Long Island's South Shore, curated weekly
This weekend in Bay Shore (October 2 to 4): Great South Bay Brewery Art + Ale Oktoberfest (Saturday 12:00PM); Village of Brightwaters Community Block Party at Brightwaters Village Square (Sunday 12:00PM); Beginnings: A Celebration of the Music of Chicago at Boulton Center for the Performing Arts (Friday 8:00PM), plus 3 more picks below.
Events for the weekend of October 2 to 4, 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 Bay Shore this weekend.
This Weekend's Top Picks in Bay Shore: Great South Bay Brewery Art + Ale Oktoberfest (Saturday 12:00PM).
Bay Shore's brewery turns the first weekend of October into its Oktoberfest: a Friday-night kickoff with The Warped Tour Band, then a Saturday afternoon (12 to 6) with the Great South Bay Brass Quintet, vendors, a stein-holding contest and an Oktoberfest menu at 25 Drexel Drive. Saturday is open to all with an RSVP encouraged; Friday night is its own show.
For Families in Bay Shore this weekend: Village of Brightwaters Community Block Party at Brightwaters Village Square (Sunday 12:00PM).
| The village and the Brightwaters Business Association throw a block party with live music, food and family activities from noon to 4. Outdoors; no rain plan posted.
Date Night & Nightlife in Bay Shore this weekend: Beginnings: A Celebration of the Music of Chicago at Boulton Center for the Performing Arts (Friday 8:00PM).
Chicago's horn-driven catalog on the Boulton stage for a Friday night out.
Around the Community in Bay Shore this weekend: Stop The Clock On Hunger Fundraiser at Bay Shore.
The Chamber of Commerce of Greater Bay Shore raises support against local hunger on Sunday, October 4, 5 to 8 PM.
Also Happening This Weekend in Bay Shore: SouthBound Returns to Bay Shore at Greater Bay Shore Chamber of Commerce (Saturday 5:00PM); The Famous Doctor Scanlon Band Album Release: From Dublin To Duluth at Boulton Center for the Performing Arts (Saturday 8:00PM).
The chamber brings SouthBound back to Bay Shore, 5 to 8; the listing names no location yet.
Album-release night at the Boulton.
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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