The building located at 15 Holland St. East was bought by Harold Boyd many years ago. He ran a pool room on the ground floor on the west side. He added a second floor above the pool room for living quarters. Jack Pong owned a restaurant on the east side of the building in the 1930’s. (1, 2)
The two-storey, brick and cement building located at 19 Holland St. East was owned at one time by George Simpkins. He ran a plumbing, heating, electrical, and eavestroughing company upstairs. There was a show room downstairs and the east side was a workshop. George and his family lived on Moore St. across from Joseph Street. Ethel Gapp was his bookkeeper, Ted Gapp was his electrician, and George Manton did the heating work. They drove for miles around the country in a Model T truck. Harry Barron bought the business in the 1930’s and kept the same workmen. Then the business was moved to the southwest corner of Holland and Simcoe Streets. (1, 2)

The Village Inn is located at 2 Holland St. East (on the corner of Holland and Simcoe Streets). There had been a hotel located at this site before the great fire of 1871. The building in this photo (1995) was built in 1920 in the Ontario Vernacular style. The original two-storey, cement building contained living quarters upstairs. One of the early inhabitants was Dave Watson, a farmer from the Scotch Settlement. He was one of the first to work with Professor Day in bringing about the drainage of the Holland Marsh. The ground floor was a grocery store in the early 1930’s (or before it was bought by Jim Gray and his wife). It was separated by a central entrance downstairs.
Ken Morris bought the building around 1933 or 1934. Renovations were done by Art and Len Saint in 1937. The building was converted into the English Tudor-style hotel currently known as “The Village Inn”. A one-storey addition was added later (on the east side of the building) to contain a restaurant and ladies’ room. Under Jack Pong’s ownership, the addition became a Chinese restaurant. Additions were built later at the rear. Frank Sakowski ran the Inn for a while before it was sold to Bill Callum and Mr. Grant.
The two-storey building has a wide, rectangular plan with an asymmetrical organization and a typical ‘Main Street’, storefront façade located at the street line. It is characterized by a high, flat, ‘boomtown’ façade and cornice with brick dentils. The prominent, corner entrance door is oriented diagonally toward the street intersection. Existing door and storefronts are not original. The upper-floor pairs of windows suggest some original Italianate styling. The windows are not original on either level. At the time of the 2000 inventory, the building had masonry construction, stucco and wood siding, and a built-up, tar and gravel roof. It notes that the modest, commercial building is in fair condition with no original details visible. (1, 2, 3)

Ed Cave built the flat-roofed, cement building located at 32 Holland St. East. It was originally used as a milk creamery. Around 1934, Cousins Dairy (from Aurora) took over and put Roy in charge. A restaurant was added at the front that was run by Mrs. Walt Mussen and Mrs. Ossie Depew. It employed several local girls over the years. There was a bus stop in front of the building and bus tickets were purchased in the restaurant. Jim Phillips (a butter maker) and Gord Bantam worked here. Ossie Depew delivered butter, milk, and buttermilk to Beeton, Lefroy, etc. Cousins Dairy later sold the building to Jim Phillips. He worked there until his death. When the business folded, Roy went to Brussels where he opened another creamery. In this photo taken in 1995, the building was the home of the Bradford West Gwillimbury Times newspaper. La Mexicanada Restaurant is located here in 2014. (1, 2)
Please contact the Bradford West Gwillimbury Public Library (905-775-3328) if you have any other information about this photo.