| Mount Auburn | Middlesex, MA | 0 miles | SW |
| Spring Hill | Middlesex, MA | 1.4 miles | NE |
| Central Hall | Middlesex, MA | 1.4 miles | NE |
| Coolidge Hill | Middlesex, MA | 1.4 miles | SW |
| Dana Hill | Middlesex, MA | 1.4 miles | SE |
| Powder House Hill | Middlesex, MA | 1.9 miles | NE |
| Prospect Hill | Middlesex, MA | 1.9 miles | NE |
| Winter Hill | Middlesex, MA | 1.9 miles | NE |
| Corey Hill | Norfolk, MA | 1.9 miles | SW |
| Clarendon Hill | Middlesex, MA | 1.9 miles | NE |
| Meetinghouse Hill | Middlesex, MA | 1.9 miles | SW |
| College Hill | Middlesex, MA | 2.4 miles | NE |
| Aspinwall Hill | Norfolk, MA | 2.7 miles | SW |
| Whitney Hill | Middlesex, MA | 2.7 miles | SW |
| Mount Benedict | Middlesex, MA | 2.7 miles | NE |
| Mount Benedict | Suffolk, MA | 2.7 miles | NE |
| Mount Vernon (historical) | Suffolk, MA | 3.4 miles | SE |
| West Hill (historical) | Suffolk, MA | 3.4 miles | SE |
| Waban Hill | Middlesex, MA | 3.4 miles | SW |
| Fisher Hill | Norfolk, MA | 3.4 miles | SW |
| Wellington Hill | Middlesex, MA | 3.6 miles | NW |
| Breeds Hill | Suffolk, MA | 3.6 miles | SE |
| Bunker Hill | Suffolk, MA | 3.6 miles | NE |
| Parker Hill | Suffolk, MA | 3.6 miles | SE |
| Mount Ida | Middlesex, MA | 3.6 miles | SW |
| Rock Hill | Middlesex, MA | 3.6 miles | NE |
| Chestnut Hill | Middlesex, MA | 3.6 miles | SW |
| Mount Ida | Middlesex, MA | 3.6 miles | SW |
| Flagstaff Hill | Suffolk, MA | 3.6 miles | SE |
| Beacon Hill | Suffolk, MA | 3.6 miles | SE |
| Copps Hill | Suffolk, MA | 3.9 miles | SE |
| Mount Andrew | Middlesex, MA | 3.9 miles | NE |
| Flagstaff Hill | Middlesex, MA | 3.9 miles | NE |
| Pemberton Hill (historical) | Suffolk, MA | 3.9 miles | SE |
| Single Tree Hill | Norfolk, MA | 3.9 miles | SW |
| Owl Hill | Middlesex, MA | 3.9 miles | NW |
| Pine Hill | Middlesex, MA | 4.1 miles | NE |
| Mount Gilboa | Middlesex, MA | 4.3 miles | NW |
| Turkey Hill | Middlesex, MA | 4.3 miles | NW |
| Fort Hill (historical) | Suffolk, MA | 4.3 miles | SE |
| Arlington Heights Hills | Middlesex, MA | 4.3 miles | NW |
| Pasture Hill | Middlesex, MA | 4.3 miles | NE |
| Institution Hill | Middlesex, MA | 4.5 miles | SW |
| Belmont Hill | Middlesex, MA | 4.5 miles | NE |
| Cedar Hill | Middlesex, MA | 4.5 miles | NW |
| Andrews Hill | Middlesex, MA | 4.7 miles | NW |
| Mount Walley | Norfolk, MA | 4.7 miles | SW |
| Silver Mine Hill | Middlesex, MA | 4.7 miles | NE |
| Mount Ephraim | Middlesex, MA | 4.9 miles | NW |
| Mount Pisgah | Middlesex, MA | 4.9 miles | NW |
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