Though designated a transcontinental highway in 1937, Route 6 was not completely paved until 1952, just about the time that Jack Kerouac put the finishing touches on his ultimate road-trip book, On the Road. While Route 6 towns in the mid-West and West joyously celebrated a nationally recognized nearly straight-arrow connection to both the East and West Coast (news of the paving and parades made the New York Times), Kerouac was busy sounding the death knell for all would-be Route 6 explorers.
Apparently, Kerouac didn't intend (through the voice of his protagonist, Sal Paradise) to meander slowly through off-beat America. He wanted to get to California fast and have some experiences along the way. If Kerouac/Paradise hadn't been such a cry-baby near the Bear Mountain Bridge, perhaps US Route 6 would now rival Route 66 in nostalgia.
Here's the passage:
"I'd been poring over maps of the United States in Paterson for months, even reading books about the pioneers and savoring names like Platte and Cimarron and so on, and on the road-map was one long red line called Route 6 that led from the tip of Cape Cod clear to Ely, Nevada, and there dipped down to Los Angeles. I'll just stay on all the way to Ely, I said to myself and confidently started. To get to 6 I had to go up to Bear Mountain. Filled with dreams of what I'd do in Chicago, in Denver, and then finally in San Fran, I took the Seventh Avenue Subway to the end of the line at 242nd Street, and there took a trolley into Yonkers; in downtown Yonkers I transferred to an outgoing trolley and went to the city limits on the east bank of the Hudson River. If you drop a rose in the Hudson River at its mysterious source in the Adirondacks, think of all the places it journeys as it goes to sea forever -- think of that wonderful Hudson Valley. I started hitching up the thing. Five scattered rides took me to the desired Bear Mountain Bridge, where Route 6 arched in from New England. It began to rain in torrents when I was let off there. It was mountainous. Route 6 came over the river, wound around a traffic circle, and disappeared into the wilderness. Not only was there no traffic but the rain come down in buckets and I had no shelter. I had to run under some pines to take cover; this did no good; I began crying and swearing and socking myself on the head for being such a damn fool. I was forty miles north of New York; all the way up I'd been worried about the fact that on this, my big opening day, I was only moving north instead of the so-longed for west. Now I was stuck on my northermost hangup. I ran a quarter-mile to an abandoned cute English-style filling station and stood under the dripping eaves. High up over my head the great hairy Bear Mountain sent down thunderclaps that put the fear of God in me. All I could see were smoky trees and dismal wilderness rising to the skies. "What the hell am I doing up here?" I cursed, I cried for Chicago. "Even now they're all having a big time, they're doing this, I'm not there, when will I get there!" -- and so on. Finally a car stopped at the empty filling station; the man and the two women in it wanted to study a map. I stepped right up and gestured in the rain; they consulted; I looked like a maniac, of course, with my hair all wet, my shoes sopping. My shoes, damn fool that I am, were Mexican huaraches, plantlike sieves not fit for the rainly night of America and the raw road night. But the people let me in and rode me back to Newburgh, which I accepted as a better alternative than being trapped in the Bear Mountain wilderness all night. "Besides," said the man, "there's no traffic passes through 6. If you want to go to Chicago you'd be better going across the Holland Tunnel in New York and head for Pittsburth," and I knew he was right. It was my dream that screwed up, the stupid hearthside idea that it would be wonderful to follow one great red line across America instead of trying various roads and routes."