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Route 66: The Ultimate Mother Road
A 21-day itinerary covering 60 stops.
Route: Chicago → Gemini Giant → Henry's Rabbit Ranch → Meramec Caverns → Cars on the Route → Blue Whale of Catoosa → Oklahoma State Capitol → National Route 66 Museum → Cadillac Ranch → Midpoint Café → Old Town Albuquerque → Central Avenue → El Malpais National Monument → Petrified Forest National Park → Standin' on the Corner Park → Mather Point → Lowell Observatory → Seligman → Oatman → Elmer's Bottle Tree Ranch → Hollywood Boulevard → Santa Monica Pier
✅ Current month (May) is in this region's prime season. Grand Canyon / Zion / Antelope: Mar-May & Oct best. Jun-Aug 40°C+ heat is dangerous on trails.
21days
61stops
4271drive km
Trip Highlights
- Chicago
- Lou Mitchell's
- Willis Tower
- Gemini Giant
1
Starting the Legend in Chicago
3 stops · 10m · 3km
2
The Cornfields of Illinois
3 stops · 3h 28m · 341km
3
Crossing the Mississippi
3 stops · 1h 51m · 187km
4
The Ozark Mountains
3 stops · 2h 48m · 274km
5
The Kansas Shortcut
3 stops · 2h 42m · 261km
6
Green Country to the Oil Capital
3 stops · 1h 33m · 149km
7
Red Dirt and Road Museums
3 stops · 3h 1m · 316km
8
Entering the Texas Panhandle
3 stops · 1h 38m · 161km
9
Cadillacs and Canyons
3 stops · 2h 4m · 202km
10
Midpoint and Mesas
3 stops · 2h 59m · 310km
11
The Rio Grande Valley
3 stops · 2h 38m · 243km
12
Day 12
1 stops
13
Red Rocks and Trading Posts
3 stops · 2h 28m · 261km
14
Painted Deserts and Petrified Wood
3 stops · 1h 48m · 187km
15
Standing on a Corner
3 stops · 1h 20m · 124km
16
The Grand Detour
3 stops · 2h 18m · 194km
17
Deepening the Highland Highlights
3 stops · 2h 14m · 174km
18
The Longest Remaining Stretch
3 stops · 2h 31m · 250km
19
Oatman and the Mojave
3 stops · 3h 6m · 256km
20
The Final Desert Push
3 stops · 3h 34m · 330km
21
The End of the Trail
3 stops · 1h 8m · 49km