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 buildings shown in this photo are located at 21, 23, 25 and 27 Holland St. East. One of the buildings in this row was once a bakery and confectionary owned by Jack Madil. There were two ovens in the rear and a barn at the back of the property. Jack later sold the business to Fred Gowland in the early 1930’s and bought a farm (on the north side of Concession 10, on the west side of Sideroad 10). Fred and his family moved into the living quarters above the bakery. He had a partner and second baker named Bert Hunt. Fred later got a job as head baker at the Penetanguishene Asylum and moved to that area. Bert was left to run the business until he got sick. The business was then closed and the building was sold.
The 25 Holland St. East address was the Liberal Party office for Kraft Sloan in 1995.
The 27 Holland St. East address was the location of a barber shop run by Joe Scotto for over thirty years. (1, 2)

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.

The mid-block building located at 37 Holland St. East was built in the Gothic Revival style in the 1880-1890’s. Originally, the left side on the ground floor contained an office occupied by grain buyers. It had a front door and a small window. The remainder of the building was used as living quarters for several families over the years, including Art Hand (a painter and decorator) and his wife (Sawyer), and later their son Orville and his wife Helen (Noble). It was eventually sold to Mr. Glass, a merchant.
The 1½-storey house has an ‘L’-shaped plan with a centre hall. It also has an asymmetrical façade, an off-centre front gable at the façade projection, and a medium-pitched, gable roof. There is a raised, open porch. The existing roof, supports, and railing are not original. Its wide door opening suggests that the original had a transom and sidelights. The door itself is not original. There are small windows with high floor to ceiling heights. Wide windows set into rectangular openings in the projecting bay are not original and the variation in the brick suggests that the original openings were partially bricked in. The windows in the receding bay are set into segmented, arch openings with brick voussoirs and concrete, lug sills. None of the existing windows are original. The building has wood frame construction with brick cladding and a textured, concrete foundation. According to the 2000 inventory, there are few original details remaining in the building. (1, 2, 3)

The building located at 1 Holland St. West was originally built as a hotel (Central Hotel, Uneeda Hotel, H. Hulse Hotel). Tom and Len Saint worked on the construction of the building. George Webb ran the hotel for a while before he moved to Saskatchewan. Tom Bell was the manager for many years until he retired and moved to the east side of Simcoe Street. Around 1917 it became the Imperial Bank of Commerce. A large safe and living quarters for the bank staff were located upstairs. The entrance to the apartment was on the west side of the building. John McDowell and his family lived here in the 1930’s. The bank was robbed by the notorious “Boyd Gang” in the 1940’s. At one time the front offices were used by the police, and the back offices were used by Mr. Scanlon (a lawyer). The bank closed in 1972 and was moved further west on Holland Street. This building then became a real estate office, a convenience store, and as of 2014, the Coffee Culture Café. (1, 2)

The original building located at 4 Holland St. West (on the southwest corner of Holland and Simcoe Streets) was built in the 1840’s and was situated on land originally owned by James Drury. He was one of the early immigrants who reached Upper Canada. Drury rented the corner lot to Thomas Driffill (a blacksmith), who opened a hardware store at that location. The lot was later sold to Robert Cooke, who leased the property to Driffill for another 20 years. Thomas Driffill became the village of Bradford’s first reeve when it was incorporated in 1857. The great fire of 1871 destroyed all but the building’s foundation. It was rebuilt incorporating the intact, old vault and locally-made bricks. Thomas Driffill bought the building in 1885, eventually retired, and left the business to his sons, Joseph and James, who eventually sold it to Andrew Thompson, Driffill's partner. It became Thompson's Hardware. A series of different owners and different types of enterprises followed. William Barron bought the building in 1946 and relocated his hardware business to this site. He made several renovations, including adding a new stone façade, new plate glass windows, and an elevator to facilitate deliveries to the tinsmithing shop upstairs. He retired and left the business to his son Norman. The building later became a motorcycle shop, and eventually, for several years, the Winchester Arms Restaurant. (1, 2, 4, “Four Holland Street West: A Short History” by Lorraine Philip - Bradford West Gwillimbury Public Library, Local History Collection).

The mid-block building located at 10 and 12 Holland St. West was built in the Ontario Vernacular style around 1872-1899. The two-storey, commercial, detached ‘row’ building had a narrow rectangular plan with an asymmetrical organization. ‘Main street’ frontage with a typical storefront façade was located at the street line. The plain façade was characterized by a high, flat, ‘boomtown’ façade and cornice with brick dentils. The two bay-façade each had its own entrance and storefront. Existing doors and storefronts are not original. The original, large, second-floor windows (characterized by segmented arch openings and concrete sills) have been partially bricked in, but are still visible from the brick voussoirs. The building has masonry construction with brick cladding and a flat, built-up tar and gravel roof. (1, 3)
The west side of the building (10 Holland St. West and the location of Pizzaville in this 1995 photo) was once the site of a drugstore run by W.L. "Billie" Campbell. Fred Cook helped him for a number of years. Billie’s son, Lou, and druggist Clarence Ritchie took over the business. Eventually Clarence Ritchie ran it on his own before he retired. Fred McKay sold phonographs on the upper floor and there was a pool room run by James Ferguson. The Salvation Army held services here in the 1930’s. (1, 2)
Sutherland’s Grocery Store was once found at 12 Holland St. West (site of Karen’s and Tina’s Flowers in this 1995 photo). Alec Sutherland was a baker. He had a bakeshop on the south side of Simcoe St. that was run for many years by his daughter Jessie and sister Mrs. Bessie Ryan (and her daughter Betty). They eventually retired and moved to St. Catherine’s. There were living quarters upstairs. William Compton and his wife bought the store and ran it as an IGA grocery store. Gord and Marilyn Compton later took over the store. They built a new store on John St. (where Frank Kilkenny’s house had been). The Comptons’ store eventually moved to what was known as the IGA plaza (located at the corner of Collings Ave. and Holland St. West). As of 2014, 12 Holland St. West is the site of The Holland Bloom florist shop. (1, 2)

