Quick ride by bicycle from Jamaica Plain to Brookline

Ready for a scenic neighborhood ride? Start off in Jamaica Plain, a vibrant Boston community known for its diversity and super friendly vibe. You’ll hop on mostly smooth pavement and asphalt—great for an easy roll—and head north toward Brookline. The route is mostly on cycleways and quiet roads, so it’s perfect for a relaxed spin or even a coffee run.

You'll gentle climb and descend about 20-30 meters, but nothing too steep. Along the way, you’ll pass green spaces and may catch glimpses of the Emerald Necklace, Boston’s famous park system. Before you know it, you’ll roll into Brookline, a charming town famous for its Victorian homes and cool shops.

At just over 4 km, this route is quick but gives you a real flavor of Boston’s leafy neighborhoods—without the hassle of busy streets!