Category: Roadside Attractions

Ranch to tableWilliams, AZ

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. When it comes to road food along Route 66, sometimes a hot dog just doesn’t… More

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Griddle-r on the roofLindstrom, MN

Lindstrom sketch by Chandler O'Leary

Well, I guess if you sell hot dogs, it’s pretty hard to compete with the frankfurter meccas of Chicago and New York, where they have mastered every wiener gimmick known to man. Still, if you set up shop in a small town like Lindstrom, Minnesota, you don’t exactly have to work too hard to stand… More

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Dog daysChicagoland and Springfield, IL

Chicago sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. Okay, I’m starting this post with a few sketches that are not on Route 66,… More

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(Dairy) king of the roadCommerce, OK

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. If you happen to drive Route 66 in the summer, like we did, you might… More

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Roadside zigguratMonrovia, CA

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. Here’s a unique one. If you drive Route 66 through the seemingly unending sprawl of… More

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Burro boroughOatman, AZ

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. I think this is the closest I’ve yet come to experiencing the phenomenon of the… More

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Somewhere to lean onGroom, TX

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. I crossed Texas twice last year: once at its widest point (where we logged over… More

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Oklahoma PantheonArcadia, OK

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. Last Friday’s post was a bit of a downer, I know. So today, as we… More

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Farm to marketingPontiac, IL; Stanton, MO; Chandler, OK

Route 66 sketch by Chandler O'Leary

This post is part of an ongoing series called 66 Fridays, which explores the wonders of old Route 66. Click on the preceding “66 Fridays” link to view all posts in the series, or visit the initial overview post here. One of the most well-known—and most-hyped—tourist traps along Route 66 are the Meramec Caverns. Whether… More

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Mother Road, mother lodeRoute 66

Route 66 sketch map by Chandler O'Leary

Last summer the Tailor and I spent a couple of weeks traveling every inch of old Route 66. And then I kept pretty quiet about it, because I just had no idea how to organize and share the sheer number of sketches and stories I came away with afterward. There really is no “long story… More

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