Long Island family festivals + street fairs
The community festivals that draw 8,000+ Long Islanders on a Friday or Saturday — Patchogue Alive After Five, Oyster Festival, Northport Fall Festival, Sayville classic car shows. All free, all family-friendly.
12 matching events
Editor's Pick Montauk Point Lighthouse — Summer Tours Open
Montauk Point Lighthouse (1796, second-oldest in NY State) opens its summer climbing season Memorial Weekend. Tickets $12 adults, $4 kids 6-15, under-6 free. The 110-foot climb to the top is one of LI's signature summer experiences — and the State Park around the lighthouse has the most-dramatic LI scenery.
- When
- Where
- Montauk Point Lighthouse, Montauk
- Price
- TBD
Editor's Pick Old Westbury Gardens — Summer Open Season
Old Westbury Gardens is one of Long Island's most underappreciated cultural treasures — a 200-acre English landscape estate with formal gardens, the Phipps mansion, and weekly summer concerts on the West Pond. Family-friendly, golden-hour-perfect, and the kind of LI experience that makes out-of-state visitors reconsider Long Island.
- When
- Where
- Old Westbury Gardens, Old Westbury
- Price
- TBD
Editor's Pick Long Beach Boardwalk Concert Series — Memorial Weekend Kickoff
Long Beach's 2026 summer Thursday-night boardwalk concert series opens Memorial Weekend with a free concert at the National Boulevard bandshell. The 2.2-mile boardwalk is at its summer-evening best — sunset over the Atlantic, free LIRR-accessible parking-not-required, and the West End bar strip 4 blocks back for post-show drinks.
- When
- Where
- Long Beach Boardwalk — National Bandshell, Long Beach
Editor's Pick Pop Con
The Patchogue-Medford Library turns into a mini comic-con with local artist vendors, cosplay contests, and panel discussions. It's free, which means you can save your cash for the artist alley instead of admission. Parking can get tight on East Main, so give yourself extra time or walk from the village lots.
- When
- Where
- Patchogue-Medford Library, Patchogue
Sayville Memorial Weekend Classic Car Show
Sayville Village's annual Memorial Saturday classic car show fills downtown Main Street with 150+ pre-1990s cars — muscle cars, woodies, hot rods, classic Mustangs, vintage Cadillacs, a working 1962 Checker cab from the Sayville Cab Company that's been doing the show since 1958. Free admission, family-friendly, walkable from the LIRR Sayville stop, and the unofficial South Shore summer-kickoff scene that locals plan their Memorial Weekend Saturdays around.
- When
- Where
- Downtown Sayville, Sayville
LI Pride Lions' 5th Annual TEA DANCE: Hawaii Five-0h No She Better Don't!
The LI Pride Lions bring their annual tea dance back to Pine Grove Inn with a Hawaiian theme that's as extra as it sounds. Now in its fifth year, this afternoon party kicks off at 2pm in East Patchogue. Street parking fills up fast on weekends, so get there early or consider carpooling.
- When
- Where
- Pine Grove Inn, East Patchogue
- Price
- TBD
Tanger Outlets Deer Park — Summer Kickoff Weekend
Memorial Day weekend extended hours, food trucks at the central plaza, kids' bounce houses at the south end Saturday + Sunday 11-3, and the season's first sidewalk sale across most stores. Free entry, free parking. Skip the south lot — north lot is closer to where the food trucks set up.
- When
- Where
- Tanger Outlets Deer Park, Deer Park
Cornelius Eady: Masterclass and Reading
Cornelius Eady, the 2026 poet-in-residence at Walt Whitman Birthplace, teaches a masterclass before reading his own work. The session happens at the historic site in Huntington Station, where parking is available on-site. Eady's poetry collections include Brutal Imagination and Hardheaded Weather—this is a rare chance to workshop with a National Book Award finalist.
- When
- Where
- Walt Whitman Birthplace State Historic Site and Interpretive Center, Huntington Station
- Price
- TBD
Heckscher Museum Spring Open House
Free admission to the permanent collection plus a curator-led tour of the spring exhibition. The Hudson River School room is the highlight — most visitors blow past it for the contemporary wing. Free parking, family-friendly, indoor. A solid rainy-Sunday option.
- When
- Where
- Heckscher Museum of Art, Huntington
Long Island Children's Museum — Toddler Tuesday
Weekly Tuesday morning program for ages 18 months to 3 years. Toddler-pace activities, music circle 10:30, free play in the toddler-only space until noon. Included with general admission. The 9:30 opening slot is the quietest; the museum starts to fill by 11.
- When
- Where
- Long Island Children's Museum, Garden City
- Price
- TBD
Sayville Farmers Market — Saturday Mornings
Best South Shore farmers market. 30+ local farms + bakers, free parking, 8 AM start. Get there by 9 to beat the after-yoga crowd. Coffee at Common Ground first, market browse 9-11, breakfast sandwich from the market itself.
- When
- Where
- Downtown Sayville, Sayville
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
- Where
- Downtown Patchogue (Main Street), Patchogue
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