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France was a land, England was a people, but America...was a willingness of the heart. 
– F Scott Fitzgerald 

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On the Road Trip

U.S. Road Trips: The Midwest

U.S. Road Trips: The Midwest
Courtesy of Mountain Sky Guest Ranch

Pack up and hit the highway with this list of weekend road trip destinations in the midwestern United States. Are we there yet?

Jump to: Michigan | Montana | Wisconsin


Head to Detroit if you're in the mood for crumbling architecture, local chatter, driving adventures, eerie sprawls of emptiness, mom and pop everything, a feeling of re-emergence. This place is truly mysterious.
Route to take: It all starts at Honor and Folly, a two-room b&b located above the city's best BBQ joint, Slow's.
Good to know: Leave your pretensions at home - this city has none of them. Don't miss Eastern Market, Astro Coffee, the abandoned zoo on Belle Isle, D'Mongos, and Russell Street Deli.


Head to Missoula if you're in the mood for icebergs, grizzly sightings, and huckleberry shake shacks.
Route to take: The Going to The Sun Road, the famous, 50-mile stretch of asphalt, which literally lifts you up to touch the sky as you cross the Continental Divide at Logan's Pass.
Good to know: Book a room at Many Glacier, an Alpine-themed lodge nestled on the eastern edge of Glacier National Park.
While in the area: See our Glacier National Park itinerary.

Head to Yellowstone if you're in the mood for hikes through mountain ranges, and lots of quite time.
Route to take: There are five park entrances (the northeast entrance is what Charles Kuralt referred to as "the most scenic route in America").
Good to know: Use Montana's National Recreation Reservation Service to book different log cabins. Or elevate creature comforts at Mountain Sky Guest Ranch or Rancho de la Osa, a 300-year-old hacienda.


Head to Elkhorn if you're in the mood for a perfectly executed summer camp retreat. Book at Camp Wandawega (tents, canoes, treehouses, jigsaw puzzles, lake swimming).
Route to take: Practice camp songs during the drive, which is 90 miles from Chicago.
Good to know:
While in the area: Check out our Love Letter to Camp Wandawega

Head to Milwaukee if you're in the mood for art museums, outdoor markets, and an old-fashioned fish fry.
Route to take: Make Captain Rusty's Friday fish fry at Lakefront Brewery Palm Garden
Good to know: Sleep in at the Ironhorse Hotel before brunch at Honeypie and a lap around the Milwaukee Art Museum.


U.S. Road Trips: The Northeast
U.S. Road Trips: The South

U.S. Road Trips: The West


Have you seen our list of the Most Romantic Hotels in The Midwest?

Special thanks to contributors Emily Fiffer, Lawrence LaRose, Elise Loehnen, Courtney Maum.

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