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Jones Beach Summer Concert Series — Opening Night

Jones Beach Theater kicks off the 2026 summer concert season with a headliner under the stars. Park at the West End lot by 6:30 PM — the main lot fills fast on opening night. The amphitheater holds 15,000 and the back lawn is the locals' move: cheaper, breezier, you can still hear everything. Bring a sweater; ocean wind off the Atlantic comes in cool after sundown.

When: Mon, Jun 15 · 7:30 PM
Where: Northwell Health at Jones Beach Theater, Wantagh
Price: TBD

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Jones Beach Theater at sunset with concert lights and crowd

Editor's Pick

Live Music

Billy Joel at Jones Beach Theater — Hometown Show

Billy Joel's annual Jones Beach Theater hometown show — the Long Island summer ritual since the early 1990s. Cold Spring Harbor's most famous son returns to the 15,000-seat amphitheater on the Atlantic. Best Long Island concert experience of the year for any LI native.

When: Sat, Jul 25 · 8:00 PM
Where: Northwell Health at Jones Beach Theater, Wantagh
Price: TBD

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

Editor's Pick

Festivals Free

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

Festivals Free

Patchogue Alive After Five — Opening Night

Downtown Patchogue's summer Friday-night street festival kicks off. Main Street shuts down 5-10 PM for live music on four stages, food from every restaurant on the strip, beer gardens at three corners, and family activities at Roe Park. The Patchogue Theatre stage is the main draw — get there by 7 PM for a good spot.

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

Bay Street Theater facade on Long Wharf Sag Harbor with summer evening light

Editor's Pick

Arts

Bay Street Theater — Summer Mainstage Opening Night

Sag Harbor's beloved 299-seat regional theater opens its 2026 summer mainstage season. Premiere-night audience, celebrity sightings, real theatrical ambition. Plan dinner at Tutto Il Giorno or American Hotel — both walkable, both reserve weeks ahead in July.

When: Sat, Jul 18 · 8:00 PM
Where: Bay Street Theater, Sag Harbor
Price: TBD

Oyster Bay harbor at fall festival with crowds and tall ship

Editor's Pick

Festivals Free

Oyster Bay Oyster Festival — 200K Visitors, One Weekend

The Oyster Festival is Long Island's largest annual event — 200,000+ visitors over a single October weekend in Oyster Bay's Theodore Roosevelt Memorial Park. Working oyster harbor showcase, food + craft + live music, tall ship in the harbor. Free admission. Pack patience for the traffic, but it's the LI event of the year.

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

Rows of grapevines at a North Fork vineyard with the late-afternoon sun catching the leaves

Food & Drink

North Fork Wine Trail — Saturday Tasting Hours

20+ North Fork vineyards open for tasting Saturday 11 AM – 6 PM. We'd start at Macari (best Cab Franc on the island), grab lunch at Lenz's outdoor garden, swing through Bedell, end at Pellegrini for sunset. Designated driver, ride share, or the Wine Tour Bus — please don't drive yourself between tastings.

When: Sun, Jun 7 · 11:00 AM
Where: North Fork Wine Trail (20+ vineyards), Cutchogue
Price: TBD

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Editor's Pick

Festivals Free

Northport Fall Festival

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

Festivals Free

Patchogue Alive After Five — Opening Night

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

Editor's Pick

Festivals Free

Oyster Bay Oyster Festival — 200K Visitors, One Weekend

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

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This Weekend on Long Island

The weekend digest, handpicked by The Editors. Top 10 events, free picks, weather-aware rain backups, and the one thing you should make time for.