Bohemia Historical Society
A Playground for the Powerful
The South Side Sportsmen’s Club of Long Island, 1866–1973

Few buildings on Long Island carry as much quiet history as the rambling Shingle Style clubhouse that stands today inside the Connetquot River State Park Preserve in Oakdale. Visitors who tour it now wander through what was once one of the most exclusive private retreats in nineteenth-century America — a place where presidents, financiers, and railroad barons came to fish for trout, hunt deer, and escape the pressures of New York City. Before it was a park, it was a playground for the powerful.
But the club was only one chapter. The same four miles of river had already been an indigenous homeland, a colonial plantation, a working grist mill, and a legendary roadside tavern. What follows is the longer story of a single stretch of Long Island water — and of how it passed, over three centuries, from a commons to a private preserve and back to the public again.
Before the Patents
The Secatogue and the Dark Colored Land
Long before anyone cast a fly on the Connetquot, the river ran through the homeland of the Secatogue, an Algonquian-speaking people whose territory stretched along Long Island’s south shore from present-day Babylon east to Brookhaven. The name is generally translated as “the black or dark colored land” — a plain description of the rich, dark marsh soils that edge the Great South Bay.
Secatogue settlements were built around the bay and its tidal creeks. Shellfish were both food and industry: by the 1620s, wampum worked from local whelk and quahog shells had become a currency of the fur trade, and the beaches of the south shore were among its most productive sources. Three village names survive close to our story — Secatogue at present-day West Islip, Penataquit at Bay Shore, and Connetquot at Oakdale, the village of the sachem Winnequaheagh, standing on the very ground where the clubhouse would later rise.
How deep that occupation ran was made vivid in 1960, when excavation for a model airplane strip at the Oak Neck site on Beach Drive in West Islip uncovered eleven sets of human remains estimated at 800 to 1,200 years old. Archaeologists from the American Museum of Natural History recovered stone hammers, arrowheads, broken pottery, debris from wigwam dwellings, and caches of wampum alongside them.
Dispossession came quickly and by several routes at once: epidemic disease, colonial courts, and the collapse of wider indigenous alliances after the Pequot War of the 1630s, which cut Long Island’s nations off from their mainland partners and opened a scramble for their land. In 1683, William Nicoll began purchasing enormous tracts from Winnequaheagh; in 1687 the sachem also sold him five islands in the Great South Bay, among them the island later known as Hollins Island. Town of Islip manumission records show Native people held in bondage by prominent local families and leased out as laborers. By 1792, what remained of tribal land had been placed under a colonial trustee system, and Secatogue autonomy in the Connetquot watershed was finished.
1684–1878
Islip Grange and the Mill on the River
William Nicoll — an English aristocrat and the son of New York City mayor Matthias Nicoll — secured his first royal patent in 1684, followed by further grants in 1688 and 1697 from the colonial governors Thomas Dongan and Benjamin Fletcher. He named the plantation “Islip Grange” after the family’s ancestral village of Islip in Northamptonshire, England, which his father had left in 1664. At better than 50,000 acres, it was the largest manorial estate on Long Island.
The Nicolls held the territory for the better part of two centuries, and they put the river to work. Around 1750 they built a wheat and corn grist mill on the Connetquot, along what was then the Old Montauk Highway. Fed by an underground water system, the mill served farmers across the region and became a hub of colonial commerce — enough of a local landmark that George Washington stopped to see it during his tour of Long Island in 1790.
The mill ground grain until 1878. By then hydro-milling on Long Island had been overtaken by steam and rail, and the building found a second life of a very different kind: the sportsmen who by that point owned the land kept it standing not as a machine but as scenery — a picturesque rustic anchor at the center of their private landscape. It was the first hint of the pattern that would define the property for the next hundred years, in which working land was preserved by being converted into a view.
