Derek Strahan

Aside from running the Lost New England blog, Derek Strahan is the author of two books: Lost Springfield, Massachusetts and New England Then and Now, along with being the host of the Western Mass History podcast. Derek is a graduate of Westfield State University, with degrees in English and Regional Planning, and he currently works as a land use and environment planner in Western Massachusetts. Derek also serves on the board of directors of the Springfield Preservation Trust, and he lives in Western Massachusetts with his wife Melissa and their two sons.

Main Street from Elliot Street, Brattleboro, Vermont (2)

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Looking north on Main Street from near the corner of Elliot Street in Brattleboro, around 1865. Image from Picturesque Brattleboro (1865).

The scene in 2017:

The first photo shows downtown Brattleboro as it appeared in 1865, back when this section Main Street was still mostly lined with wood-frame commercial buildings. These included, on the far left, the Brattleboro House, which was previously known as Chase’s Stage House. Built in 1795 and subsequently expanded over the years, this was an important hotel throughout the first half of the 19th century, accommodating visitors and stagecoach travelers while also serving as a meeting place for locals. On the other side of the street, on the far right, was Hall’s Long Building, which was built in the 1830s or earlier. This building had a variety of commercial tenants over the years, and was the home of the post office from 1845 to 1849. The building also housed the town’s first telegraph office, sendings its first message in 1851.

This scene changed dramatically in 1869, only a few years after the first photo was taken. October of that year was a particularly disastrous month, beginning with 36 hours of heavy rainfall. The resulting flood on October 4 destroyed factories and homes along the Whetstone Brook, washed out most of the bridges over the brook, and killed two people. However, the flood also helped set the stage for another disaster at the end of the month. In the early morning hours of October 31, a fire started in the kitchen of a saloon on the left side of the street. The flames soon spread to the surrounding wooden buildings as firemen rushed to the scene, but their efforts were hampered by the aftermath of the flood. Their response was delayed by the washed-out bridges, and they also had difficulty getting water, since the flood had destroyed the water wheel that pumped water from the brook.

The fire ultimately destroyed the entire west side of Main Street, between Elliot and High Streets, including all of the buildings on the left side of this scene. Aside from all of the other challenges, firemen also had to contend with a strong northwest wind that blew embers across the streets. The Revere House, located just south of here on the other side of Elliot Street, caught fire several times, as did Hall’s Long Building across Main Street. However, both of these buildings were ultimately saved, and the fire was contained within just one block.

Ultimately, the fire spurred several large building projects on the site of the rubble, and the early 19th century buildings were quickly replaced by modern brick commercial blocks. The Crosby Block in the foreground, and the Brooks House in the distance were both completed in 1871, and both are still standing today. Meanwhile, the other side of Main Street would soon undergo some changes as well. Hall’s Long Block was destroyed in yet another fire, in 1883, and the following year the site was rebuilt with the brick, three-story Hooker-Dunham Block, which takes up most of the right side of the present-day scene.

Today, only two identifiable buildings are still standing from the first photo, and both are located far in the distance. The most noticeable of these is the Centre Congregational Church, which was built in 1842 and had its current steeple added in 1864, only about a year before the first photo was taken. This steeple still rises above the trees in the present-day scene, and is the only surviving feature from the first photo that is visible from this angle. Otherwise, the only other existing building from the first photo is the far less prominent granite-faced building at 165-169 Main Street, which is partially visible to the right of the church in the 1865 view. This building, although heavily altered, is still standing today, although it is hidden by the trees in the 2017 photo.

Main Street from Elliot Street, Brattleboro, Vermont

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Looking south on Main Street from Elliot Street in Brattleboro, around 1850-1851. Image from Picturesque Brattleboro (1894).

The scene in 2017:

Brattleboro was founded in 1753, as one of the earliest towns in Vermont. For the first century it saw only modest growth, but by the mid-1800s it had grown into a small but prosperous mill town. This was aided in part by the arrival of the railroad in 1849, and over the next few decades the town saw considerable growth, more than doubling its population between 1840 and 1880 and becoming an important town in the southwestern part of the state. This growth contrasted sharply with that of Vermont as a whole, which saw a population increase of less than 14 percent during this same period.

The first photo is among the earliest photographs of downtown Brattleboro, showing the town as it appeared around 1850 or 1851. Main Street began to acquire its current form around this time, and many of the present-day brick commercial blocks were built during this period. The first photo shows a mix of the older wood-frame buildings, with a few newly-built brick buildings. These included the building on the far right, which was apparently the rear portion of the 1849 Revere House, and the Van Doorn Block on the far left, which was built in 1850 and is still standing today.

