The Diner 202

Anderson, Missouri

I have a note saying this photo was from 1941, but I don't know its source.

Center Dining Car

6 Mi. So. of Wilmington, Delaware, on Route 40 & 13

Definitely in operation in 1942. "Help Wanted" ads looking for a short order cook appeared in Wilmington's Morning News in late '42 and early '43. 

There is a Center Dining car listed on Frank Brusca's Route40.net in New Castle, which is just south of Wilmington. The page looks like it was last updated in 2010 so diner was probably in business at that time.

Atlantic Hotel - Restaurant - Cocktail Lounge

New Bedford's Most Modern

Offering You

Choice Food    Finest Liquors    At Popular Prices

919 - 922  Purchase St.

New Bedford,  Massachusetts

Date unknown. The facade in the illustration looks art deco and Prohibition ended in December 1933, so I'm guessing this is from the 1930s or 1940s. A check of Google maps shows that Purchase Street addresses now go no higher than 908, ending at Middle Street, so the building that contained this hotel and eatery was probably demolished. This area is the "heart of downton Bedford", and the Atlantic must've been a pretty swank place in its time.

Vintage Tichnor Image - Boston Public Libarary Collection

Highway Diner

John Margolies Roadside America photograph archive (1972-2008), Library of Congress, Prints and Photographs Division.

Route 66  -  Winslow, AZ  - photo 2003

Open All Night
HIGHWAY  DINER
Winslow  -  Williams  -  Flagstaff

A google search Jan 2018 failed to produce any info about the Highway Diner in any of the three towns listed on the matchbook cover, except for the 2003 photograph by John Margolies.
Date of matchbook cover is unknown.
It's possible one or all of the diners have changed names.

Automat Coffee Dispenser