1820–1866
Obe Snedecor’s: The Most Famous Tavern on the South Shore
An estate the size of Islip Grange could afford to monetize its edges. In 1820, the Nicolls leased a portion of their land along the South Country Road — today’s Sunrise Highway corridor — to a local entrepreneur named Eliphalet “Liff” Snedecor. A man named Jackson had already run a rough inn and managed the adjoining mill there, but it was under Snedecor, and later his son Obadiah, that the place became famous. “Obe Snedecor’s,” as everyone called it, grew into the most celebrated stagecoach stop on the south shore.

Getting there was no small undertaking. In the 1820s and 1830s a New Yorker bound for the “wilds of Islip” took a ferry to Brooklyn, crossed the Hempstead Plains, and then ground his way east down a dusty South Country Road, stopping at every roadhouse and trout pond along the route. What waited at the end justified the trip: wild brook trout in the Connetquot, deer in the pine barrens behind it, and a table that had no business being that good so far from the city.
Liff’s food is as good as his creek… and the two are only second to his mint juleps and champagne punch.
A visiting magazine writer, 1839
The best surviving portrait of the tavern is an account titled “Three Days at Lif Sneidecker’s,” published in the New York Mirror in late 1837 by a writer signing himself “I.V.W.” He describes a fall deer-hunting party guided by a Native man named John Murray, and a lodging that was half rough hunting camp and half bachelor’s sanctum — deerskin rugs on the floor, imported Cuban cigars and vintage champagne on the table. The tavern generated its own folklore, too, including the durable local legend of Alonzo Delmonico, said to have died of a rattlesnake bite on the property after ignoring old Liff’s warnings.
The fishing was the real draw, and it was extraordinary in a way that is now hard to picture. Before industrial and agricultural pollution degraded them, Long Island’s south-shore rivers supported anadromous “salter” brook trout, which fed in the salt bay and ran up into fresh water to spawn — and grew enormous doing it. The most famous tale belongs to nearby Carman’s millpond, where, according to lore of the 1820s, the statesman Daniel Webster fought a twenty-minute battle on a fifteen-foot hickory rod he called “Old Killall” and landed a 14.5-pound brook trout. The fish was weighed on the gristmill scales, packed in ice and sawdust, and shipped to Delmonico’s in Manhattan, where Webster and his friends ate it. Historians still argue over whether Webster or the miller Samuel Carman actually landed it. Nobody argues about the underlying point: these were world-class waters.
1866–1908
The Regulars Buy the River
By the middle of the century the tavern’s regulars could see what was coming. New York was expanding, the Long Island Rail Road was pushing east, and the quiet water they had come to think of as theirs was about to become accessible to everybody. When the Snedecor property came up for sale after the Civil War, a syndicate of these New York businessmen simply bought it. On April 6, 1866, they incorporated “The South Side Sportsmen’s Club of Long Island.”
This club is established for the protection of game birds and fish and for the promotion of social intercourse among its members.
Article One, club constitution, 1866
Those two clauses — protection and social intercourse — carried more weight than they appear to. They mark a real shift in how Americans thought about land. The Connetquot was no longer a resource to be harvested, as it had been for the Secatogue and the Nicolls, but a curated commodity: something to be legally protected by the elite precisely so that it could be exclusively enjoyed by the elite.
The club grew fast. By 1908 it owned 2,324 acres outright and leased another 1,147 from the Breeze family, giving it dominion over roughly 3,473 acres and four miles of the Connetquot, from the headwaters down to the Great South Bay. Convenience was no afterthought: the Long Island Rail Road maintained a private flag stop called “Clubhouse” between Great River and Oakdale, so that members could be delivered from Manhattan to the front door without ever mixing with the traveling public.
The Members
Presidents, Generals, and Gilded Age Magnates
The membership rolls and guest registers read like a directory of nineteenth-century American power. Membership was capped at one hundred, and by 1907 that hundred included William K. Vanderbilt, William Bayard Cutting, H. B. Hollins, Frederic Rhinelander, Daniel Fearing, George Slade, John Cochrane, and Alfred Wagstaff Jr. Vanderbilts, Belmonts, Cuttings, Whitneys, Carnegies, and Tiffanys all spent time on the property.