Sutherland’s Grocery Store was once found at 12 Holland St. West (site of Karen’s and Tina’s Flowers in this 1995 photo). Alec Sutherland was a baker. He had a bakeshop on the south side of Simcoe St. that was run for many years by his daughter Jessie and sister Mrs. Bessie Ryan (and her daughter Betty). They eventually retired and moved to St. Catherine’s. There were living quarters upstairs. William Compton and his wife bought the store and ran it as an IGA grocery store. Gord and Marilyn Compton later took over the store. They built a new store on John St. (where Frank Kilkenny’s house had been). The Comptons’ store eventually moved to what was known as the IGA plaza (located at the corner of Collings Ave. and Holland St. West). As of 2014, 12 Holland St. West is the site of The Holland Bloom florist shop. (1, 2)
The two-storey, commercial, ‘row’ building located mid-block on the south side at 16 Holland St. West was built around 1872-1899 in the Ontario Vernacular style. The second floor had space for offices or living quarters. Whimster and Wilcox operated a clothing and garment store at this location many years ago. Charles Wilson worked for them. John McDowall moved to the area from Midland and ran a clothing store there sometime in the 1930’s or 1940’s. He had three children (Norrie, Jack and Pat). They lived in quarters above the Bank of Commerce and later moved to the apartment over the store.
The building has a wide, rectangular plan with a symmetrical organization. ‘Main street’ frontage with a typical, storefront façade is located at the street line. The symmetrical, three-bay façade originally had a high, articulated cornice of corbelled and dentilled brick (typical of rich detailing). Its ground floor was characterized by the rhythm of flat pilasters along the street edge. The existing doors and storefront are not original. Three, large window openings with segmented arch openings and concrete lug sills at the second-floor level have been partially filled. The windows are also not original. Built-up tar and gravel covers the flat roof. Masonry construction with brick cladding has been considerably altered in appearance. It is also no longer the site of Carmen’s Backyard Restaurant, as seen in this photo from 1995. (1, 2, 3)

The structure located at 21 Holland St. West is part of what is known as the Evans Block. The building was raised and Len Saint added a cellar and a foundation. The work was done by Mac Campbell and his team of carpenters. T.W.W. Evans had the building constructed to house his law practice. The upstairs was also used for years by Dr. Ellis, a dentist. The upper floor even served as Bradford Library in the 1930s, run by Mrs. Day. At one time, the offices of Tupling Insurance were also located in this building. In 1957 a fire destroyed several buildings to the east, but this structure was spared. (1, 2)

The Queen’s Hotel (located at 22 Holland St. West) was built circa 1850, and was originally the Western Hotel. This photo (taken in the fall of 1995) shows the structure just before a major renovation. The hotel went “dry” during World War I. Bradford, like all of Ontario, was experiencing prohibition (even though Bradford had voted “wet”). The building originally had two storeys. A third floor and a flat roof were added later. It was heated with an old steam engine that had the undercarriage removed. The engine first burnt 4’ stacks of hardwood, then coal, and finally, oil. Eventually a new furnace was installed (most likely natural gas). The building was always warm and thought of as a home away from home.
Harry Lang, Celina and their children (Evelyn, George and Audrey) moved here from North Bay and bought the building in the 1920’s. They ran the Temperance House, and a board and dining service at this location. They had long-time help and boarders. Little John Cook ran a shop selling ice cream, chocolate bars, and smokes on the east side (down one step). A bus stop was added when bus service started. Len and Art Saint put a cement addition on the back of the building around 1938. At the rear, there was a chicken house, a roofed, open shed, and a laneway. Another shed ran south, and to the west was an ice house. There was open space to the north before the laneway and a barn for hay and horses. The barn had two stories and below there was a pig sty. North of the laneway there was another open shed, car storage, and a cooking kitchen on the back of the hotel (a little east of the back entrance). Jack Wilson worked for Harry Lang for many years. Mitch Hepburn brought in beer in 1934 and the building opened as the Queen’s Hotel. Businessmen had to chip in to buy a liquor license and Hepburn was the first supplier. Business was excellent and the hotel was really crowded. Before the arrival of the beer, the locals had used it as a place to play dominoes and checkers, and to conduct hunt camp and other organizations’ meetings. (1, 2, 4)