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Upper West Side Historical Photo Challenge No. 3

June 17, 2025 | 8:08 AM - Updated on June 24, 2025 | 4:33 PM
in HISTORY, NEWS
49

By Rob Garber for the Bloomingdale Neighborhood History Group

Welcome to another installment in the Rag’s Historical Photo Challenge. The image above was taken somewhere on the Upper West Side, sometime in the past. Can you figure out where, when, and what it shows? Look closely; this week’s challenge photo, like the others in the series, includes clues that will help you identify the scene, if you’re a dedicated UWS history sleuth. And even if you don’t recognize the picture—not to worry! Come back in two weeks and I’ll decode it, show you the clues that help identify it, and—best of all—tell you a story the image unlocks, because this column isn’t just a test of your neighborhood knowledge; it’s also a rolling celebration of the people, buildings and events that wove the tapestry of the Upper West Side.

Ready? If you think you know where and when the photo was taken and what it shows, post your answer as a comment on this column.


Solution to Photo Challenge #2

Subject:  World War I Submarines and the submarine tender USS Tonopah
Location: Hudson River at West 135th Street
Year: May 1915
Image Source: Library of Congress; used with permission

Shoutout to readers: Plenty of you sharp readers identified Palisades Amusement Park and thus the 130th Street piers; Kimberly Haslinger, Glen, DonB, Patxi, and Elgin93 were among those who figured out it was the 1915 presidential naval review. And thanks for a couple of readers who defended my stretching of the boundaries of the UWS. It won’t be the last time I do so!

Clues: Well, we’re obviously on the Hudson—but where? There are two large signs on the New Jersey side: Warner’s Sugar at the shoreline, and Palisades Amusement Park on the hillside. That tells you we’re in the West 130s, and the car near the pier suggests 1910s-1920s. The very substantial pier is one of those at 134th and 135th Streets. A 1911 fire insurance map, together with a view of the submarines looking back at the Manhattan shore, confirms that the subs are docked at 135th Street, in front of a Gordon Brothers coal yard and a large gas tank. Our mystery photo was probably taken from the viaduct spanning Manhattanville.

Top:  US Navy submarines and a sub tender docked at West 134th Street, May 1915. Bottom left: Location on a contemporary fire insurance map. Bottom right: View of the submarines from the Hudson River.

The rest of the story: The picture was taken May 10, 1915.  The city, the country and indeed the entire world were on edge because three days earlier a German U-Boat had sunk the Lusitania, causing the death of more than 1,200 people. Europe was already at war, but President Woodrow Wilson was navigating strong isolationist sentiment in the United States. Neutrality was the stated policy of America and would be for another two years. In the meantime, the U.S. was building up its military capabilities. The submarines docked at 135th Street were part of an Atlantic Fleet review conducted for the president. The review had been planned before the Lusitania sinking but now took on new significance. Newspapers gave extensive coverage to the dozens of warships anchored around New York, and civilians flocked to the waterfront to see them—”Million Persons View the Fleet,” wrote the New York Times, with “Lusitania on every lip.”

Top: Headlines announcing the Lusitania’s sinking.  Left and middle right: Position of US Navy ships on the Hudson River for parade and review.  Lower right: Ad offering boat tours of the warships, leaving from the pier at West 132nd Street.

…and that’s the story behind the mystery image. Now scroll back to the top of the column and take on your next challenge, Sherlockians!  If you’ve missed any pictures in this series, here is the complete collection.

About the author:  Rob Garber has lived on the Upper West Side since the late 20th century and is a member of the Bloomingdale Neighborhood History Group. To learn more, visit their website at upperwestsidehistory.org. All photos in Upper West Side History Photo Challenge are used by permission.

Subscribe to West Side Rag’s FREE email newsletter here. And you can Support the Rag here.

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49 Comments
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Lisa B.
Lisa B.
24 days ago

109th Street and Broadway, early 20th Century. This is looking north. The building with the rounded corner is still standing at the northeast corner of 109th and Broadway.

Last edited 24 days ago by Lisa B.
12
Reply
That's my neighborhood, since Feb 7th 1964.
That's my neighborhood, since Feb 7th 1964.
24 days ago
Reply to  Lisa B.

Yes,
Below is now a CHASE Bank

0
Reply
Paul
Paul
24 days ago
Reply to  Lisa B.

Checked against a Google street view, this looks correct.
The building at the corner totally checks out.

0
Reply
Knows It All
Knows It All
24 days ago
Reply to  Lisa B.

Hard to argue against Lisa, given that she recognizes a specific building. I had thought, yes, Broadway, because of the “Automobiles” sign seen faintly past the “Lovera cigars ” sign. I know that Broadway was a center of automobile showrooms in the early era of cars, but I thought they were concentrated further south, closer to Columbus Circle. As for the date, I notice what looks like a subway entrance adjacent to the second carriage parked alongside the sidewalk. The subway opened along Broadway in 1904. So maybe that’s the earliest possible date. And the presence of the liquor store in the foreground makes 1920, when the Prohibition era began, the latest plausible date. But the style of dress and the design of the carriages put the date much closer to 1904. The Lovera Cigar Company was established by Jose Lovera, 1861-1928. The cigar sign looks quite new, so maybe that, too , might help in dating. Anyone have an idea?