Today, more than 160 years later, the Van Doorn block is the only surviving building from the first photo. Some of the buildings in the distance at the bottom of the hill were destroyed in the 1869 Whetstone Brook Flood, while others – including the Revere House – were destroyed in fires. However, almost all of the major changes in this scene occurred more than a hundred years ago, and by the early 20th century this scene had largely taken on its present appearance. Starting on the far left is the yellow brick American Building, which was constructed in 1906. Just beyond it to the right is the 1900 Ullery Block, which hides most of the Van Doorn Block from this angle. The other side of the street includes the 1877 Pentland Block on the far right, the large 1915 Barber Block just beyond it, and the 1936 Art Deco-style Latchis Hotel, which is barely visible near the center of the photo. Today, all of these buildings are now part of the Brattleboro Downtown Historic District, which was added to the National Register of Historic Places in 1983.

Main Street Pedestrians, Brattleboro, Vermont

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Pedestrians on the sidewalk of Main Street, near the corner of Elliot Street in Brattleboro, in August 1941. Image courtesy of the Library of Congress, FSA/OWI Collection.

The scene in 2017:

The first photo was taken in August 1941 by Jack Delano, a prominent photographer who was, at the time, working for the Farm Security Administration. Among the projects of this New Deal-era agency was hiring photographers to document living conditions in rural America in the wake of the Great Depression, and Delano traveled throughout Vermont during the summer of 1941. He took a number of photographs in downtown Brattleboro, showing everyday life in the small town on the eve of World War II. These two young people were the subjects of several of his photographs, and his original caption reads “On the main street of Brattleboro, Vermont, during the tourist season.”

The first photo does not show much of the surrounding streetscape, but several historic buildings are visible across the street. To the left of the lamppost is the stone building at 109-113 Main Street, which was built around 1850 and features an exterior facade that contrasts with the more conventional brick of the surrounding buildings. On the right side of the photo is the Union Block, which was built around 1861 and was evidently named in recognition of the patriotic sentiment at the start of the Civil War. Both of these stores housed discount department stores when the first photo was taken, with F. W. Woolworth on the left and M. H. Fishman on the right.

More than 75 years after the first photo was taken, this scene has not significantly changed. Most of the historic commercial blocks on Main Street are still standing, including the two in this scene, and even the present-day fire hydrant is still in the same location as the one in the first photo. The only noticeable difference – aside from the modern cars – is the change in the businesses occupying the storefronts. The era of downtown department stores is long gone, and both Woolworth and Fishman have since gone out of business. However, unlike many other downtowns, Brattleboro has managed to retain a thriving Main Street, and the storefronts here now house an eclectic mix of different businesses.

Richards Bradley House, Brattleboro, Vermont

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The house at 53 Harris Avenue in Brattleboro, around 1894. Image from Picturesque Brattleboro (1894).

The house in 2017:

This house was built in 1858 as the home of Richards Bradley, a member of a prominent political family in Vermont. His grandfather, William C. Bradley, had served two terms in Congress in the 1820s, and his great grandfather, Stephen R. Bradley, had been one of Vermont’s first two U. S. Senators, and served as President pro tempore of the Senate from 1802 to 1803 and 1808 to 1809. Richards Bradley briefly worked as a merchant in New York City, but in 1856 he married Sarah Ann Williams Merry, a wealthy heiress from Boston. With this fortune, he was able to live as a country gentleman, and in 1858 he built this elegant house on a large plot of land, just to the north of downtown Brattleboro on the banks of the Connecticut River.

Richards and Sarah’s first child, Robert, was born in 1857 but died just a week later. They had six more children, all of whom grew up in this house: Susan, Richards, Jonathan, Emily, Sarah, and Walter. During the 1870 census, the family also lived here with three servants and a coachman. Richards was listed as a farmer in that census, with real estate valued at $50,000 and a personal estate of $20,000, for a net worth equivalent to over $1.3 million today. Then, in 1877, they purchased a second house at 122 Commonwealth Avenue in Boston, in the city’s exclusive Back Bay neighborhood. This became their winter residence, with the family spending summers here at their Brattleboro home, and they continued this arrangement until 1891, when they permanently returned to Brattleboro.

Richards Bradley died in 1904, and Sarah in 1914, but the house remained in the family for several more decades, until it was finally sold in 1940. Six years later, the house was converted into apartments, and at some point it was expanded, with a large addition on the right side of the photo. The large estate has also since been subdivided, and the house is now surrounded by mid-20th century homes. The exterior of the original part of the house has seen some changes, particularly the loss of the porch, but it retains much of its original appearance. It is now used as a senior living facility, and it is currently undergoing a major renovation and expansion to increase the number of residents.

