Carthage, MO. 
The Town of Carthage, MO. has a rich history and features a Civil War Museum and battle sites,  elegant old victorian homes, Bed & Breakfasts, antique shops, and a magnificent courthouse. The nearby Precious Moments Chapel has cut back on it's attraction, but is worth a look anyway.
Some buildings that thrived during the road's boom days are slowly decaying as solid restoration efforts are slow to materialize. See the article below for more on the historic 1939 Boots Motel, a true Route 66 icon. Also, see the map at the bottom of this page.
The Pancake Hut is just south of the Boots Motel and two blocks from the Square.  It features a 1930's era "Chicago Coin Band-Box"!  
Just west on Oak is the old G&E Tire Co.. The sign above the street sign says "DeSoto Plymouth".
House & Business on
Oak St.  >
The Route 66 Antiques and Flea Market was
demolished after the Ice Storms of '06-'07.
The Powers Museum is on Oak St. as you head west out of Carthage.  There is a Route 66 exhibit here. Plus, it's free!
Did you know about this nationally-aired radio broadcast from Boots Drive-In?

What a great idea. This could be done again, on-the-road, and webcast worldwide!
View of Courthouse from corner of Garrison & Oak Streets.
(Route 66). See a closer
view below.
The original 66 ran behind the drive-in and dead-ends where the new 4-lane is. You should turn left before reaching this point unless you want to photograph it.Carefully turn around without taking a mailbox out.
Route 66 Drive-in Theater screen behind the owner's home.