1
Reply
Alex
Alex
24 days ago
Reply to  Knows It All

that fire hydrant is a clue, for any fire-hydrant buffs. looks closer to 1904 than 1920

0
Reply
ElaineK
ElaineK
24 days ago

Broadway and 109th Street, northwest corner?

1
Reply
That's my neighborhood, since Feb 7th 1964.
That's my neighborhood, since Feb 7th 1964.
24 days ago
Reply to  ElaineK

North East Corner

0
Reply
Crankypants
Crankypants
24 days ago

Rob, this was fantastic. Thank you for this. And I’m with you: stretch the UWS boundaries!

1
Reply
Dan O.
Dan O.
24 days ago

East side of Bway between 80 and 81?

0
Reply
ava .m.
ava .m.
24 days ago
Reply to  Dan O.

i think its the west side of bdway

0
Reply
That's my neighborhood, since Feb 7th 1964.
That's my neighborhood, since Feb 7th 1964.
24 days ago
Reply to  ava .m.

Near Columbia University

0
Reply
Bee
Bee
24 days ago
Reply to  Dan O.

was there a subway entrance on 81 and Broadway?

1
Reply
Doug Dittko
Doug Dittko
24 days ago

Picture challenge. Amsterdam and W79th. Nice Matin is there now.

0
Reply
Nina K.
Nina K.
24 days ago

Columbus Avenue between 69 and 68, looking south? Maybe showing new electric lamp posts?

1
Reply
Beth Zola
Beth Zola
24 days ago

Hi
This picture is taken at 104th street looking down broadway, maybe around 1917.

0
Reply
Rosa
Rosa
24 days ago

West 73rd St & Amstterdam Avenue

0
Reply
Carol
Carol
24 days ago

East side of Broadway and 79th St.,, looking north.

0
Reply
Betsy Jaeger
Betsy Jaeger
24 days ago

Photo is 68th st and Columbus Ave.

1
Reply
Paul
Paul
24 days ago

East side of Broadway between 109th and 110 Streets. The building in the foreground at 109th is still standing (part of Chase bank). The large apartment building with the loggia on top at 111th St is still standing (Duane Reade). Clue: Subway entrance at 110th Street. Photo probably taken between 1914 and 1920.

2
Reply
Sal Bando
Sal Bando
24 days ago

Where was Dreyer’s Liquor store?

Last edited 24 days ago by Sal Bando
0
Reply
UWS Resident
UWS Resident
24 days ago

NE corner of 109 and B’way , , ,

0
Reply
Charm City Emigree
Charm City Emigree
24 days ago

Benner Motor company?

0
Reply
Glen Weisberg
Glen Weisberg
24 days ago

Uptown at Broadway at 109-110 th street (with 110th St subway station entrance pictured) in the year 1905-06, with the mix of early automobiles and horse carriages, and all the men wearing derby hats and women long dresses.

0
Reply
Katie
Katie
24 days ago

I agree with northeast corner of 109th and Broadway. Tall builing in background looks like 545 west 111 st., built in 1909. So maybe photo is 1910?

1
Reply
DonB
DonB
24 days ago

I admit to having gone around the block a few times, but was surprised that I recognized the corner building immediately. It’s still there on the corner of 109th St and Broadway. Now I don’t remember the Lovera Cigar store, (now part of a Chase Bank) but I do remember when the space above the Automobile sign was a Chinese restaurant where would take our kids regularly. Also of note is the large apartment building a few blocks north, which is still there minus the pergola and decorative railings on the roof.
Date: Judging from the preponderance of horse drawn vehicles ( and a few “road apples” on the pavement) and the big Automobile sign on the storefront that it would have to be somewhere around 1905 to 1915.
Thanks for the ride.

0
Reply
Ha!
Ha!
24 days ago

It’s amazing that we won any war with that equipment.

1
Reply
Tommy
Tommy
24 days ago

Ansonia

0
Reply
Debbie Socolar
Debbie Socolar
24 days ago

I agree it’s 109th/110th (though I myself had only recognized the taller building in background). As to the date, early 1910 seems likely because there are large posters for the play, “Where There’s a Will,” which was originally a 1908 French play by Feydeau. The ibdb data base says it ran Feb 7, 1910 – Apr 1910 at Weber’s Music Hall in New York.

3
Reply
UWS
UWS
21 days ago
Reply to  Debbie Socolar

It’s wild that IMDB has the dates of when a small play ran over 100 years ago and we can look it up today

0
Reply
Betty Rauch
Betty Rauch
24 days ago

SW corner B’way/77th. Now the Belleclaire Hotel.

0
Reply
Michael Laudati
Michael Laudati
24 days ago

The large building in the background with the corner tower is The Rockfall. It still stands today but the tower is gone along with its balconies. I used to live there and volunteered to restore the lobby. Photos on my website: http://www.michaellaudati.com.

