Boston to Cambridge: Parks, Brownstones and a Killer Skyline

Boston, MA

  • The downstairs entrance to the Cheers bar. Photo: Cheers Boston.
  • An almond croissant and cup of black coffee at Tatte.
  • The Boston skyline from the Longfellow Bridge.
  • The four towers of the Longfellow Bridge. Photo: Massachusetts Department of Transit.
  • The fountain and garden on top of the Cambridge Center Roof Garden. Photo: Richard Kattman.
  • Google offices overlook the Cambridge Center Roof Garden.

1 hour and 30 minutes
2.3 mi
Guided by Katie D.

Boston is a big city squished into a relatively small space. Many of the popular sites that are “in Boston” are actually in the immediate suburbs. On this walk, we’ll explore some of the charming spots from the city-proper and then head to its most popular neighbor: Cambridge. We’ll stroll through a park, stop for coffee (or tea) in the brownstone-heaven that is Beacon Hill, and finally cross the Charles River for a special view of the downtown Boston skyline.

About Your Guide
Local to the Boston area. Huge proponent of fringe-neighborhood exploration. I blog at - focusing on budget-friendly travel and on-foot exploration.

Get Sidewalk

Guide Points
  1. Edgar Allan Poe Statue
  2. George Washington Statue
  3. Make Way for Ducklings
  4. Cheers
  5. Tatte Bakery & Café
  6. Longfellow Bridge
  7. Cambridge Center Roof Garden

About Sidewalk
Sidewalk is an app that provides free, guided walk experiences that can be created by anyone with stories to share about places they know and love.

The app navigates people through a neighborhood walk using GPS turn-by-turn directions, rich imagery and storytelling.