Kenmore Square to Chestnut Hill Reservoir

Boston, Massachusetts

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One of the best things about Boston is its diverse landscape, which means that even a quick ride can lead from the flat Back Bay into hillier and greener areas. Those looking for an hour-long circuit can take this swift ride through Brookline to the Chestnut Hill Reservoir, one of the prettiest waterfront parks so close to the city. You’ll pass ornate brownstones, churches, and temples along the way for a fascinating glimpse of the calm, serene suburbs that lie just a short pedal from downtown. Begin the ride in Kenmore Square, in front of the New England School of Photography. Once a swampy backwater before the filling of Back Bay, today Kenmore Square is a major locus of activity in the metro area. The longest continuous road in the country, US 20, which has its western terminus at Newport, Oregon, on the Pacific Ocean, has its eastern endpoint in the square at Commonwealth Avenue.
Best Bike Rides Boston

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Best Bike Rides Boston

by Shawn Musgrave (Falcon Guides)

One of the best things about Boston is its diverse landscape, which means that even a quick ride can lead from the flat Back Bay into hillier and greener areas. Those looking for an hour-long circuit can take this swift ride through Brookline to the Chestnut Hill Reservoir, one of the prettiest waterfront parks so close to the city. You’ll pass ornate brownstones, churches, and temples along the way for a fascinating glimpse of the calm, serene suburbs that lie just a short pedal from downtown.

Begin the ride in Kenmore Square, in front of the New England School of Photography. Once a swampy backwater before the filling of Back Bay, today Kenmore Square is a major locus of activity in the metro area. The longest continuous road in the country, US 20, which has its western terminus at Newport, Oregon, on the Pacific Ocean, has its eastern endpoint in the square at Commonwealth Avenue.

© 2014 Shawn Musgrave/Falcon Guides. All Rights Reserved.

Activity Type: Mountain Biking
Nearby City: Boston
Distance: 7.8
Trail Type: Out-and-back
Duration: 45 min- 1 hour
Local Maps: USGS: Boston South and Newton quads; DeLorme: Massachusetts Atlas & Gazetteer, p. 41
Driving Directions: Directions to Kenmore Square to Chestnut Hill Reservoir

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