Start with high-confidence roadside attractions books, then narrow by subgenre or adjacent topics.
Travels With Charley in Search of America
John Steinbeck
50 States, 5,000 Ideas
National Geographic, National Geographic Society
100 Drives, 5,000 Ideas
National Geographic, Joe Yogerst
Drives of a Lifetime 2nd Edition
Out in the World
Amy B. Scher, Mark Jason Williams
The Longest Line on the Map
Eric Rutkow
52 Weekends in the Pacific Northwest
Kara Patajo