Some treated it as a second home. H. B. Hollins, a financier and close partner of J.P. Morgan, kept a permanent suite through the sporting seasons, with his monogram and the club’s initials — SSSC — on everything down to the bed linens. The club also worked as a machine for philanthropy and influence: member George W. Perkins used connections formed in these rooms to secure Morgan money to buy and preserve the Palisades along the Hudson, the act that led to the Palisades Interstate Park Commission.
More remarkable still was the procession of presidential guests. According to historical records compiled by the Friends of Connetquot, U.S. presidents Martin Van Buren, Ulysses S. Grant, Chester A. Arthur, Grover Cleveland, Theodore Roosevelt, and Herbert Hoover all fished or hunted here, as did Civil War general William Tecumseh Sherman. Van Buren, who died in 1862, would have known the place in its tavern years; Cleveland, an avid angler, worked the Connetquot’s trout water repeatedly. In the twentieth century the club’s reputation as a discreet sanctuary continued to attract notable visitors, reportedly including the German statesman Willy Brandt, later Chancellor of West Germany and Nobel Peace laureate.
This was the unwritten purpose of the place: a private, almost feudal calm where the country’s most powerful men could fish a chalkstream, share a brandy, and quietly compare notes far from reporters and rivals.
The Architect · 1886
Bradford Lee Gilbert and the Clubhouse We See Today
The original 1820 tavern still forms the heart of the Main House, but the building’s distinctive appearance — its Shingle Style massing, generous gables, deep overhangs, and rambling wings — is largely the work of Bradford Lee Gilbert (1853–1911), the New York architect the club retained to remodel and expand its quarters in 1886. Gilbert was a natural choice: many of the club’s most prominent members were railroad executives, and Gilbert had built his early career designing for the railroads.

A native of Watertown, New York, Gilbert trained in the office of J. Cleveland Cady and was appointed official architect of the New York, Lake Erie & Western Railroad at the remarkable age of just twenty-three. Over his career he designed stations for at least twenty-five railroads across the United States, Canada, and Mexico, among them three on Long Island that remain standing or remembered: the Oyster Bay station (1889), famously associated with Theodore Roosevelt and listed on the National Register of Historic Places; the Southampton station, distinguished alongside Oyster Bay by its unusual oyster-shell stucco; and the Bayport station (1903) on the Montauk Branch. He also remodeled the original Grand Central Depot in 1898.
But Gilbert’s most consequential building was neither a station nor a clubhouse. In 1889, on a sliver of land at 50 Broadway in Lower Manhattan, he completed the Tower Building — an eleven-story office structure whose iron-and-steel skeleton, adapted from railroad-bridge engineering, is widely considered the first skyscraper in New York City and the first steel-frame building in the East. Skeptics at the time predicted it would topple in the first stiff wind. It stood for twenty-five years before being demolished in 1914 to make way for a taller successor — by which time Gilbert’s structural innovation had already transformed the New York skyline.
Beyond the Tower Building, Gilbert designed Atlanta’s Cotton States and International Exposition (1895), the original Flatiron Building in Atlanta, churches, firehouses, and the Illinois Central Station in Chicago (1892–93). At Oakdale he set all that structural bravado aside. The Shingle Style he chose — asymmetrical wings, unpainted shingles left to weather into the landscape — was exactly the idiom for men who wanted their brand-new money to look like old country tradition. His method was bold and careful at once: he cut the original 1820 tavern in half and inserted a taller central section between the pieces, vastly enlarging the building while leaving its historic core intact. Not structural invention this time, but the sensitive expansion of a humble roadhouse into a sprawling Gilded Age retreat — and in this gentler discipline his hand was just as sure.
Inside the House
Billiard Rooms, Ice Houses, and the Machinery of Leisure
Inside, the clubhouse was organized along strict Victorian lines — divided by gender and by sporting function. There was a Ladies’ Sitting Room and, added in 1889, a separate Ladies’ Dining Room. Liff Snedecor’s old barroom survived, absorbed into an emphatically masculine Billiard Room where Andrew Carnegie and William K. Vanderbilt passed evenings. It held a Ben Franklin stove salvaged from the Astor House in Manhattan and a wall of small customized lockers where members kept their own reserves of liquor under their own keys.
