Top Spots

Gloucester Biking Loop

Gloucester, Massachusetts

24.47 mi / 709 ft gain

Stage Fort Trail

Gloucester, Massachusetts

1.28 mi / 82 ft gain

Babson Boulder, Tarr Trail and Common Road

Gloucester, Massachusetts

6.52 mi / 292 ft gain

Babson Reservoir Dogtown Loop Trail

Gloucester, Massachusetts

1.85 mi / 157 ft gain

Good Harbor Beach

Gloucester, Massachusetts

1.38 mi / 30 ft gain

Goose Cove Reservoir

Gloucester, Massachusetts

1.96 mi / 138 ft gain

Gloucester Breakwater

Gloucester, Massachusetts

0.96 mi / 10 ft gain

Whales Jaw Trail

Gloucester, Massachusetts

1.95 mi / 144 ft gain

Ravenswood Outer Loop

Gloucester, Massachusetts

4.32 mi / 361 ft gain

Places to stay

Litchfield, New Hampshire

Normanton Farms

From $100 / night

Bridgewater Farm

From $100 / night

Wells, Maine

Baker's Spring Horse Camp

From $100 / night

41.94403308,-70.60108626, Massachusetts

Waterfront Wonder with Bay Views, Steps to Beach

From $119 / night

Souhegan Serenade

From $150 / night

Guides and stories

Experience Cape Cod - Dune Shack Trail, Provincetown

Shaun Logan

Quick links