Deer Island

Winthrop, Massachusetts 2152

Deer Island

Deer Island Professional Review and Guide

"This entire hike is historic, since you travel trails designed by world-famous landscape architect Frederick Law Olmsted. The scenery is spectacular too as you walk carriage paths and foot trails over a peninsula jutting into Boston Harbor. Grab sweeping views from open hills and oceanside rocks. Visit an old sheepfold and an ice pond at this place of many past incarnations."

More Deer Island Professional Reviews and Guides

"From a high hill on Deer Island, dramatic views spread out across Boston Harbor. You can see Boston’s sparkling skyline, lighthouses near and far, the harbor’s twenty-nine other islands, a new windmill at Hull, and open ocean all the way to Europe. At the southern end of Deer Island is a $4 billion technological marvel, a wastewater treatment plant that has ended centuries of sewage discharges into Boston Harbor. The result is water that is cleaner and clearer than any time in the last sixty years. Despite its name, Deer Island is not an island at all, but a peninsula connected by a narrow road to the town of Winthrop. At one time Shirley Gut, a 325-foot gap, separated the island from the mainland.

The island’s hospitals, almshouses, prisons, detention centers, and bunkers were monuments to society’s sorrow. Today few remnants of the past remain, and Deer Island’s purposes are to keep pollution out of Boston Harbor and provide a clean, well-tended recreational area for visitors. The island’s new 2.6-mile handicapped-accessible perimeter walkway provides one of the best new walks in the Boston area."

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Trail Information

Winthrop
Nearby City
Stroller/Wheelchair Accessible
Accessibility
3
Distance
Loop/Lollipop
Trail Type
Easy
Skill Level
1.5-2 hours
Duration
Year-round
Season
Deer Island
Local Maps