Curbed Cup Elite Eight: (1) Sag Harbor vs. (9) Amagansett

Curbed Cup, the annual virtual award for the best neighborhood of the year, is officially kicking off! This week, we’ll be calling for readers to cast their votes. Each poll will only be open for 24 hours, so make sure to get your vote in!

Sag Harbor (1)

The 2016 Curbed Cup winner already championed past our 16th seed, Montauk, in the first round of this year’s competition. Now it’s going up against Amagansett, who made it past the first round last year but got defeated in the second round by Westhampton.

Compared to Amagansett, Sag Harbor is on the bayside of the South Fork, meaning it has bay beaches rather than ocean beaches, but it has a village with shops and activities that are open year-round—which is something that Amagansett lacks.

Amagansett (9)

Last year, Sag Harbor defeated Hampton Bays in the final round, giving our first seed and its second round competitor, Amagansett, something in common. Amagansett just beat Hampton Bays in the first round, providing this year’s Curbed Cup with the greatest upset so far.

The small town of Amagansett, wedged between East Hampton and Napeague, is known for its ocean beaches. It’s much quieter than many other Hamptons neighborhoods, with little to no main town or gathering spaces. But for some, the quiet and remoteness is what draws them to the area.

So who will advance? The hoppin’ Sag Harbor, with a village, shops, activities, and bay beaches? Or Amagansett, the ocean-lover’s private retreat? Remember: All polls are only open for 24 hours, so make sure to cast your vote!

• Curbed Cup 1st round: (1) Sag Harbor vs. (16) Montauk [Curbed Hamptons]
• Curbed Cup 1st Round: (8) Hampton Bays vs. (9) Amagansett [Curbed Hamptons]
• Curbed Cup 1st round results! Amagansett beats Hampton Bays [Curbed Hamptons]