Each map marker represents a trailhead or entrance to one of the walks or rides we’ve documented. Click a marker to read a brief description. Then click the title or “read more” link to get the full details.
A Bike Loop Around the Charles in Needham, Dedham, Boston, and Newton
This ride starts and ends at Cutler Park in Needham. It covers about 10 miles, and takes about 2.5 hours at a leisurely pace. Some of the ride is on … Read more
A Highly Unofficial Route on Connections to the Upper Falls Greenway
The Upper Falls Greenway is a one-mile converted rail trail that extends from Newton Highlands to Newton Upper Falls, with a spur trail connecting to Needham Street. In the coming … Read more
A Loop Along the Aqueducts
This page describes an 8-mile loop beginning and ending in Newton Centre. It covers both aqueducts, and makes the connection between them by walking on the trail and road shoulder … Read more
Along the Charles River Path: Loop from Watertown Square to Bridge Street
This loop walk or bike ride is about two miles long. It covers the area described on this page. View other possible walks along this part of the Charles. You … Read more
Along the Charles River Path: Loop from Watertown Square to Moody Street
This loop walk or bike ride is about 7 miles long. Almost all of the route is on the Charles River Path, with just a couple of sidewalk detours. You … Read more
Along the Charles River Path: Loop from Watertown Square to Auburndale
This route is about 13 miles long. You can start the trip at any point along the loop. The description below starts from Bridge Street and heads west. Parking is … Read more
Along the Charles River Path: Moody Street to Watertown Square (by foot and bus)
This walk is about 4 miles long. It starts (or ends) with a bus ride from Watertown Square to Moody Street in Waltham. The walking portion of this trip is … Read more
Charles River to Newton Centre
Did you know that you can walk from here: to here: on a route that is almost entirely through parkland? Read on for details. This walk is 7 miles long. … Read more
Newton Centre to the Malls
Scenic walks of less than two miles each lead from Newton Centre through Webster Woods to the malls near the intersection of Route 9 and Hammond Pond Parkway. The map … Read more
Riverside Walk All Year
Cautions: This walk is not suitable for young children, because it covers several unofficial trails, including some scrambling over a brush-covered former railroad bed. This version of the route avoids … Read more
Riverside Walk Winter Loop
Cautions: This walk is not suitable for young children, because it covers several unofficial trails, including some scrambling over a brush-covered former railroad bed, as well as walking along a … Read more
The Charles River in South Newton and Boston: Blue Heron Trail to Millennium Park
This 4.3 mile round-trip walk begins and ends at the end of Sawmill Brook Parkway. A 6.5-mile one-way walk from the Charles River to Newton Centre also begins at this … Read more
Upper Falls Loop Trail
This 3-mile trail was created by neighborhood leaders in Newton Upper Falls. It passes through Hemlock Gorge, the Upper Falls Greenway, several other parks and conservation areas, and neighborhood streets. … Read more
Upper Falls Loop Trail
This 3-mile trail was created by neighborhood leaders in Newton Upper Falls. It passes through Hemlock Gorge, the Upper Falls Greenway, several other parks and conservation areas, and neighborhood streets. … Read more
Waban to Chestnut Hill
This walk is about 4.5 miles long. It takes about 2 hours at a leisurely pace. The walk starts at the Waban MBTA station on Beacon Street just west of … Read more
Webster Woods/Hammond Pond Trails
Three color-coded loop trails were marked with blazes and intersection numbers in 2021. The loops range from 0.8 miles to 1.4 miles. Longer walks are possible by combining two or … Read more
Webster Woods/Hammond Pond Trails
Three color-coded loop trails were marked with blazes and intersection numbers in 2021. The loops range from 0.8 miles to 1.4 miles. Longer walks are possible by combining two or … Read more
Webster Woods/Hammond Pond Trails
Three color-coded loop trails were marked with blazes and intersection numbers in 2021. The loops range from 0.8 miles to 1.4 miles. Longer walks are possible by combining two or … Read more
