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Top Spots

Middle Reservoir and South Reservoir via Red Cross Path and Brooks Road

Medford, Massachusetts

4.36 mi / 427 ft gain

Skyline Trail Loop

Medford, Massachusetts

7.69 mi / 732 ft gain

South and Middle Reservoirs via South Border Road Trail

Medford, Massachusetts

5.81 mi / 361 ft gain

Middlesex Fells Reservation Loop Trail

Medford, Massachusetts

8 mi / 587 ft gain

Hike Southern Middlesex Fells Loop

Medford, Massachusetts

4.7
3.5 mi / 756 ft gain

Pine Hill

Medford, Massachusetts

0.93 mi / 118 ft gain

Middlesex Reservoir Trail Loop

Medford, Massachusetts

4.14 mi / 266 ft gain

North and South Reservoirs Trail

Medford, Massachusetts

5.92 mi / 400 ft gain

Cross Fells Trail and Half Mile Road

Medford, Massachusetts

1.41 mi / 79 ft gain

Places to stay

Normanton Farms

Litchfield, New Hampshire

Normanton Farms

From $100 / night

West Hill Park

Northbridge, Massachusetts

West Hill Park

Boston / Cape Cod KOA Holiday

Middleborough, Massachusetts

Boston / Cape Cod KOA Holiday

Souhegan Serenade

Souhegan Serenade

From $150 / night

Wally Meadows at Purgatory Falls

Lyndeborough, New Hampshire

Wally Meadows at Purgatory Falls

From $100 / night

Buffumville Lake (Group Shelters)

Charlton, Massachusetts

Buffumville Lake (Group Shelters)

Guides and stories

 5 Tips for Finding Beautiful Fall Foliage in Massachusetts

5 Tips for Finding Beautiful Fall Foliage in Massachusetts

Gustavo Quiros

Quick links