0
Reply
Gigi
Gigi
24 days ago

Subject: The now defunct Lovera Cigar Shop and other storefronts in the early twentieth century. This must have been before prohibition in the 1920’s.

Location: The uptown corner of 109th and Broadway. Only the corner building, which housed the liquor store, is still standing, which is now a CHASE Bank

Late to the Party: I just saw the posts below 😮

0
Reply
Al G,
Al G,
24 days ago

69th and Columbus, looking south.

0
Reply
ava .m.
ava .m.
24 days ago

I think its the block where Zabars is located. The top of one of the buildings looks familiar The street is Broadway between west 80 and west 81

0
Reply
ava .m.
ava .m.
24 days ago

ps..I have lived on the West Side since 1970

0
Reply
Bill
Bill
24 days ago

Would have been nice to have all those piers in the W 120’s, 130’s.

1
Reply
Dee G.
Dee G.
23 days ago

Northeast corner, W. 109th and Broadway. Looking north. Subway entrance was a helpful hint

0
Reply
Bernard Kaner
Bernard Kaner
23 days ago

The building where Zabar’s is located

0
Reply
Sydney
Sydney
23 days ago

SW corner of 84th and Bwy. 5 Napkin Burger there now.

0
Reply
David
David
23 days ago

West 81st Street and Columbus

0
Reply
M L
M L
23 days ago

Looks like 81st and Broadway to me, looking south toward The Apthorp to me.

0
Reply
Burman 7020
Burman 7020
23 days ago

With out question, Absolute Bagels on 107 and Broadway.

Problem solved.

Thank you and have a blessed day.

0
Reply
Ken
Ken
23 days ago

This historic photograph captures the southwest (or possibly southeast) corner of Columbus Avenue and West 69th Street on Manhattan’s Upper West Side. The sign for “Lovera Cigars” aligns perfectly with period photos of the shop located at 190–198 Columbus Avenue at 69th Street
nyc.com
+15
landmarkwest.org
+15
pinterest.com
+15
.

The building itself—a four-story neo‑Grec structure with Queen Anne embellishments—was built in the mid‑1880s by architects Thom & Wilson, and housed Lovera’s cigar shop on the ground floor by at least 1913, as depicted in Museum of the City of New York collections
landmarkwest.org
.

Other details in your photo—like the early automobile showroom sign (“Automobiles”) and a subway entrance—are consistent with Broadway/Columbus Avenue being part of Manhattan’s early 20th-century “Automobile Row.” Taken together, the cues strongly place this image at Columbus Avenue & W 69th Street, circa 1904–1915

0
Reply
Diana
Diana
22 days ago
Reply to  Ken

I agree with ML – that’s the Apthorp, so we’re on the west side of Broadway looking south from 81st. 1915?

0
Reply
Ira Finkelstein
Ira Finkelstein
22 days ago

No cheating on Google but I have an advantage. First clue is the reference to Bloomingdale. That refers to Broadway North of 96th Street. Second clue is the location on the block of the subway shed. Here I have the advantage – I lived on Broadway and 110th and Riverside and 103 for years, so I can zero in on this location as the corner of Broadway and 109 looking North. I wonder if it was as rat infested then as it is now. My Jack Russell terrier caught a humongous rat in front of that corner building, currently a Chase branch.

1
Reply
UWS
UWS
21 days ago

Kinda crazy that the giveaway is the small building on the corner and that it’s still here. I for sure would have thought the tall building in the back with the 3 cutouts in the tower would still be here, but sadly it looks like it’s gone. I wonder what the history of that building was.

Also, why are so many people saying 81 and Broadway?

0
Reply
Lisa B.
Lisa B.
21 days ago

I now have some doubt in doubt about my early assertion that this is the corner of 109th and Broadway. While the corner building seems to match the one in the old photo perfectly, the history I’ve just read about the Broadway building indicates different retail tenants in that approximate time period: a cafe and then a ladies’ furnishings store. Also the building just north of it (in the historic photo on the Landmark West website, see link below) is different in window configuration than that of the building with the sign “Automobiles” in the mystery photo here.
“In 1915 Kahn & Co., a “ladies’ furnishings” store, took over the former café space. It was still there four years later when an advertisement read, “Salesladies wanted in blouse shop. Must be experienced. Good salary and steady position. 2820 Broadway, corner 109th St.” from https://www.landmarkwest.org/theboulevard/2820-broadway/

Last edited 21 days ago by Lisa B.
0
Reply
Lisa B.
Lisa B.
21 days ago

The conjecture about 190-198 Columbus Avenue and 69th seems incorrect. The address Ken mentions has a building by the architects he cites, but looks nothing like the mystery photo.
https://www.landmarkwest.org/building/190-columbus-avenue/

Last edited 21 days ago by Lisa B.
0
Reply
Lisa B.
Lisa B.
21 days ago

See photo of Lovera cigar store at Columbus and 69th. Not at all resembling the corner building in our mystery photo.

https://www.landmarkwest.org/theywerehere/190-columbus-avenue/

0
Reply

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