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Boston by Night Top 5 Countdown

Pablo Larraín’s Oscar-nominated film “Jackie” starring Natalie Portman took a fresh look at the familiar JFK story. It inspires us to compose a quick Boston Top 5 List with some cool reminders about a town that many of us know and love. Boston is 2 or 3 hours by car from anywhere in Connecticut (and even faster by train) but it’s a world away. Our list accentuates nightlife, but you can do most of these during the day, too. While purists may disagree with our choices, have no doubt: these Beantown amusements are wicked pissah.

  1. Sacco’s Bowl Haven, Somerville, MA. Invented in the 1880s in nearby Worcester, Massachusetts, Candlepin bowling is a very Boston thing to do. It’s pretty much like regular bowling—except the balls are much smaller, making them easier to, um, handle. Located inside Sacco’s is The Flatbread Company, a casual upscale pizza kitchen with a fun atmosphere. Great spot for a beer (or even a date).
  1. Boston Harbor Odyssey CruisesBoston Seaport. This three-hour dinner cruise on Boston Harbor is one of the most scenic anywhere. You enjoy a multi-course plated meal with tableside service, and “the most breathtaking views of the Boston skyline and waterfront landmarks, including Zakim Bunker Hill Memorial Bridge, Boston’s Seaport District and the historic USS Constitution warship,” according to Odyssey’s PR. The actual cruise is a lot less formulaic—especially when drinks start flowing and the sun sets. It’s a magical evening on the water amid New England’s most electrifying cityscape. There’s also live music, an onboard DJ, and the decks of the sleek Odyssey are climate-controlled to cruise all year in almost any weather.
  1. Boston Symphony Orchestra, Symphony Hall, Boston. Home of the beloved Boston Pops and cousin to Tanglewood, that legendary concert venue in the Berkshires. For a black-tie event extraordinaire, take in any of their upcoming evenings in 2017—from a birthday celebration for incomparable composer John Williams conducted by Keith Lockhart, to Cirque de la Symphonie taking the stage with the Pops. It’s unforgettable.
  1. Scullers Jazz Club, Doubletree Hotel Boston-Cambridge, MA. The best spot in greater Boston to find the jazz muse is Scullers, which has hosted everyone: Harry Connick Jr., David Sanborn, Michael Buble, Arturo Sandoval, Tony Bennett, Wynton Marsalis, Dave Koz—the list goes on.
  1. Frog Pond, Boston Common. At the center of the nation’s oldest public park is the heart of the City of Boston itself…pastoral Frog Pond. In winter, it is an urban skater’s paradise, known to elicit proposals of marriage. In summer Frog Pond is the picture of Boston quietude, while in fall the pond reflects colors in riotous patterns. It is must-see city nature, especially in winter when it’s all lit up at night and a magical snow begins to blanket everything.
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