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Windings to Unwind

Connecting Midwesterners to a world full of road-trips, hikes, nature and adventure

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  • Naperville Day Trips (19)
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Recent Posts

  • Winter Luging Road Trip From Chicago To Saugatuck and Muskegon, MI
  • Best campsites near chicago and how to reserve them?
  • Summer Camping at Bullfrog Lake
  • Road Trip from Chicago to The Great Smoky Mountains
  • Road Trip from Chicago to Chattanooga
  • Snow Tubing at Blackwell Forest Preserve, Warrenville
  • Best Spring Break Road Trips from Chicago
  • Road Trip from Chicago during historic Winter Storm
  • Road Trip from Chicago to Pensacola and Florida panhandle
  • Best Chicago Road Trip Memories of 2022

Tag: Touristy Downtown

Winter Luging Road Trip From Chicago To Saugatuck and Muskegon, MI
Weekend Getaways, Winter Activities, Winter Road Trips

Winter Luging Road Trip From Chicago To Saugatuck and Muskegon, MI

“The business of life is the acquisition of memories. In the end that’s all there is.” ― Carson of Downton … Continue reading Winter Luging Road Trip From Chicago To Saugatuck and Muskegon, MI

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

Best Spring Break Road Trips from Chicago

Narrating 5 offbeat travel ideas for nature enthusiasts and family fun seekers for your next Spring Break Trip from Chicago. Continue reading Best Spring Break Road Trips from Chicago

Road Trip from Chicago to New Orleans
Historical Towns, Long Trips, Winter Road Trips

Road Trip from Chicago to New Orleans

From Brr! to tan lines – A memorable family winter road trip from Chicago to New Orleans, Louisiana. Continue reading Road Trip from Chicago to New Orleans

Best Fall Color Road Trips From Chicago
Fall Color Destinations, Weekend Getaways

Best Fall Color Road Trips From Chicago

Savor nature’s Fall Foliage spectacle by taking a road trip from Chicago Continue reading Best Fall Color Road Trips From Chicago

9 Summer Road Trip Ideas from Chicago With Detailed Itineraries
Adventure Trips, Long Trips, National Parks, Weekend Getaways

9 Summer Road Trip Ideas from Chicago With Detailed Itineraries

9 curated summer road trip ideas for the best vacation with family or friends. Continue reading 9 Summer Road Trip Ideas from Chicago With Detailed Itineraries

Road Trip from Chicago to Kentucky Bourbon Trail
Boys Trip - No-Regrets, Weekend Getaways, Winter Road Trips

Road Trip from Chicago to Kentucky Bourbon Trail

Ready for an unforgettable weekend road trip to the Bourbon Capital of the World? Continue reading Road Trip from Chicago to Kentucky Bourbon Trail

Spring Break Road Trip from Chicago to Hot Springs National Park, Arkansas
Biking Road Trips, Long Trips, National Parks, Spring Break Trips, Summer Road Trips

Spring Break Road Trip from Chicago to Hot Springs National Park, Arkansas

A Spring Break Road Trip to Hot Springs Arkansas to nix the winter cabin fever for Chicago folks. Continue reading Spring Break Road Trip from Chicago to Hot Springs National Park, Arkansas

Spring Break Road Trip from Chicago to St Louis, Springfield and Meramec Caverns
Historical Towns, Spring Break Trips, Trips with Young Kids, Weekend Getaways

Spring Break Road Trip from Chicago to St Louis, Springfield and Meramec Caverns

Spring Break Road Trip from Chicago to Springfield and St Louis Continue reading Spring Break Road Trip from Chicago to St Louis, Springfield and Meramec Caverns

Summer Day Trip to Galena
Historical Towns, Naperville Day Trips

Summer Day Trip to Galena

Why Galena? An all season destination – you can go for its skiing, sledding opportunities in winter and in summer, … Continue reading Summer Day Trip to Galena

Spring Break Road Trip from Chicago to Cherry Blossom Festival, Washington D.C.
Historical Towns, Long Trips, Spring Break Trips

Spring Break Road Trip from Chicago to Cherry Blossom Festival, Washington D.C.

Chicago to Washington DC Spring Break Road Trip for Cherry Blossom Festival Continue reading Spring Break Road Trip from Chicago to Cherry Blossom Festival, Washington D.C.

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