Curator’s statement
Boston is a city where history and modern charm intertwine seamlessly. From walking the Freedom Trail to savoring world-class seafood and Italian cuisine, every corner tells a story. I’m drawn to Boston for its vibrant neighborhoods, rich revolutionary heritage, and the sense of discovery that comes with each visit. This guide reflects the experiences that made me fall in love with the city—and I hope it inspires you to do the same.
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Things to do in Boston
Historic printing presses at Edes & Gill bring Boston’s revolutionary spirit to life.
Walk the Freedom Trail: Trace Boston’s revolutionary roots along this 2.5-mile red-brick path. Highlights include Boston Common, the Old State House, and Faneuil Hall—each a chapter in America’s story.
Step back in time at the Boston Tea Party Ships & Museum: Relive the event that sparked a revolution with interactive exhibits and a chance to toss tea into the harbor.
Explore the Printing Office of Edes & Gill: See how colonial newspapers were made and learn about the power of the press during the fight for independence.
Visit Paul Revere’s House: Tour the home of the legendary midnight rider and discover what life was like in 18th-century Boston.
Admire the Boston Public Library: A stunning architectural gem, this library offers quiet reading rooms, art-filled halls, and a sense of timeless elegance.
Marvel at the Isabella Stewart Gardner Museum: A Venetian-style palace filled with world-class art and lush gardens, this museum feels like stepping into another world.
Catch a game or tour Fenway Park: Home of the Red Sox and one of America’s most iconic ballparks, Fenway is a must for sports fans and history lovers alike.
Enjoy a sunset sail with Classic Harbor Line: Take in Boston’s skyline from the water as the sun dips below the horizon—a serene way to end your day.
Places to eat & drink in Boston
Indulge in Boston’s iconic seafood at Saltie Girl, where the lobster roll is pure coastal perfection.
Omni Parker House: Home to the original Boston Cream Pie, this historic hotel restaurant is a must-visit for dessert lovers and history buffs alike.
Union Oyster House: America’s oldest continuously operating restaurant, famous for its creamy New England clam chowder and fresh oysters.
The Bell in Hand Tavern: Established in 1795, this iconic pub serves classic ales in a lively atmosphere steeped in Boston tradition.
The Green Dragon Tavern: A cozy spot with rich history, perfect for savoring a hearty shepherd’s pie alongside a pint of ale.
North End—Prezza: For upscale Italian dining, Prezza offers refined dishes in the heart of Boston’s Little Italy.
North End—Ristorante Limoncello: A charming Italian restaurant with a warm, inviting atmosphere and classic Tuscan-inspired dishes.
Cheers Bar (Beacon Hill): Step into the bar that inspired the famous TV show, then stroll to nearby Acorn Street for one of Boston’s most picturesque photo ops.
Mike’s Pastry: Legendary for its decedent cannoli, this North End bakery is a sweet stop you can’t miss.
Caffe Vittoria: Boston’s first Italian cafe, perfect for an espresso or cappuccino in a classic European-style setting.
Saltie Girl: A seafood lover’s paradise—don’t leave without trying their warm, buttery lobster roll.
Need to know
I’ve visited Boston twice in September, around Labor Day weekend, and it’s truly an ideal time to go. The weather is perfectly balanced—warm enough for outdoor exploring but cool enough for comfort. Crowds are noticeably lighter compared to peak summer months, making it easier to enjoy popular attractions without the hustle. If you’re looking for that “just right” experience, early September is hard to beat.
Travel Advisor
Rhiannon Williams
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