From a Red Sox game at Fenway Park and visiting the JFK Museum to wandering around Cambridge & Harvard, Boston is a history nut & walker's dream. After walking the cobblestoned streets of Beacon Hill, a pre-dinner drink at The Liberty Hotel is a great place to relax. Trekking over to Boston's famous Flour Bakery for lunch is totally worth it, especially if you have kids to take to the wonderful Boston Children's Museum.
Things I love about Boston:
Harvard Square & the Harvard campus
A slice at Upper Crust Pizzeria in Cambridge
The Make Way for Ducklings duck statues
The New England Aquarium: I always want to take one of those little penguins home.
Driving through Charlestown & thinking about The Town, one of my favorite movies. Hint: the bar where they hang out is Old Sully's at the corner of Union & Lynde-very dive-y!!
Flour Bakery & Cafe
Walking down Newbury Street
Great hotels: The Liberty Hotel, Four Seasons Hotel Boston, XV Beacon, Nine Zero, The Charles Hotel in Cambridge (and their brunch).
Fenway Park: I come from a family of New Yorkers and Yankees fans but Fenway Park won me over for its overwhelming sense of nostalgia & perfect baseball ambiance. There's a great view of Fenway from the Prudential Center Skywalk.
The North End (Boston's Little Italy) & the Old North Church
Walking the Freedom Trail
Visiting the U.S.S. Constitution
Wandering around Beacon Hill
75 Chestnut, a picture-perfect Beacon Hill restaurant
Catching the Harvard Crew team rowing down the Charles River
The JFK Presidential Museum & Library--I loved seeing Jackie Kennedy's yearbook photo where her ambition was "not to be a housewife."
The general feeling of Irish love throughout Boston
All the great colleges--Boston College, Boston University, Harvard, M.I.T., Emerson to start
Shopping at the Prudential Center
The panoramic view of Boston from the Prudential Center Skywalk
Boston Cream Pie at Omni Parker House, where it was invented
Clam Chowder from Union Oyster House (JFK's favorite booth is upstairs)