Behind the sociability sat a surprising amount of infrastructure. A cavernous locker room — where men like the railroad executive S. K. Farrington kept bespoke rods and guns — opened into a dedicated fish preparation room, fitted with an operable skylight for ventilation, a genuine luxury in the 1880s, and a half-wall that kept the tidy club world cleanly separated from the business of butchery. Staff cleaned trout and dressed game here, packed it in ice, and readied it for the members’ journey back to Manhattan.
The ice itself came from an on-site ice house built before electricity reached the property, insulated heavily enough to hold sub-freezing temperatures through a Long Island summer. Ice was stacked in deep layers and worked downward from the highest door — a reminder of how much labor was required to sustain urban comfort in a wilderness setting. And even within this rarefied company, stratification found a way: in 1899, twenty-three members pooled their money to build a separate structure known as “the New Annex,” securing private quarters for themselves and their families away from the social pressures of the main house.
The Culture of the Chase
The Stands, the Brush, and the Champagne Fine
Deer hunting in the Connetquot watershed was pursued two ways, and the difference between them was a matter of status as much as technique. “The stands” meant guarding the river: hunters were assigned crossings by lot and waited while hounds and drivers pushed deer toward them. It was the method given to strangers, older gentlemen, and inexperienced visitors from the city. “The brush” meant riding — mounting sure-footed horses and following keen-scented English foxhounds through the pine barrens at speed.
The sporting author known as “Frank Forester” had opinions about this. In his 1849 Field Sports of the United States he dismissed the stands as “lugubriously dull,” mocking the participants as Broadway dandies who wanted the prestige of the hunt without the hunt — and compared the whole business unfavorably to the mock “Epping Hunts” staged by London’s cockneys. Riding the brush, in his view, was the only real sport on offer.
The deer earned that respect. Long Island animals were noted for their evasions: jumping off at sharp tangents to break a trail, backing their tracks by retracing their own footprints before leaping far to one side, and running deliberately through herds of cattle or sheep to drown their scent in others. They read the wind, too, often running hard into a north breeze before abruptly reversing. A shot, when it came, was frequently fired blind into thick brush from the back of a moving horse.
Order was kept by ritual. A member who smoked a cigar on his stand — the scent could turn a deer back — or fired an unwise shot at passing small game, or simply missed a clear one, paid the “Champagne Fine”: a dozen bottles for that evening’s dinner table. And the venison was not shared out equally. At the end of the day the meat was sold at an auction among the hunters, which had the tidy effect of ensuring that the spoils went home with the wealthiest men present.
1890 · Conservation
The Hatchery and a Useful Paradox
The woods supplied the adrenaline, but the soul of the club was the river. Its members understood early that a hundred determined anglers could strip a wild brook trout population in a season. Their solution, built in 1890 about a mile upstream from the clubhouse, was a state-of-the-art trout hatchery.
It changed the river permanently. The club supplemented the native brook trout (Salvelinus fontinalis) with heavy stockings of introduced brown and rainbow trout, converting a volatile wild fishery into a predictable, managed one. The hatchery still operates under the state today, raising and distributing up to 600,000 trout a year across New York waters — a working legacy of a decision made to guarantee good sport for a hundred wealthy men.
The club’s influence reached well past its own fence line. Because unregulated market hunting, timber cutting, and agricultural runoff threatened what they had bought, its patrons spent their considerable political capital pressing Albany for strict game-protection laws. Those efforts fed a national current. Club members moved in the same circles and shared the same convictions as Theodore Roosevelt and George Bird Grinnell, whose Boone and Crockett Club was founded in 1887; the ideas circulating in rooms like these underwrote the early anti-poaching statutes, the Lacey Act, the Migratory Bird Treaty Act, and the legal scaffolding of the National Park System. Members were also involved in the founding of Ducks Unlimited in 1937.
