Browse Items (73 total)

Sanborn maps from 1885 to 1912 show two businesses in the building at 110 N. Benton, a barber shop and a harness shop. There was also a third business in the basement. Sometime between 1900 and 1902, Bernie Sherman moved his "Sherman's Sporting…

This postcard is a photo montage of eight W. G. Hoffman postcards: "Benton St. From Van Buren #730"
"C. & N. W. Depot #705"
"Main Street #734"
"Oliver Typewriter Factory"
"Woodstock Typewriter Co."
"Benton Street #729"
"Congress Dairy…

A companion to 'Aerial Photo Looking North From Railroad Tracks 1950' this aerial photo shows the Square from the railroad tracks, southwest on South Street to Woodstock High School, southeast Dean street to about Kimball, northwest to West Judd and…

5 photos in this file

The article in the incorrectly dated November 7, 1918 Woodstock Sentinel tells the story of the spontaneous celebration when the news of the Armistice in Europe was announced on November 11, 1918. These 5 photos, taken from…

This photo was taken from the W. Jackson St. entrance to the Square and shows the bandstand without any roof. The stone pillars are topped by lights with round globes. Several small trees have been planted after the wind storm of 1967 toppled all the…

A baseball team poses in front of Thos. Whitson & Sons store on North Benton. A typewritten tag on the photo says "Baseball Team - 1884- East side of Square
114 N. Benton Thomas Whitson & Sons dealers in Stoves, Hardware, Tools &c.Thomas Whitson…

This photo shows the north end of Benton at the railroad tracks and the sidewalk in front of three buildings that face the tracks. Church street crosses the tracks in the center of the photo. The train depot and a small building with a cover over the…

North Benton street store buildings in two photos--the second one is a close up one is a close-up.

100-108 N. Benton Murphy Building
110 N. Benton Studio 2015
112 N. Benton Stone's
114 N. Benton Lloyd's Paint N Paper
116 N. Benton Uptown…

See photo Item #79: "Benton St North west side ca 1954" for details. This blurred photo was scanned only for the closer details on the buildings near Cass St.
207 N. Benton
209 N. Benton Woodstock Daily Sentinel (no sign)
215 N. Benton
217 N.…

Taken from the middle of North Benton, the sides of the buildings are most prominent plus the signs on them.
Walsh's Grocery and Market faces Judd St (101 E. Judd) but their Walsh Liquor Store entrance was 224 N. Benton. A Blatz Beer sign is on the…

Photo taken in the middle of the street almost at the intersection of Benton & Cass.

The brick side of a building on the left is the east side of 100 Cass

The next building houses
207 N. Benton
209 N. Benton Woodstock Daily Sentinel (the…

Taken from the same spot as Item #77: "Benton St North ca 1954" (straight down the middle of Benton St) this shows additional neon signs.
The businesses include:
(Dr.). Robert N. Maylott, optometrist 231 N. Benton
? Lounge with Pabst Blue Ribbon…

On June 10, 1919 the city of Woodstock Illinois hosted a Homecoming Celebration for McHenry County's returning soldiers, sailors and marines from World War I.

On June 10, 1919 the city of Woodstock Illinois hosted a Homecoming Celebration for McHenry County's returning soldiers, sailors and marines from World War I.

This picture shows Benton Street from Van Buren all the way to Church Street.

The gentleman holding the balloons in this photo has some connection with Woodstock Die Casting. This should be part of the Fair Diddley photos that were taken for The Spotlite Newsletter, but the date on the edge of the photo says June 1972 rather…

This photo of the northeast corner of the Square was taken after 1910, when the McHenry County Bank moved out of the west portion of the building so that Stone & Sons shoes occupied the entire space. The globe type electric lamps were installed in…

On June 10, 1919 the city of Woodstock Illinois hosted a Homecoming Celebration for McHenry County's returning soldiers, sailors and marines from World War I. This photo is of the State Bank of Woodstock and to the left, the Odd Fellows Hall (Benton…

The brick buildings on the northeast corner of North Benton and East Judd house several businesses and offices. At the time this photo was taken, the street in front was called Lumber Street.

The building on the right was known as the Dacy Block,…

Duffy's Tavern caught fire the evening of May 22, 1992, near the end of the filming of Groundhog Day. Duffy's address was on Benton St but this is taken on Main St.

This photo was taken after the fire was struck. Firemen are still on the…

Snow has fallen in this next photo--probably taken the same day as the other in the series.

The photographer stood on the tracks at the intersection of E. Judd and Jefferson streets looking toward the building on N. Benton. Good closeup of a…

The Rail Crossing (not railroad since part of the arm is missing) sign is located at the tracks at E. Judd & N. Jefferson streets.

The left shows the dining room awning for Budweiser Café 126 N. Benton

In the center the Woodstock Sentinel and…

One of the oldest known photos of the Square
John Medlar came to Woodstock in 1856; his studio was on the third story of the Hoy Block
Back of photo says "before Civil War"
"The first building from the left is the old Exchange Hotel, which stood…

Taken between 1907 (start of E. C. Kropp Co.) and 1912 (brick streets). Postcard #394

100 N. Benton
102 N. Benton
104 N. Benton
106 N. Benton
108 N. Benton
110 N. Benton
112 N. Benton
114 N. Benton Whitson's Hardware
116 N. Benton
118 N.…

Jim Keefe took a photograph of the original so the photographer is unknown but the style resembles Tripp. 1907 is handwritten on the photo.

The dirt on Benton St. shows the marks of the wagons. People are standing on the sidewalk and even in the…

110 N. Benton: Exclesior Market and part of the G. F. Stone Drug Store [112 N. Benton] also known as the Old Reliable Drug Store.