Soldiers’ Monument, Brattleboro, Vermont

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The Civil War monument and bandstand on the town common in Brattleboro, around 1905. Image courtesy of the Library of Congress, Detroit Publishing Company Collection.

The scene in 2017:

Civil War monuments are a near-ubiquitous feature of almost every town common across the country, and Brattleboro is no exception. Dedicated in 1887, the Brattleboro Soldiers’ Monument has a granite base, with bronze plaques on all four sides and an eight-foot-tall bronze infantryman on top. As indicated on one of the plaques, the monument was to commemorate “the loyalty and patriotism of the men of Brattleboro, who fought for liberty and the union in the great rebellion of 1861-1865.” According to the plaque, the town had a total of 381 residents who served in the war, 31 of whom died.

The monument was built at a cost of $6,000, and the June 17, 1887 dedication ceremony drew a number of dignitaries here to the common. It was presided over by Frederick Holbrook, a Brattleboro native who served as governor for the first two years of the war, and whose father once lived in a house across the street from the common. The dedication speech was given by James R. Tanner, a Civil War veteran who had lost both of his legs at the Second Battle of Bull Run. Tanner was the stenographer who had been summoned to Abraham Lincoln’s deathbed in order to record eyewitness testimonies from the assassination, and he later went on to become Commander-in-Chief of the Grand Army of the Republic, serving from 1905 to 1906. Aside from Holbrook and Tanner, other dignitaries included Governor Ebenezer J. Ormsbee, and Brattleboro resident Colonel George W. Hooker, who was later awarded the Medal of Honor for single-handedly capturing 116 Confederate soldiers during the Battle of Crampton’s Gap in 1862.

The dedication ceremony drew about 5,000 people to the common, but an even larger crowd – estimated at 8,000 – gathered here on September 1, 1902, when Theodore Roosevelt gave a speech during a presidential tour of Vermont. This took place only a few years before the first photo was taken, and Roosevelt spoke from the bandstand in the center of the photo, just to the right of the monument. The president was accompanied by a number of notable Vermonters, including Frederick Holbrook, then-Governor William W. Stickney, federal judge Hoyt H. Wheeler, and U.S. Attorney James L. Martin, whom Roosevelt would later appoint as Wheeler’s successor on the bench. Roosevelt was escorted here from the train station, spoke from the bandstand for about 15 minutes, and was presented with a bouquet of roses. He was then escorted back to the station, and from there he traveled south across the border to Northfield, Massachusetts, where he spent the night at the Northfield Hotel.

Today, more than a century after the first photo was taken, this scene has not significantly changed. The old bandstand was evidently replaced at some point, and a different gazebo now stands on the site. Along with this, the cannon and shot are now gone, and its approximate location is now a picnic table. Otherwise, though, this site continues to be used as the town common, and the Soldiers’ Monument still stands here, now accompanied by a second memorial to the Brattleboro residents who were killed in World War I, World War II, the Korean War, and the Vietnam War.

Aftermath of 1869 Flood, Brattleboro, Vermont

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The scene looking north on Main Street from the Whetstone Brook in Brattleboro, apparently in the aftermath of the October 4, 1869 flood. Image courtesy of the New York Public Library.

The scene in 2017:

The first photo is undated with no caption, but it almost certainly shows the aftermath of the October 4, 1869 flood, which was among the most disastrous floods in the history of Brattleboro. The town has always been vulnerable to flooding, given its location on the banks of the Connecticut River, but the majority of the damage in this particular flood was caused by the small but fast-moving Whetstone Brook, which passes through downtown Brattleboro in the foreground of this scene. Originating in the hills to the west of here, the Whetstone provided the water power for many of Brattleboro’s early industries. However, this proximity to the brook also made these factories vulnerable to flooding, which could come with little warning.

Although rapid changes in the water level were not uncommon, the October 1869 floodwaters were higher than any in recorded history up to that point, and came after 36 hours of heavy rainfall. The flooding began shortly after 11:00 on the morning of October 4, and initially the primary concern was removing goods from the basements of homes and businesses on Flat Street, which runs along the north side of the brook. However, within ten minutes the water level had risen to the point where the focus shifted from saving property to saving lives. The book Annals of Brattleboro, 1681-1895 provides a detailed description of the subsequent events:

John L. Ray’s livery stable floor was completely covered with water. Many ready and willing hands were there to seize his horses by the bridle and lead them to a place of safety; all his buggies and horses were taken to high ground on Main Street. So suddenly did the waters spring upon the workmen in the blacksmith shop of Mr. Hall, that the floor was afloat and the workmen were obliged to break through a back door and climb up a stone wall and take shelter upon Elliot Street. A frame workshop just beyond the smithy was washed from its foundation and swung completely around. Mr. Dunklee, occupying the first house on the right-hand side of Flat Street, had just begun to gather up his things on the first floor of his tenement when he was obliged to call for help for the rescue of himself, wife and two other females. Help was promptly given him by Mr. John Rogers of the Revere House, who did yeoman’s service and saved them, although they were all pretty well drenched. In the next house resided Mr. Frank Holding, whose wife had been for four weeks dangerously ill with typhoid fever; their lower floor was completely inundated. Ropes and boats were procured by the spectators, who numbered hundreds, and after much peril and great exertion, the family were taken alive. The house of Willard Frost, on the lower side of the street, was in a peculiarly exposed situation. Fences were broken down by the ferocity of the current, the woodshed was veered around, the barn was shaken on its foundation, and inevitable destruction seemed imminent. The house was occupied by the female members of Mr. Frost’s family together with Mr. Eugene Frost, Mr. Wells Frost and his mother. They all went to the upper chamber of the house and there made signals of distress from the windows to the assembled multitude on Elliot Street. The rapid current which eddied and whirled around the house on all sides made it next to impossible for a boat to live in the waters. Several attempts were made to reach the house, but without success and these people suffered agonies untold for many minutes, until at last the timbers which had floated between the buildings formed a raft, on which they safely passed to the shore.

The large dam at B. M. Buddington’s gristmill was washed away, and the tannery which stood below was demolished and two thousand hides taken down the stream. Spenser & Douglas’s shop was entirely swept away and the road all along ruined. The bridge near the old woolen factory went down, on which two ladies had stood a moment before, barely escaping with their lives. The swollen stream then swept over Frost meadow reaching Estey & Company’s organ factory, doing no damage to the buildings, but carrying off thousands of feet of lumber and tearing up the road badly. On the south side of the brook, Woodcock & Vinton’s canal for about two hundred rods was torn out and one of the buildings and some paper injured. The flood swept away in a moment, Dwinell’s furniture shop with all its contents, furniture, tools, stock and account books, the Main Street bridge, A. F. Boynton’s shoe shop, office of I. K. Allen, lumber dealer, and Boyd’s fish market. Several men were in the market, among them the proprietor – he felt the building tremble and singing out “Run for your lives,” quickly he followed his flying guests. He sprang out of the door, turned around to look and saw nothing but a mass of water where a second before had stood his place of business. On the other side the planing mill of Smith & Coffin was cleaned out of its machinery, tools, etc.; the machine shop of Ferdinand Tyler was struck by the timbers and a part of the underpinning knocked away, the sawmill near the bridge and the foundry below were swept into the Connecticut with all their contents.

Nearly all of the bridges across the Whetstone Brook were destroyed by the flood, including the one here on Main Street. The first photo shows a large ditch where the bridge had once been, with wreckage strewn across the scene. The flood caused an estimated $300,000 in damage, equivalent to about $5.6 million today, and also killed two people. One of the victims was Adolph Friedrich, a Prussian immigrant sho left behind a wife and five young children. Twelve years earlier, Friedrich had survived the sinking of the treasure ship S.S. Central America, which was lost in a hurricane off the coast of the Carolinas. He had been returning from the gold fields of California, but he lost his fortune in the shipwreck. He eventually made his way to Brattleboro, where he found work at the Estey Organ Company. Friedrich was working there when the flood hit, and was swept downstream on a raft of boards. He was last seen going over the waterfall near the Main Street bridge, and his skeletal remains were later discovered on a riverbank. The other victim of the flood was Kittie Barrett, a 16 year old girl who had been watching debris float by at the tannery. She was killed when the upstream dam broke, and her body was recovered about a quarter mile downstream.

Today, nearly 150 years after this disastrous flood, this scene has remained remarkably unchanged. Some of the old buildings, particularly on the left side of the street, were replaced in the late 19th or early 20th centuries, but overall the area retains a similar scale in both photos. The right side, though, has been well-preserved, and a number of the buildings from the first photo are still there. The most noticeable of these is the Van Doorn Block on the far right, with its large, pedimented gable. Built in 1850, the brick building survived the 1869 flood and still stands, with few noticeable changes over the years. Further up the street, other survivors from the first photo include the Devens, Exchange, and Cutler Blocks, which were built in the early 1840s and form a continuous facade from 85 to 97 Main Street. Even further in the distance, near the center of the scene, are several other mid-19th century buildings that are still standing. Today, all of these buildings form part of the Brattleboro Downtown Historic District, which was added to the National Register of Historic Places in 1983.