Frederick Douglass High School in 1988
This is a terrific photo we dug up on Flickr. You’re looking at Frederick Douglass High School in West Baltimore, which was established in 1883. It’s the second-oldest high school in the country created specifically for...
Baltimore Skyline at Night From Emerson Tower
You're looking at the night skyline as seen from Emerson Tower in the 1920s. This has to be one of our recent favorites of Baltimore.
The Boys’ Latin School 1922 Class Photo
Here is an amazing old photo showing a class of young boys from The Boys’ Latin School of Maryland. Fascinating to think what lives they went on to live. Given their age, I wouldn’t be surprised...
1872 Pier at Locust Point Terminus
Incredible 1872 photo of the Atlantic terminus for the Baltimore and Ohio Railroad.
Outdoor Stalls on Eutaw in 1920s
This great photo shows a bunch of outdoor stalls on Eutaw St. at Marion in the 1920s. Here’s another cool one from Eutaw and Lexington. Check out this close up of the smiling man.
Baltimore Harbor Viewed From Federal Hill in 1872
Incredible old photograph showing Baltimore Harbor from Federal Hill in 1872. You’re going to find the details fascinating.
Where Are These Row Houses?
Help us figure out where these row houses sit today? Or, if they no longer stand. We uncovered these lovely photos at the Library of Congress. These images are from Baltimore in April 1939.
Vest Pocket Guide to Baltimore’s New Trackless Trolley
Introducing Baltimore's new trackless trolley with vest pocket guide to the Caroline-Preston-Gilmor St. no. 21 line, in effect, March 6, 1938
Inside a 1905 Baltimore Streetcar
Photograph of the interior, from the front platform to the center, of a United Railways and Electric Company standard Brill semi-convertible car in Baltimore, Maryland.
Cruising the Baltimore Streets in a Jitney
Photograph taken of a loaded jitney bus traveling east on Fayette Street at its intersection with Gay Street in Baltimore, Maryland. One passenger each is standing on the rear and side footboards. A streetcar is stopped...
Baltimore View From Emerson Tower
This lovely old image shows Charm City as seem from Emerson Tower in the 1910s. Click on it for greater detail. Source: Library of Congress
Amazing Lost Baltimore Streetcars
Incredible series of photos from 1915 showing Baltimore streetcars across the city. Published by the president of the United Railways & Electric Company.
Imperial Airways Flying Boat Over Baltimore in 1937
We love old photos of airplanes flying over Charm City. Take a look at this one from November 17th, 1937 showing Imperial Airways‘ flying boat over the city. Imperial Airways was a British long-range airline, operating...
Homewood Apartment Building at E 31st St. and N Charles St.
This cool old photo shows the Homewood Apartment Building at East 31st Street and North Charles Street, taken sometime in the 1910s. Source: Flickr & UMBC Digital Collections Now take a look at what it looks like...
Baltimore Harbor From the Air in 1920
This lovely image of Baltimore Harbor was taken from the air in 1920. Check it out. Source: National Archives
Lovely 1896 Aerial View of Annapolis
Okay, this isn’t from an airplane obviously, given the date, but it’s a beautiful view of Annapolis towards the water and Eastport from 1896. I’m assuming this is a view from the Capitol, but hopefully residents...
Baltimore Seen From the Sky in 1920
This great detailed image shows Baltimore back in 1932, July 7th to be specific. Source: National Archives
Way Before Camden Yards, in 1905
What a lovely historical photo of Baltimore. You’re looking at the familiar scene of the Camden warehouse, now the backdrop to the loveliest ballpark in all of America.
Horrible Aftermath of 1904 Fire
This sad photo shows the city devastated after the great fire of 1904. You’re looking at Calvert St. near Pratt St. Source: Maryland Historical Society
Naval Academy Graduation in 1917
This great old photo shows graduation festivities at the Naval Academy back in 1917. What a stunning photo. Source: Shorpy This was also cross-posted on our sister-site, Cool Old Photos.