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"I found the 221‑foot monument—commemorating the 1775 battle—worth the climb, which offers what I think is the best view of Boston." - Matthew Kepnes
Climb 294 steps for panoramic city views; museum nearby
Monument Sq, Charlestown, MA 02129 Get directions
Italian restaurant · Boston
Classic Italian dishes & waterfront views, winery next door
2 Postcards
Restaurant · Back Bay
Upscale dining with brunch, bottle service, late-night bites
5 Postcards
Crab house · Fort Point Channel
Lively waterfront seafood shack with picnic tables & harbor views
15 Postcards
Record store · Beacon Hill
Curated used vinyl, listening stations, knowledgeable & friendly staff
1 Postcard
Farmers' market · South End
Handmade apparel, home items, produce, baked goods, and food trucks.
4 Postcards
Mexican restaurant · Jamaica Plain
Tamales, tacos, mole, chiles rellenos, house-made hot sauce
11 Postcards
Hotel · Downtown
Home of the Boston Cream Pie and Parker House Rolls
9 Postcards
Cocktail bar · Downtown
Swanky 1920s lounge with speakeasy, live music & craft cocktails
8 Postcards
Restaurant · South Boston Waterfront
Southern-inspired supper club with live jazz, soul & R&B music
14 Postcards
Korean restaurant · Allston
Hearty ox bone soup, cold noodles, seafood pancake, and grilled meats