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Curbed Cup Finals: (6) Southampton vs. (9) Amagansett

In the final round, our remaining two battle it out

By Grace Cassidy
Southampton village Main Street, Stephen Talkhouse
James Kirkikis / Shutterstock.com, Google Maps

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!

Southampton (6)

After beating out Shelter Island and Sagaponack in the first two rounds of this year’s Curbed Cup competition, Southampton made it to the final round with a tight margin up against Springs in the Final Four, taking home just over 53 percent of the total votes.

As one of the most iconic towns on the East End, with one of the busiest villages and some of the most popular shops and restaurants, Southampton represents the quintessential Hamptons. With a bustling business district, ocean beaches, and incredible—not to mention, historic—real estate, Southampton might just have everything that you could ask for in a Hamptons town. Its downfall against Amagansett, however, is that while it definitely has its quiet neighborhoods and private streets, many come out to the Hamptons to escape the hustle and bustle, which Amagansett delivers.

Amagansett (9)

Our underdog of the year has bypassed two tough competitors in the first two rounds (Hampton Bays and Sag Harbor, respectively), and earlier this week, they came out on top of East Hampton.

The oceanside beach town that sits between East Hampton and Napeague may be small, but they’ve sure got a good thing going for them this year. Amagansett has always been a favorite beach escape for celebrities and those looking for some peace and quiet with its chill and relaxed vibe. Though, Amagansett’s downfall has always been that it lacks a central village with shops and restaurants—although it does have a few places to go along Montauk Highway. This year, its beach getaway quality seemed to have been what gave it its edge in the competition.

Since it’s the final round, we’re keeping the polls open a little longer than the 24-hour usual, so readers can cast their vote up until 10 a.m. EST on Tuesday, January 2. Who will win the Curbed Cup? That’s up to our readers to decide. Vote!