Fall Concerts, Dining, and Community Events Around Jericho

On a Thursday night in September, the parking lot off Brush Hollow Road fills up fast. License plates read Nassau and Suffolk. Couples walk in wearing everything from cocktail dresses to flannel, and by 8 p.m. the rotating stage inside is turning under a full house. Ask most of them where they are and they will say Westbury, though the venue is in Jericho.

The venue, now branded Flagstar at Westbury Music Fair, lies outside the incorporated village of Westbury. This fall's concert calendar gives Jericho residents a full season of national touring acts and nearby dining options to explore.

The Address on the Deed Says Jericho

The building opened in 1956 as the Westbury Music Fair, designed around a circular, rotating stage so every seat in the house gets a clean sightline. Over the decades that stage has hosted Frank Sinatra, Diana Ross, The Who, Bruce Springsteen, Aretha Franklin, George Carlin, Dave Chappelle, Garth Brooks, and Britney Spears. At full capacity it seats 2,800, and it can scale down to a more intimate 1,900 depending on the show.

None of that history changes where the building actually sits. It is a Jericho address, and the venue bears the name Westbury Music Fair.

Thirteen Weeks, A Dozen Headliners

What makes this particular fall worth flagging is the pace. Between mid-September and mid-December, the venue has booked a run of shows that lands roughly once a week:

Twelve shows across roughly thirteen weeks is not a sleepy fall schedule padded with tribute acts. It's country, soul, comedy-adjacent novelty, and legacy pop stacked back to back, which means a Jericho resident with no particular genre loyalty still has a reasonable chance of finding something worth a Friday night without driving far from home. A few miles away in Brookville, the Tilles Center is running its own fall lineup, including Colin Hay on Sept. 17, which only underlines the point: this stretch of the North Shore has real stages, and the closest one to most Jericho addresses isn't the one carrying the town's name.

What That Means for Old Jericho Turnpike

A concert calendar that runs weekly changes the businesses around it, whether or not those businesses market themselves that way.

Tap Room Jericho, at 1 Jericho Turnpike, is a gastropub with 24 beers on tap, a scratch kitchen, and weekend live music and brunch of its own. It was not built as a pre-show restaurant, but its hours and its location on the same corridor make it the default stop for anyone catching an 8 p.m. show and wanting dinner first.

Nearby, Opus Steakhouse at 4 Old Jericho Turnpike operates out of a reimagined North Shore mansion, serving dry-aged steaks and Mediterranean-inspired seafood in a setting built for private events and rehearsal dinners as much as a casual pre-theater meal. And Fanatico Italian Bistro & Bar, elsewhere in Jericho, runs old-world Italian recipes alongside a full bar and catering for parties up to 55, the kind of place that can absorb a group before a show without a reservation made a month out.

None of these three restaurants advertise themselves as "the spot before Westbury Music Fair." They don't have to. Their addresses already do that work. A Jericho resident who wants dinner and a show can do both without leaving their own neighborhood.

The Library Runs Its Own Season

The evening calendar isn't the only one worth knowing. Jericho Public Library, at 1 Merry Lane, holds its own Fall Festival each year, built around family activities rather than ticketed acts. The library keeps some of the longer public hours in the area, open until 9 p.m. four days a week, Monday through Thursday, which makes it as much a daily community anchor as an occasional-event venue.

Between the library's daytime programming and the theater's evening calendar, Jericho residents have a fall season that runs on two separate clocks within the same few square miles, one for families in daylight and one for date nights after dark.

One Zip Code, Two Calendars

Jericho's fall season includes a historic performance hall with a dozen national acts booked through December, a restaurant row for dinner before a show, and the library's own parallel season.

That kind of local texture is exactly what makes a neighborhood worth knowing well, whether you're deciding where to eat on a Tuesday or thinking further down the road about your next move here. If you're weighing what a home in Jericho is worth in today's market, or just curious what your own property could support, Deepak Hemrajani and the Deepak Hemrajani Inc team know this stretch of Old Jericho Turnpike as well as anyone. Unlock Your Free Home Valuation and see where you stand.