| # | Name | Rank | Elevation | Prominence | Counties | Quadrangle |
| 1 | Holyoke, Mount | 118 | 925' | 300' | Hampshire | Mount Holyoke |
| 2 | Soapstone Hill | 890' | 223' | Worcester | Quabbin Reservoir | |
| 3 | Great Blue Hill | 144 | 644' | 492' | Norfolk | Blue Hills |
| 4 | Nobscot Hill | 145 | 605' | 335' | Middlesex | Framingham |
| 5 | Chestnut Hill | 564' | 146' | Worcester | Blackstone | |
| 6 | Chickatawbut Hill | 148 | 516' | 305' | Norfolk | Blue Hills |
| 7 | Gibbet Hill | 516' | 275' | Middlesex | Ayer | |
| 8 | Hancock Hill | 506' | 147' | Norfolk | Blue Hills | |
| 9 | Buck Hill | 497' | 266' | Norfolk | Blue Hills | |
| 10 | Moose Hill | 497' | 227' | Norfolk | Mansfield | |
| 11 | Prospect Hill | 149 | 477' | 325' | Middlesex | Concord |
| 12 | Nahanton Hill | 477' | 79' | Norfolk | Blue Hills | |
| 13 | Hemenway Hill | 475' | 57' | Norfolk | Blue Hills | |
| 14 | Wolcott Hill | 467' | 59' | Norfolk | Blue Hills | |
| 15 | Kitchamakin Hill | 467' | 30' | Norfolk | Blue Hills | |
| 16 | Snow Hill | 447' | 285' | Norfolk | Medfield | |
| 17 | Tucker Hill | 447' | 147' | Norfolk | Blue Hills | |
| 18 | Holt Hill | 150 | 428' | 345' | Essex | South Groveland |
| 19 | Hawk Hill | 428' | 187' | Norfolk | Blue Hills | |
| 20 | Houghton Hill | 428' | 79' | Norfolk | Blue Hills | |
| 21 | Robbins Hill | 408' | 197' | Middlesex | Billerica | |
| 22 | Sunrise Hill | 398' | 108' | Bristol | Wrentham | |
| 23 | Boyce Hill | 398' | 49' | Norfolk | Blue Hills | |
| 24 | "North Boyce Hill" | 398' | 29' | Norfolk | Blue Hills | |
| 25 | Oak Hill | 378' | 49' | Norfolk | Medfield | |
| 26 | Baldpate Hill | 359' | 217' | Essex | South Groveland | |
| 27 | Pollux, Mount | 358' | 113' | Hampshire | Mount Holyoke | |
| 28 | Fox Hill | 339' | 89' | Norfolk | Blue Hills | |
| 29 | Wampatuck Hill | 336' | 76' | Norfolk | Blue Hills | |
| 30 | Bellevue Hill | 329' | 177' | Suffolk | Newton | |
| 31 | Little Blue Hill | 329' | 108' | Norfolk | Blue Hills | |
| 32 | Monks Hill | 315' | 210' | Plymouth | Plymouth | |
| 33 | Castor, Mount | 312' | 97' | Hampshire | Mount Holyoke | |
| 34 | Bear Hill | 310' | 217' | Middlesex | Boston North | |
| 35 | Rattlesnake Hill | 310' | 89' | Norfolk | Blue Hills | |
| 36 | Greenleaf Mountain | 300' | 118' | Middlesex | Lexington | |
| 37 | Telegraph Hill | 295' | 120' | Barnstable | Sandwich | |
| 38 | Breeze Hill | 295' | 20' | Norfolk | Blue Hills | |
| 39 | Burrill Hill | 290' | 193' | Essex | Lynn | |
| 40 | Winthrop Hill | 290' | 49' | Middlesex | Boston North | |
| 41 | Gilead, Mount | 260' | 69' | Essex | Lynn | |
| 42 | Black Rock | 254' | 33' | Middlesex | Boston North | |
| 43 | Brush Hill | 250' | 187' | Norfolk & Suffolk | Blue Hills | |
| 44 | Great Dome | 250' | 98' | Norfolk | Blue Hills | |
| 45 | Pine Hill | 250' | 78' | Middlesex | Boston North | |
| 46 | Gerry Hill | 250' | 59' | Middlesex | Boston North | |
| 47 | Judges Hill | 241' | 138' | Plymouth | Cohasset | |
| 48 | Melrose Rock | 231' | 40' | Middlesex | Boston North | |
| 49 | Waitts Mountain | 221' | 148' | Middlesex | Boston North | |
| 50 | Morse Hill | 221' | 98' | Essex | Marblehead North | |
| 51 | Wanapanaquin Hill | 221' | 49' | Middlesex | Boston North | |
| 52 | Pasture Hill | 211' | 49' | Middlesex | Boston North | |
| 53 | Long Hill | 201' | 59' | Bristol | Somerset | |
| 54 | Barden Hills | 191' | 76' | Plymouth | Bridgewater | |
| 55 | Little Dome | 191' | 39' | Norfolk | Blue Hills | |
| 56 | Babel Rock | 162' | 30' | Norfolk | Blue Hills | |
| 57 | Bonney Hill | 153' | 68' | Plymouth | Whitman |