Wisconsin

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