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Top Spots

Cranberry Pond Via Red Trail Loop

Braintree, Massachusetts

2.06 mi / 164 ft gain

D.W. Field Park

Avon, Massachusetts

3.51 mi / 253 ft gain

Ames Nowell State Park Trails

Abington, Massachusetts

3.52 mi / 190 ft gain

Hike the Ponkapoag Pond Trail

Randolph, Massachusetts

4.0
3.82 mi / 173 ft gain

Skyline Loop Trail to Hawk's Hill

Milton, Massachusetts

3.54 mi / 640 ft gain

Ponkapoag North Loop

Milton, Massachusetts

1.89 mi / 220 ft gain

Blue Hills Nahanton Hill Loop

Milton, Massachusetts

4.82 mi / 584 ft gain

Skyline Trail to Buck Hill

Milton, Massachusetts

1.2 mi / 348 ft gain

Houghton's Pond to Buck Hill

Milton, Massachusetts

3.68 mi / 400 ft gain

Places to stay

Boston / Cape Cod KOA Holiday

Middleborough, Massachusetts

Boston / Cape Cod KOA Holiday

West Hill Park

Northbridge, Massachusetts

West Hill Park

Spring Hill on Cape Cod Cranberry Farm

Sandwich, Massachusetts

Spring Hill on Cape Cod Cranberry Farm

From $99 / night

Buffumville Lake (Group Shelters)

Charlton, Massachusetts

Buffumville Lake (Group Shelters)

AutoCamp Cape Cod

Falmouth, Massachusetts

AutoCamp Cape Cod

From $129 / night

Maurolou Farm

Little Compton, Rhode Island

Maurolou Farm

From $150 / night

Guides and stories

Experience Cape Cod - Dune Shack Trail, Provincetown

Experience Cape Cod - Dune Shack Trail, Provincetown

Shaun Logan

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