Long Island's South Shore, curated weekly
This weekend in Sayville (October 22 to 24): 46th Annual Town of Islip Apple Festival at Islip Grange (Saturday 10:00AM); 3rd Annual Shucktoberfest at The Cull House (Saturday 4:00PM); Sayville Falls Fall Concert Series: Lonna & Dave at Sayville Falls Beer Garden (Friday 5:30PM), plus 2 more picks below.
Events for the weekend of October 22 to 24, 2026
Every week we read through everything happening across the South Shore and keep only what is actually worth your time. Here is what is on in Sayville this weekend.
This Weekend's Top Picks in Sayville: 46th Annual Town of Islip Apple Festival at Islip Grange (Saturday 10:00AM).
The Town of Islip's fall festival, 10 to 4:30: craft vendors, Family Fun Zone with amusement rides, pony rides and petting zoo, festival food and apple desserts, live music all day, the Scarecrow Contest and the Apple Culinary Contest. Free entry and a free shuttle from the Sayville train station. Outdoor; rain date Sunday, October 25.
Date Night & Nightlife in Sayville this weekend: 3rd Annual Shucktoberfest at The Cull House (Saturday 4:00PM).
The Cull House's fall oyster party, 4 to 9, with live music and a buffet from 5. Tickets are sold in advance in tiers (beer and wine, oysters, buffet, or all in); the first two years sold out.
Free & Affordable in Sayville this weekend: Sayville Falls Fall Concert Series: Lonna & Dave at Sayville Falls Beer Garden (Friday 5:30PM); Country Night with Visco & McNeill & Friends Band at Loughlin Vineyard (Friday 4:00PM).
Live music in the beer garden, 5:30 to 8:30, the closing weekend of the fall series. Outdoor; no rain plan posted yet. Acts: Lonna & Dave (Friday, October 23, 5:30 PM); Danny Casey (Saturday, October 24, 5:30 PM).
Visco & McNeill & Friends Band play 4 to 7 with Crossroadsque barbecue; line dancing welcome. Acts: Country Night with Visco & McNeill & Friends Band (Friday, October 23, 4:00 PM); Saturday Sounds with Chris Devine (Saturday, October 24, 2:00 PM); Sunday Pizza with Xondra Music (Sunday, October 25, 1:00 PM).
Also Happening This Weekend in Sayville: Lydia von Hof at The Cull House (Thursday 5:00PM).
Resting: The Cull House ran in Free & Affordable three issues running (10/1, 10/8, 10/15); the venue is in Date Night with Shucktoberfest.
This is the short version. The full South Shore Digest, with the five things actually worth your weekend and a first-person take on a local spot we visited that week, lands in your inbox every Thursday. It is free, and it is the easiest way to never miss a good night out on the South Shore.
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