There was a vacant lot located at 11 Holland St. East after the big fire of 1871. Dennis Nolan built an addition to his Model T Ford dealership (located at 9 Holland St. E.) on this vacant lot. Len Saint used cement to build the new structure and Art Saint did the carpentry. The cars arrived at the railroad station in boxcars and then were brought to this new building. There was a display room at the front. At the rear was another service department with a door on the west side leading to the laneway at the rear. In time, Jim Armstrong and Fred Gregory opened a garage at this location. Charles Roberts also ran it and had a taxi business. Armstrong sold the building to Patchett, who turned the upstairs into a bowling alley (while also still running a taxi business) with a garage in the back. (1, 2)
There was also a vacant lot located at 13 Holland St. East after the fire of 1871. Russell “Curly” Curtis (from Newmarket) married Aileen Church and they built a butcher shop here after WWII. Years later it became the site of the Simpson order office (which was run by Mrs. Fallis). (1, 2)

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)

The building located at 31 and 33 Holland St. East once housed an implement business run by Frank Allan and his son George. Leonard Saint and Sinclair MacDonald cemented the building and flattened the roof. There were four rental apartments upstairs. In the front there was a large plate glass window, a door, a smaller plate glass window, and another door for bringing in machinery. There was also a counter and parts department. The workshop in the rear had a small and a large rear door. (1, 2)

A photograph found in the newspaper showing Holland Street East at Colborne Street, looking west. It also shows the celebrations for the July 1st weekend. Printed in in the 1950s. Article clipped out of newspaper by Lew Campbell.