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Pontiac, IL
Pontiac, IL — overnight
Soft launch. Old Joliet jail, Polk-a-Dot Drive In.
Eight states, two time zones and 2,448 miles of cracked asphalt, neon, and roadside Americana. We've laid out a 14-day cadence that treats Route 66 as a living place — not a checklist of selfies.
Eight states, two time zones and 2,448 miles of cracked asphalt, neon, and roadside Americana. We've laid out a 14-day cadence that treats Route 66 as a living place — not a checklist of selfies.
Most Route 66 guides hand you a Google Doc, a Pinterest board, and a prayer. Trippable holds the whole route in one place — driving times that account for actual stops, fuel range, accommodation, and the photos that made you want to come in the first place.
Every stop is on the official route — none of them are detours dressed up as 'highlights'.
Soft launch. Old Joliet jail, Polk-a-Dot Drive In.
Chain of Rocks Bridge at sunset. Ted Drewes frozen custard. Sleep early.
Tap a pin to jump to that stop, or swipe the cards below.
Soft launch. Old Joliet jail, Polk-a-Dot Drive In.
Chain of Rocks Bridge at sunset. Ted Drewes frozen custard. Sleep early.
Meramec Caverns if it's hot. Sleep at the Best Western Route 66 Rail Haven.
Cyrus Avery Plaza, Buck Atom's, the Meadow Gold sign. Best preserved 1930s downtown on the route.
Catch up on laundry. Walk the Arts District.
Round Barn at Arcadia. POPS soda ranch.
Spray a Caddy. Big Texan steak only if you mean it. Sleep at a 50s motor court.
Blue Swallow Motel. Neon photo walk after dark.
Take the pre-1937 alignment through Santa Fe. Adobe, green chile, thin air.
Old Town in ABQ. El Rancho Hotel in Gallup.
Sleep in Flagstaff, drive 90 min north for sunrise at the South Rim. Back on 66 by lunch.
Sunrise at Mather Point. Sleep in Williams.
Wild burros in Oatman. Sitgreaves Pass is steep — slow down.
The 'End of Trail' sign. Pacific in your face. Eat fish tacos. You did it.
Pacing is the difference between a road trip and a forced march. Every leg below has been driven, paced, and adjusted.
This is the section we'd want to read. So we wrote it.
Average daytime high °F. Filled bars are go-months; outlined bars we'd avoid.
Trippable users tag photos to stops. These are the most-loved frames from the Route 66 this season.
Drag stops around. Check driving times against your fuel range. Add the diner your friend swore by. Export to your phone with one tap.
Mostly yes. The full route is paved and RV-comfortable, but Sitgreaves Pass between Kingman and Oatman has tight switchbacks — vehicles over 40ft should bypass via I-40.
Meramec Caverns if it's hot. Sleep at the Best Western Route 66 Rail Haven.
Cyrus Avery Plaza, Buck Atom's, the Meadow Gold sign. Best preserved 1930s downtown on the route.
Catch up on laundry. Walk the Arts District.
Round Barn at Arcadia. POPS soda ranch.
Spray a Caddy. Big Texan steak only if you mean it. Sleep at a 50s motor court.
Blue Swallow Motel. Neon photo walk after dark.
Take the pre-1937 alignment through Santa Fe. Adobe, green chile, thin air.
Old Town in ABQ. El Rancho Hotel in Gallup.
Sleep in Flagstaff, drive 90 min north for sunrise at the South Rim. Back on 66 by lunch.
Sunrise at Mather Point. Sleep in Williams.
Wild burros in Oatman. Sitgreaves Pass is steep — slow down.
The 'End of Trail' sign. Pacific in your face. Eat fish tacos. You did it.