Name: Sayville Memorial Weekend Classic Car Show
Start: 2026-05-30T15:00:00.000Z
End: 2026-05-30T20:00:00.000Z
Location: Downtown Sayville

Sayville Main Street classic car show with vintage cars and crowds

Sayville's annual Memorial Weekend classic car show fills downtown Main Street with 150+ pre-1990s cars on Saturday afternoon. Free spectator admission, family-friendly, kid-friendly, and the South Shore village's quintessential summer-kickoff scene. The Sayville Cab Company parks one of its working 1962 Checker cabs at the entrance as the unofficial mascot.

Sayville’s annual classic car show fills three blocks of downtown Main Street with 150+ pre-1990s cars Saturday afternoon. Free spectator entry, family-friendly, and exactly the South Shore village scene that defines Memorial Weekend on Long Island.

Practical:

LIRR Sayville station + 8-minute walk to Main Street
Free spectator admission; vendor registration closes Friday
Main Street closed to vehicle traffic 11 AM - 4 PM
Kid-friendly — sidewalk vendors include face-painting + cotton candy
The Sayville Farmers Market is open the same morning (8 AM - noon) one block over

Pair with: Sayville Farmers Market morning + car show afternoon + dinner at one of the village restaurants (Cull House, Casa Luis, or the Sayville Restaurant Group spots).

Other Festivals events

Crowds along Main Street in Northport during the Fall Festival, with autumn foliage and harbor in the background

Northport Fall Festival

Northport Village's signature street festival shuts Main Street down for a full Saturday of food trucks, live music on the harborfront stage, kids' rides, and 100+ local vendors. Park on Bay Avenue by 10:30 AM — the main lot fills by 11. The food vendor lineup at the village green is the highlight; line up by noon for the first wave before the lunch rush.

When: Sat, Sep 26 · 11:00 AM
Where: Northport Village, Northport

Downtown Patchogue Main Street packed with people for Alive After Five, with a band performing on a corner stage

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When: Fri, Jun 5 · 5:00 PM
Where: Downtown Patchogue (Main Street), Patchogue

Oyster Bay harbor at fall festival with crowds and tall ship

Oyster Bay Oyster Festival — 200K Visitors, One Weekend

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When: Sat, Oct 17 · 11:00 AM
Where: Theodore Roosevelt Memorial Park, Oyster Bay