| Eagle Hill | Essex, MA | 6.6 miles | SE |
| Great Neck | Essex, MA | 7.2 miles | SE |
| Bar Head | Essex, MA | 8.8 miles | SE |
| Gregory Island | Essex, MA | 11.4 miles | SE |
| Town Head | Essex, MA | 15.8 miles | SE |
| Stage Head | Essex, MA | 16.6 miles | SE |
| The Headlands | Essex, MA | 17.6 miles | SE |
| Brier Neck | Essex, MA | 18 miles | SE |
| Bass Rocks | Essex, MA | 18 miles | SE |
| Half Tide Rocks | Essex, MA | 18 miles | SE |
| Black Wills Cliff | Essex, MA | 20 miles | SE |
| West Cliff | Essex, MA | 23.1 miles | SW |
| Forty Steps | Essex, MA | 23.1 miles | SE |
| Grovers Cliff | Suffolk, MA | 25.3 miles | SW |
| Winthrop Head | Suffolk, MA | 26.9 miles | SW |
| Bloody Bluff | Middlesex, MA | 27.3 miles | SW |
| Farmers Cliff | Middlesex, MA | 29 miles | SW |
| Long Island Head | Suffolk, MA | 29.5 miles | SW |
| West Head | Suffolk, MA | 30.9 miles | SW |
| Moon Head | Norfolk, MA | 31.2 miles | SW |
| East Head | Plymouth, MA | 31.5 miles | SE |
| Middle Head | Plymouth, MA | 31.7 miles | SE |
| Squantum | Norfolk, MA | 32.1 miles | SW |
| Dover Bluff | York, ME | 32.9 miles | NE |
| Nut Island | Norfolk, MA | 33 miles | SW |
| Quincy Great Hill | Norfolk, MA | 33.3 miles | SW |
| Worlds End | Plymouth, MA | 33.6 miles | SE |
| Rose Cliff | Norfolk, MA | 34.5 miles | SW |
| York Cliffs | York, ME | 34.9 miles | NE |
| White Head | Norfolk, MA | 35.9 miles | SE |
| Bald Head Cliff | York, ME | 36.8 miles | NE |
| Breakneck Ledge | Norfolk, MA | 38.1 miles | SW |
| First Cliff | Plymouth, MA | 40 miles | SE |
| Second Cliff | Plymouth, MA | 40.5 miles | SE |
| Third Cliff | Plymouth, MA | 41.4 miles | SE |
| Fourth Cliff | Plymouth, MA | 42.7 miles | SE |
| Raymond Cliff | Hillsborough, NH | 44.1 miles | NW |
| Sawyer Bluff | Worcester, MA | 48.1 miles | SW |
| Scar Hill Bluffs | Worcester, MA | 49.3 miles | SW |
| Saquich Head | Plymouth, MA | 54.7 miles | SE |
| High Cliff | Plymouth, MA | 55.4 miles | SE |
| White Banks | Plymouth, MA | 63.2 miles | SE |
| King Phillips Lookout | Plymouth, MA | 63.7 miles | SW |
| High Head | Barnstable, MA | 63.7 miles | SE |
| Jacob Hill | Worcester, MA | 64.8 miles | SW |
| Lookout Point | Plymouth, MA | 66.8 miles | SE |
| Crocketts Ledge | Belknap, NH | 66.9 miles | NW |
| White Mountain Ledge | Belknap, NH | 67.1 miles | NW |
| Peaked Cliff | Barnstable, MA | 68.5 miles | SE |
| Hog Island | Barnstable, MA | 73 miles | SE |
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