CaddieTrail Guide
New York's top golf is one of the most concentrated collections of elite courses in the world — Shinnecock, National Golf Links, and Fishers Island alone would make any state legendary. Bethpage Black is the lone public anchor.
New York's top 20 is one of the most concentrated collections of elite golf in the world — Shinnecock, National Golf Links, and Fishers Island alone would make any state's list legendary. The trail is anchored on Long Island's East End, where the Hamptons and North Fork house nearly half the stops, with Westchester County adding Winged Foot (both courses), Sleepy Hollow, Quaker Ridge, and Hudson National. Bethpage Black is the lone public course, offering one of the most iconic tee sheets in American golf.
#1 on trail
Shinnecock Hills Golf ClubSouthampton, New York
Flynn's 1931 links-style layout on Long Island's exposed Southampton terrain has hosted five U.S. Opens. Unrelenting wind and fescue rough define every round.
#2 on trail
National Golf Links of AmericaSouthampton, New York
C.B. Macdonald's 1911 masterpiece in Southampton defined American golf course design, transplanting classic European hole templates — Alps, Redan, Eden — onto Long Island's natural terrain.
#3 on trail
Fishers Island ClubFishers Island, New York
Seth Raynor's 1926 design occupies a remote Atlantic island accessible only by ferry, blending naturalistic terrain with his signature geometric templates. Ranked among America's finest private courses.
#4 on trail
Winged Foot Golf Club (West Course)Mamaroneck, New York
A.W. Tillinghast's demanding Mamaroneck layout has hosted six U.S. Opens. Narrow fairways, deep rough, and punishing greens define one of America's most respected private tests.
#5 on trail
Friar's HeadRiverhead, New York
Coore & Crenshaw routed this private Long Island layout through rugged sand barrens in 2002, producing naturalistic fairways with minimal artifice. Consistently ranked among the top 20 courses in the U.S.
#6 on trail
Oak Hill Country Club (East Course)Rochester, New York
Donald Ross design in Rochester, NY that has hosted seven major championships. A private test defined by tree-lined fairways, undulating greens, and precision demands throughout.
The eastern tip of Long Island holds the most improbable concentration of great golf in America. Five Top 100 courses within 20 miles of each other, all private, all rooted in the game's earliest history on American soil. This isn't a trail you book — it's one you earn through relationships, patience, and the right last name on a membership list.
#1 on trail
Shinnecock Hills Golf ClubSouthampton, New York
Flynn's 1931 links-style layout on Long Island's exposed Southampton terrain has hosted five U.S. Opens. Unrelenting wind and fescue rough define every round.
#2 on trail
National Golf Links of AmericaSouthampton, New York
C.B. Macdonald's 1911 masterpiece in Southampton defined American golf course design, transplanting classic European hole templates — Alps, Redan, Eden — onto Long Island's natural terrain.
#3 on trail
Friar's HeadRiverhead, New York
Coore & Crenshaw routed this private Long Island layout through rugged sand barrens in 2002, producing naturalistic fairways with minimal artifice. Consistently ranked among the top 20 courses in the U.S.
#4 on trail
Sebonack Golf ClubSouthampton, New York
Rare collaboration between Jack Nicklaus and Tom Doak on Long Island's Peconic Bay. Firm, windswept links-style terrain with direct water exposure on multiple holes.
#5 on trail
Maidstone ClubEast Hampton, New York
Willie Park Jr. design dating to 1894, routed through East Hampton's dunes and marshland. One of America's oldest surviving links-style layouts. Private.
#6 on trail
Southampton Golf ClubSouthampton, New York
Seth Raynor's 1925 design on Long Island's East End features his signature template holes on rolling, tree-lined terrain. Invite-only access makes this a rare play.
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