| Eagle Hill | Essex, MA | 11.9 miles | SE |
| Great Neck | Essex, MA | 12.4 miles | SE |
| Bar Head | Essex, MA | 13.4 miles | SE |
| Gregory Island | Essex, MA | 17.8 miles | SE |
| The Headlands | Essex, MA | 21.4 miles | SE |
| Stage Head | Essex, MA | 21.8 miles | SE |
| Town Head | Essex, MA | 21.8 miles | SE |
| Brier Neck | Essex, MA | 22.5 miles | SE |
| Bass Rocks | Essex, MA | 22.7 miles | SE |
| Half Tide Rocks | Essex, MA | 24.8 miles | SE |
| Black Wills Cliff | Essex, MA | 26.9 miles | SE |
| Dover Bluff | York, ME | 27.3 miles | NE |
| York Cliffs | York, ME | 29.3 miles | NE |
| West Cliff | Essex, MA | 30 miles | SW |
| Forty Steps | Essex, MA | 30.1 miles | SE |
| Bald Head Cliff | York, ME | 31.1 miles | NE |
| Grovers Cliff | Suffolk, MA | 32.2 miles | SW |
| Bloody Bluff | Middlesex, MA | 32.8 miles | SW |
| Farmers Cliff | Middlesex, MA | 33.7 miles | SW |
| Winthrop Head | Suffolk, MA | 33.8 miles | SW |
| Long Island Head | Suffolk, MA | 36.4 miles | SW |
| West Head | Suffolk, MA | 37.8 miles | SW |
| Moon Head | Norfolk, MA | 38.1 miles | SW |
| East Head | Plymouth, MA | 38.4 miles | SE |
| Middle Head | Plymouth, MA | 38.6 miles | SE |
| Squantum | Norfolk, MA | 38.9 miles | SW |
| Nut Island | Norfolk, MA | 39.9 miles | SW |
| Quincy Great Hill | Norfolk, MA | 40.2 miles | SW |
| Raymond Cliff | Hillsborough, NH | 40.5 miles | NW |
| Worlds End | Plymouth, MA | 40.6 miles | SE |
| Rose Cliff | Norfolk, MA | 41.4 miles | SE |
| White Head | Norfolk, MA | 42.7 miles | SE |
| Breakneck Ledge | Norfolk, MA | 44.8 miles | SW |
| First Cliff | Plymouth, MA | 46.8 miles | SE |
| Second Cliff | Plymouth, MA | 47.3 miles | SE |
| Third Cliff | Plymouth, MA | 48.1 miles | SE |
| Fourth Cliff | Plymouth, MA | 49.4 miles | SE |
| Sawyer Bluff | Worcester, MA | 52 miles | SW |
| Scar Hill Bluffs | Worcester, MA | 53.2 miles | SW |
| Crocketts Ledge | Belknap, NH | 60.8 miles | NW |
| White Mountain Ledge | Belknap, NH | 61 miles | NW |
| Saquich Head | Plymouth, MA | 61.4 miles | SE |
| High Cliff | Plymouth, MA | 62.2 miles | SE |
| Jacob Hill | Worcester, MA | 65.3 miles | SW |
| Eagle Cliff | Carroll, NH | 68.9 miles | NW |
| High Head | Barnstable, MA | 69.2 miles | SE |
| White Banks | Plymouth, MA | 70.2 miles | SE |
| King Phillips Lookout | Plymouth, MA | 70.6 miles | SW |
| Fryes Leap | Cumberland, ME | 72.1 miles | NE |
| Lookout Point | Plymouth, MA | 73.5 miles | SE |
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