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Middlesex County trails

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Rock Circuit Loop Trail via Boojum Rock, Ziggy's Rock, Pinnacle Rock, Black Rock and Melrose Rock in Middlesex Fells Reservation

United States > Massachusetts > Middlesex County > Medford

The Rock Circuit Loop Trail is a captivating route that showcases a variety of unique rock formations and stunning vistas. Hikers will experience the impressive sights from Boojum Rock and Melrose Rock, where expansive views of Boston and the surrounding area can be enjoyed. The trail combines challenging…

Distance: 7.4 Km • Elevation gain: 102 m • Maximum elevation: 83 m

Skyline and Reservoir Loop Trail in Middlesex Fells Reservation

United States > Massachusetts > Middlesex County > Medford

The Skyline and Reservoir Loop Trail offers a moderately challenging experience with rugged terrain, rewarding hikers with sweeping views of the Boston skyline. As the trail winds through forested sections and around scenic reservoirs, it also climbs to rocky summits, providing natural vantage points. This…

Distance: 12.9 Km • Elevation gain: 167 m • Maximum elevation: 79 m

Noanets Woodlands Loop from Newton via Hale Rocky Woods, Snow Hill and Dover

United States > Massachusetts > Middlesex County > Newton

Distance: 36.7 Km • Elevation gain: 344 m • Maximum elevation: 112 m

Komoka Provincial Park

Canada > Ontario > Middlesex County > Middlesex Centre

Thames River. #Hiking #Running #Loop #Komoka

Distance: 7.8 Km • Elevation gain: 99 m • Maximum elevation: 271 m

Weston and Waltham trails

United States > Massachusetts > Middlesex County > Weston

Distance: 22.7 Km • Elevation gain: 292 m • Maximum elevation: 137 m

Needham Town Forest

United States > Massachusetts > Middlesex County > Newton

Afternoon Ride

Distance: 19.7 Km • Elevation gain: 193 m • Maximum elevation: 65 m

Dover Trails (Dover, MA)

United States > Massachusetts > Middlesex County > Newton

Distance: 48.4 Km • Elevation gain: 466 m • Maximum elevation: 122 m

Cutler Park Reservation Loop

United States > Massachusetts > Middlesex County > Newton

Loop hike from Newton Highlands via Winchester Street, Nahanton Park, Charles River, Kendrick Street, Healthy Heart Trail, Kendrick Pond, Blue Heron Trail, Powells Island, Fourth Avenue, Upper Charles River Reservation and Needham Street. #Hiking #Loop #Nature #Forest #River #City

Distance: 16.6 Km • Elevation gain: 108 m • Maximum elevation: 49 m

Hammond Pond Reservation loop

United States > Massachusetts > Middlesex County > Newton

Distance: 3.0 Km • Elevation gain: 19 m • Maximum elevation: 71 m

Fire Road trails (mostly) in Weston

United States > Massachusetts > Middlesex County > Newton

Distance: 45.5 Km • Elevation gain: 416 m • Maximum elevation: 108 m

Gravel Bike Sennot Park

United States > Massachusetts > Middlesex County > Cambridge

Distance: 4.4 Km • Elevation gain: 16 m • Maximum elevation: 11 m

Westford Town Tour

United States > Massachusetts > Middlesex County > Lexington

Distance: 107.8 Km • Elevation gain: 991 m • Maximum elevation: 124 m

Rest of the Deer Path Conservation Area

United States > Massachusetts > Middlesex County > Weston

Weston Trails

Distance: 13.8 Km • Elevation gain: 119 m • Maximum elevation: 101 m

Medfield/Dover

United States > Massachusetts > Middlesex County > Newton

More exploring

Distance: 89.6 Km • Elevation gain: 785 m • Maximum elevation: 105 m

Weston Trails and Pine Street Forest

United States > Massachusetts > Middlesex County > Newton

Weston Trails, lots of areas including Dear Path Conservation Area

Distance: 48.9 Km • Elevation gain: 490 m • Maximum elevation: 108 m

Trails around Newton/Weston/Wellesley

United States > Massachusetts > Middlesex County > Newton

Newton Trails

Distance: 26.3 Km • Elevation gain: 247 m • Maximum elevation: 88 m

The Trails of Groton with 3k Dirt in Lincoln/Lexington (Arlington Start)

United States > Massachusetts > Middlesex County > Arlington

Distance: 111.4 Km • Elevation gain: 1,034 m • Maximum elevation: 109 m

Noon Hill and other Medford Trails

United States > Massachusetts > Middlesex County > Newton

Exploring Medfield

Distance: 75.6 Km • Elevation gain: 765 m • Maximum elevation: 105 m

Rocky Narrows area

United States > Massachusetts > Middlesex County > Newton

More investigations

Distance: 74.0 Km • Elevation gain: 667 m • Maximum elevation: 105 m

Charles River Trails in Watertown, Newton, Cambridge, Boston

United States > Massachusetts > Middlesex County > Newton

River Ride, both sides

Distance: 26.4 Km • Elevation gain: 166 m • Maximum elevation: 14 m

Various trails in Dover, Medfied, Needham area

United States > Massachusetts > Middlesex County > Newton

Distance: 78.9 Km • Elevation gain: 773 m • Maximum elevation: 122 m

Noanet, Caryl Woods, Blake Conservation Land, Chickering School

United States > Massachusetts > Middlesex County > Newton

Wandering

Distance: 34.7 Km • Elevation gain: 323 m • Maximum elevation: 67 m

Loop in Eastern Mass involving various rail trails

United States > Massachusetts > Middlesex County > Newton

Distance: 203.8 Km • Elevation gain: 1,940 m • Maximum elevation: 194 m

Rocky Woods, Hale, Rosemary Pond

United States > Massachusetts > Middlesex County > Newton

Rocky Woods

Distance: 66.5 Km • Elevation gain: 575 m • Maximum elevation: 106 m

Walden Pond Loop

United States > Massachusetts > Middlesex County > Concord

Distance: 3.0 Km • Elevation gain: 41 m • Maximum elevation: 63 m

Wellesley wandering

United States > Massachusetts > Middlesex County > Newton

Some Wellesley trails

Distance: 66.6 Km • Elevation gain: 611 m • Maximum elevation: 106 m

Medford trails

United States > Massachusetts > Middlesex County > Newton

Distance: 74.0 Km • Elevation gain: 684 m • Maximum elevation: 94 m

BruceFreemen and MCRT in Sudbury

United States > Massachusetts > Middlesex County > Newton

Sudbury sections of Bruce Freeman and new MCRT section from Union St

Distance: 85.0 Km • Elevation gain: 695 m • Maximum elevation: 90 m

Cambridge - Providence Express

United States > Massachusetts > Middlesex County > Cambridge

Alewife -> Providence

Distance: 101.8 Km • Elevation gain: 961 m • Maximum elevation: 107 m

Hudson Snack Loop

United States > Massachusetts > Middlesex County > Medford > West Medford

Assabat River Trail Hudson -> Maynard

Distance: 103.7 Km • Elevation gain: 736 m • Maximum elevation: 140 m

BELLEVUE

United States > Massachusetts > Middlesex County > Medford

Bike Loop Bellevue

Distance: 11.2 Km • Elevation gain: 126 m • Maximum elevation: 88 m

ASP QUARRY

United States > Massachusetts > Middlesex County > Ashland

Quarry Route in Ashland

Distance: 2.9 Km • Elevation gain: 41 m • Maximum elevation: 105 m