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The Perfect 4-Day Summer Weekend in Boston as Someone Who Lived There

After living in Boston, this city will always feel like home. Boston is one of the most beautiful, walkable, and surprisingly clean cities in the U.S., and in the summer, it truly comes alive. From strolling the historic Freedom Trail and dining in the North End to sunset views along the Seaport and catching a game at Fenway Park, this 4-day Boston summer itinerary blends history, waterfront charm, iconic neighborhoods, and unforgettable food.

Whether you’re planning a long weekend in Boston, a summer getaway in New England, or a stop along the East Coast via Amtrak, this guide covers exactly where to stay, what to eat, and the must-see attractions that make Boston the perfect addition to your summer bucket list.

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