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Boston is one of America’s most charming cities, yet it’s also been named one of the country’s loneliest. Teeming with intellectuals, athletes, and plenty of singles, it’s hard to understand why. While falling in love with Boston itself is easy, falling in love IN Boston can be tricky.

You have to be on your A game when dating in Boston. Don’t know how? We’re here to help.

Try out new restaurants. Boston is known for lobster, clam chowder, and seafood in general. Dinners in Boston should never be boring. When it comes to dinner dates, even if you find that you don’t care for the company, at least you know you’ll be impressed with the food.

Check out a local brewery. You’re probably already familiar with Sam Adams, but there’s so much more to Boston’s beer scene, and trying out new breweries is a casual yet fun way to get to know someone new. Must-try beers include: Wachusett Blueberry from Wachusett Brewing Co, the Harpoon IPA from Harpoon Brewery, and Black Bay IPA from Beer Works. The original Cheers bar is also located in Boston and is worth paying a visit.

View the fall foliage. It’s hard to think of anything more charming and romantic than New England falls. The air is crisp, the leaves begin to change, and the setting just lends itself to the ideal date. Enjoy it while you can, winters in Boston can be pretty harsh.

Take advantage of the great outdoors. When you’re in New England, fishing, swimming, camping, and hiking are a favorite pastime of locals. Takin in the New England scenery is a surefire way to impress a date.

History buffs, sports fans, and music enthusiasts will always have never-ending options of things to do in this beautiful city.

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