Here is the paradox of the Gilded Age sportsman, and it is not a small one: the men who consumed natural resources most aggressively, and who reshaped whole ecosystems to suit their own recreation, became the architects of American environmental law — motivated, at first, by nothing nobler than the wish to keep the wild to themselves.
1963–Today
A New Life as Public Land
The club survived the Great Depression and two world wars, but the social world that sustained it did not. The federal income tax, the long erosion of inherited fortunes, and the post-war suburbanization sweeping across Long Island made a 3,400-acre private playground steadily harder to justify. By the early 1960s the club faced dwindling membership, rising taxes, and enormous pressure from developers. Rather than see the land subdivided, its members went to Albany. In 1963 the club sold its holdings to New York State for $6.2 million, retaining the right to lease the property back as a private club for another decade. That lease expired in August 1973, when the gates opened to the public for the first time in more than a century.

In the same year — July 23, 1973 — the Southside Sportsmens Club District was added to the National Register of Historic Places. In 1978, the New York State Legislature formally designated the property a State Park Preserve, the only such preserve in the state park system. The distinction matters: the designation sharply limits development, binding the land to ecological conservation and passive recreation rather than active park building. Today the 3,473-acre Connetquot River State Park Preserve carries on much of the club’s original conservation mission, protecting the river, its trout fishery, and the rare habitats that drew sportsmen here for more than 150 years.
The clubhouse itself still stands, lovingly maintained — helped considerably by the volunteers and fundraising of the non-profit Friends of Connetquot — its Shingle Style profile barely changed since Bradford Gilbert finished his work in the 1880s. The gift shop occupies what was once Liff Snedecor’s barroom. Upstairs, the bedrooms — including the room kept by H. B. Hollins, whose SSSC monogram appeared on everything down to the bed linens — are preserved much as members left them. The Astor House stove, the monogrammed silver, and the intact locker rooms survive as artifacts of an extinct social class.
The building works for its living now. The main house serves as an environmental education center and an outdoor classroom for BOCES-SCOPE students studying Long Island ecology, and groups such as Trout Unlimited use the old fish prep room for conservation work. The long arc — from indigenous commons, to colonial plantation, to grist mill, to tavern, to private preserve, to public trust — ends, for the moment, with anyone at all free to walk the same halls and cast into the same current.
Three Centuries at a Glance
1683
Nicoll Acquires the Connetquot
William Nicoll begins buying Secatogue land from Sachem Winnequaheagh; royal patents follow in 1684, 1688, and 1697, creating Islip Grange.
c. 1750
A Grist Mill on the River
The Nicolls harness the Connetquot for a wheat and corn mill. George Washington visits the site during his 1790 tour of Long Island.
1820
Snedecor’s Tavern Opens
Eliphalet “Liff” Snedecor leases Nicoll land along the stage road and opens the tavern that becomes a celebrated stagecoach stop.
1866
The Club Is Incorporated
On April 6, regular sportsmen buy the property and found The South Side Sportsmen’s Club of Long Island.
1886
Gilbert Remodels the Clubhouse
Architect Bradford Lee Gilbert cuts the old tavern in half and expands it into the rambling Shingle Style retreat that still stands today.
1890
The Trout Hatchery Is Built
A mile upstream, the club begins raising and stocking trout — turning a wild fishery into a scientifically managed one.
1908
3,473 Acres at Its Peak
The club controls thousands of acres of river, woodland, and meadow, served by its own private LIRR “Clubhouse” stop.
1963
Sold to New York State
Facing rising costs, the club sells its land to the state for $6.2 million while leasing it back for another decade.
1973
Opened to the Public
The lease expires in August and the gates open for the first time in a century; the district joins the National Register on July 23.
1978
Designated a State Park Preserve
New York’s only State Park Preserve, the 3,473-acre Connetquot River preserve carries on the club’s conservation mission.
Research provided by Thomas McMahon. Additional sources include the Friends of Connetquot, the West Islip Historical Society, and New York State Parks.