Woman seated in a buggy driving a horse and three men & a boy look on. The dirt street is lower than the sidewalk and…

Fair Diddley fairgoers on the northern end of Benton with East Judd in the background.
Jan Hervert is the tall man with light shirt, dark jacket and glasses in the middle of the street.

112 N. Benton Stones Drug Store
114 N. Benton Lloyd's…

Fair Diddley fairgoers on Benton St.

100 CassGibson's Rexall Drugs
106 Cass Woodstock True Value Hardware
116 N. Benton Buschkopf's Walgreen Agency
124 N. Benton Dacy Electric Zenith Applicance

Square Park has no Fair Diddley booths. The center sidewalk between Johnson and Benton has wide flower beds on either side. The view is of the back of the Soldier Monument and looking towards the First National Bank and State Bank of…

Interior of the newly remodeled First National Bank (101 N. Benton). Six giant Medlar photos are displayed on the wall. Several of the photos are now displayed in City Hall.

Amcore Bank scans (in History Photos) include a photo of this interior…

Unlike the other photos in this series that show large crowds and excitement, this photo of Cass street with Benton street buildings in the background seems faded and dull. The street is nearly empty of spectators and only 3 mules are shown in the…

One of the many contests that took place as part of the July Fourth celebration, a boy can be seen climbing the pole on South Benton, reaching about as high as the store awnings. This is one of the few photos that shows this particular part of the…

This stereoscopic of the east side of the Woodstock Square shows the square following the March 19, 1881 blizzard. Stone’s Drug Store is on the far left. The “Murphy Block” is next, then across Jackson is the “Rathole” and a glimpse of the spire of…

The Woodstock Die Casting newsletter editor took photos of events in Woodstock for the employee newsletter "The Spotlite." This shows the Square during Fair Diddley in May 1972. A truck decorated as a train is stopped on Benton St in front of Hogan's…

Three other kids have joined the two boys from ID 411 and are resting on a bench in the Square. What a way to enjoy a spring day.

These kids were identified in August 2019 by "Annie" who responded to the photo published as the Photo Detective in…

Part of the big July Fourth celebration that Woodstock produced and invited all of McHenry County to attend. Six young ladies run down a dirt Benton Street. Five are wearing white dresses that flare up and show black stockings from the run while the…

Another view of the great snowstorm of March 19, 1881 shows the east side of the Square. M. Blossom, jeweler, is seated on a chair perched high on a snowbank. The crew of shovelers pose to the left of the snowbank. The chair is in front of two…

Mead and Charles Groceries Fruits & Vegetables was located at 107 S. Benton for almost 30 years. Seven men pose in front of the store, presumably the employees. This copy of the original photo is not clear enough so that clues that the sign on the…

Three young people stroll down a "sidewalk" on Benton street with the Hoy Block behind them. The young woman wears leg o mutton sleeves which became popular in the mid 1890s. They were out of fashion by 1906, the same year that the Odd Fellows (IOOF…

The "Rat Hole" 101 S. Benton
The building was constructed in 1847 to provide space for additional offices for the county courthouse needed due to growth of the county. Henry M. Wait got the bid to build an "eight-foot brick building" but determining…

As part of the large July 4, 1910 celebration, the Oliver Typewriter Band leads the parade on Benton Street following the Parade Marshall on horseback. A small crowd watches from the sidewalk.
"The Oliver Typewriter band, which gets its name from…

Part of the big July Fourth celebration that Woodstock produced and invited all of McHenry County to attend. Photo was taken from Melvin Tripp's photography studio's corner on Cass and Main streets. The movement of the band members make them slightly…

Taken from the bandstand, this photo shows a closeup of the soldier's monument (without his head) and the bandstand.

The buildings on S. Benton and Van Buren are visible in the distance. The Bohn's Hardware sign is obscured by the tree. Angelo's…

This panorama shows the W. Jackson St. entrance (and a great deal of the Johnson St bricks. The buildings in the park and in the background on Benton & VanBuren are too far away to be useful.

Old photos of 126 N. Benton show it to be the only building in the block between East Jackson and East Judd streets without arched windows and a brick cornice (such as in the building to the right). The northwest corner of the original storefront had…

Slightly colorized Curt Teich postcard shows Benton Street lined with autos and and the southeast corner of the Square park. The photo was taken from the Opera House.
Better color version donated by Jim Keefe

The date is determined by the…

Part of the big July Fourth celebration that Woodstock produced and invited all of McHenry County to attend. This parade entry "Roosevelte's Wildebeeste" is pulled by Harry Burbank and his mules according to the note on the back of this postcard.…

The members of Ed. Lindsey's Comedy Concert Company stand in front of Sherman Jewelers at 104 N. Benton St. Eight band members hold brass instruments and drums. The name of the group is lettered on a drum.

The signs read: Sherman the…

A pedestrian is in the crosswalk at Cass & Benton during the Sidewalk Sales. The most notable images in this photo are the number of really big automobiles in the parking spaces. Signs are visible for Buschkopf'sWalgreen's Agency Pharmacy, Stone's…

Appliances can be seen in front of Dacy Electric with barrels of clothes in front of Hogan's Distinctive Apparel and spilling over in front of the bakery. The awnings over the sidewalk are almost all metal with the exception of the canvas owning over…

Several young women stand in front of 100 Cass St with a large snowpile where the street should be. Benton Street businesses are in the background.

The date Jan 6, 1918 is pencilled on the back.

110 N. Benton barber shop
112 N. Benton E. E.…
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