By bicycle from Cambridge to Brookline

This ride takes you from the lively heart of Cambridge down to the leafy streets of Brookline—a classic Greater Boston journey with a great mix of city vibes and quieter neighborhoods. You’ll mostly stick to proper cycleways (about 90% of the route!) and smooth pavement, cruising along the Charles River and passing some iconic spots like MIT and BU. In Cambridge, you’re starting near Harvard Square, a historic center packed with coffee shops, bookstores, and the old crimson university itself.

The route is mostly flat with just enough ascent to keep things interesting—nothing too tough, so you can enjoy the ride without breaking a sweat. As you roll into Brookline, you’ll notice things getting a bit calmer and greener. Brookline is famous for its charming old houses, tree-lined streets, and cool spots like Coolidge Corner. So whether you’re commuting or just out for a spin, this route offers a nice way to connect two of Boston’s best-loved communities. Happy riding!