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South to North Loop v3

Distance

62.6 mi

Elevation Gain

2,340 ft

Terrain

rolling

View on RideWithGPS →

This route starts in Harvard Square And that leads you through many of Boston’s wealthiest suburbs with the nicest roads, and wraps up at the Intelligentsia Coffee in Watertown. Highlights include:

  • The Brookline Reservoir and the climb by Boston College
  • The Wilsondale Road climb, which is one of the most beautiful, punchy little climbs I’ve ridden
  • A quick jaunt through the Wellesley College campus

Suggested Stops