Boston Seaport. Who really wants/needs a gondola?

“The only thing you used to come down here for was to buy fish or drugs,” a Boston bartender confides in me as I order a drink at Lookout Rooftop Bar. With a new enclosed space this winter, the rooftop bar at The Envoy Hotel is surprisingly packed even on a frigid day, with festive groups crowding into colorful igloos and snapping selfies with the city's skyline in the background.

Boston Seaport is unrecognizable from just a few short years ago. The Envoy Hotel set the tone when it opened in 2015, a cornerstone for the retail, dining and residences that have sprouted up in the past few years. The 33-acre Boston Seaport District spans 20 city blocks and is the largest development in Boston, and biggest project to date for Chestnut Hill-based WS Development. New skyscrapers lining Seaport Boulevard were all built on former parking lots, which were full during the weekdays with people commuting to work in the Financial District across the bridge, but desolate on weekends. 

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Kevin Woo