Midwestern Trips & Adventures

Is there anything better than a leisurely day sipping coffee, enjoying tasty treats and meandering along easy boardwalk...

Funky, colorful towns full of local eateries and shops, a few waterfalls that will leave you in awe...

Just outside Akron, this thoughtfully planned road trip takes you into the quiet charm of Amish country, where...

Between making a furry friend at a farm, enjoying local eateries, walking to quirky ruins in the woods...

This incredibly picturesque road trip is full of whimsical gardens, lookout points, wineries, and easy strolls along forest...

Get ready for a day filled with charm and easy outdoor adventures. Start in a small town bursting...

This is the perfect trip for anyone who thinks that extra festive feeling should be a year-round experience....

Just outside Chicago, this thoughtfully planned road trip takes you from lakeside scenery and charming small towns to...

Stroll along a breathtaking boardwalk, dip your does in the cool water, sip craft drinks in unique destinations,...

A day full of whimsy, wonder and quirky destinations that will make you feel like you're living in...

Funky forest finds are on every stop, which are perfect for the outdoor adventurer. Unique wineries, bakeries, and...

The perfect blend of rustic allure, cute small towns, cozy cafes, and farmstead feelings makes this a fantastic...

Step into a day where every stop sends a shiver down your spine. Ghostly whispers in cemeteries, abandoned...

Take a leisurely drive through the idyllic countryside, hopping from one quaint covered bridge to another. We've sprinkled...

Just a short drive from Indy, you'll find a world full of elegant estates, whimsical gardens, and colorful...

Discover hidden art, channel your inner movie star, indulge in tasty bites, and enjoy a waterside stroll. This...

Just southeast of Minneapolis, this thoughtfully planned road trip follows the river through scenic bluffs, artistic oddities, and...

From towering sculptures and wild bison to waterfalls, eye-spy photo ops, and pints with peacocks, this adventure is...

This laid-back road trip blends small-town charm with offbeat surprises and scenic sips. Discover lakeside towns, quirky art...