| # | Name | Rank | Elevation | Prominence | Counties | Quadrangle |
| 1 | Wadsworth Hill | 1,998' | 217' | Berkshire | Becket | |
| 2 | Sterling, Mount | 1,993' | 89' | Berkshire | Egremont | |
| 3 | 1978 | 33 | 1,978' | 332' | Berkshire | Pittsfield West |
| 4 | Prospect Hill | 34 | 1,960' | 318' | Berkshire & Columbia | Egremont |
| 5 | West Mountain | 1,958' | 79' | Berkshire | Pittsfield West | |
| 6 | Dorman Mountain | 35 | 1,955' | 568' | Berkshire | Monterey |
| 7 | Doll Mountain | 1,938' | 236' | Berkshire | Pittsfield West | |
| 8 | Sky Hill | 1,938' | 191' | Berkshire | Monterey | |
| 9 | Ethel, Mount | 1,934' | 247' | Berkshire | Egremont | |
| 10 | Tom Ball Mountain | 36 | 1,930' | 813' | Berkshire | State Line |
| 11 | Clark Mountain | 1,930' | 260' | Berkshire | Rowe | |
| 12 | Todd Mountain | 1,930' | 220' | Franklin | Rowe | |
| 13 | Savage Hill | S | 1,919' | 295' | Berkshire | Cheshire |
| 14 | Fray, Mount | 37 | 1,914' | 305' | Berkshire | Egremont |
| 15 | Whitbeck, Mount | 1,904' | 69' | Berkshire | Egremont | |
| 16 | Warner Hill | 1,899' | 236' | Hampshire | Plainfield | |
| 17 | Baldy Mountain | 1,899' | 133' | Berkshire | East Lee | |
| 18 | Beartown Mountain | 1,894' | 98' | Berkshire | Great Barrington | |
| 19 | 1879 | 38 | 1,879' | 429' | Franklin | Heath |
| 20 | Pocumtuck Mountain | 1,872' | 229' | Franklin | Heath | |
| 21 | Shaker Mountain | 1,870' | 246' | Berkshire | Pittsfield West | |
| 22 | Church Hill | 1,865' | 168' | Berkshire | Otis | |
| 23 | Morley Hill | 39 | 1,860' | 389' | Berkshire | Monterey |
| 24 | 1858 | 40 | 1,858' | 359' | Berkshire | Monterey |
| 25 | Chestnut Hill | 1,855' | 197' | Berkshire | Monterey | |
| 26 | Livermore Peak | 1,845' | 240' | Berkshire | Great Barrington | |
| 27 | 1840 | 41 | 1,840' | 315' | Franklin | Plainfield |
| 28 | Watatic, Mount | 42 | 1,835' | 512' | Worcester | Ashburnham |
| 29 | West Stockbridge Mountain | 43 | 1,825' | 423' | Berkshire | Stockbridge |
| 30 | Hunger Mountain | 44 | 1,825' | 334' | Berkshire | Monterey |
| 31 | Abbey Hill | 1,819' | 207' | Berkshire | Monterey | |
| 32 | 1797 | 45 | 1,797' | 331' | Berkshire | Cheshire |
| 33 | Town Hill | 1,796' | 207' | Berkshire | Monterey | |
| 34 | 1786 | 46 | 1,786' | 817' | Berkshire | Great Barrington |
| 35 | East Mountain | 1,786' | 128' | Berkshire | Great Barrington | |
| 36 | Round Top Hill | 47 | 1,781' | 413' | Hampden | Chester |
| 37 | Noppet, The | 1,781' | 236' | Berkshire | Cheshire | |
| 38 | Negus Mountain | 1,773' | 263' | Franklin | Rowe | |
| 39 | Maple Hill | 48 | 1,768' | 582' | Berkshire | State Line |
| 40 | Warner Mountain | 1,747' | 168' | Berkshire | Great Barrington | |
| 41 | Seventy Six Hill | 1,742' | 197' | Franklin | Ashfield | |
| 42 | Monument Mountain | 49 | 1,738' | 769' | Berkshire | Stockbridge |
| 43 | Filley Mountain | 1,737' | 223' | Berkshire | Otis | |
| 44 | Holcomb Hill | 50 | 1,722' | 315' | Hampden | Chester |
| 45 | Lebanon, Mount | 1,722' | 59' | Berkshire | Pittsfield West | |
| 46 | Benton Hill | 1,709' | 125' | Berkshire | Becket | |
| 47 | Moore Hill | 1,702' | 98' | Hampshire | Goshen | |
| 48 | Todd Mountain | 1,697' | 247' | Franklin | Rowe | |
| 49 | Lair Mountain | 1,689' | 149' | Hampden | Otis | |
| 50 | Allen Mountain | 1,686' | 163' | Berkshire | Otis | |
| 51 | Gobble Mountain | 51 | 1,683' | 394' | Hampden | Chester |
| 52 | Latimer Hill | 1,643' | 124' | Berkshire | Otis | |
| 53 | Quigley Hill | 1,643' | 19' | Hampden | Chester | |
| 54 | Peeskawso Peak | 1,628' | 206' | Berkshire | Great Barrington | |
| 55 | Fays Hill | 1,624' | 138' | Hampden | Chester | |
| 56 | Grace, Mount | 54 | 1,617' | 682' | Franklin | Mount Grace |
| 57 | Little Watatic Mountain | 55 | 1,599' | 364' | Worcester | Ashburnham |
| 58 | Massaemett Mountain | 56 | 1,594' | 581' | Franklin | Shelburne Falls |
| 59 | Middlesex County HP | 1,589' | 10' | Middlesex & Worcester | Ashburnham | |
| 60 | Pinnacle, The | 1,579' | 138' | Berkshire | Otis | |
| 61 | Rattlesnake Hill | 58 | 1,556' | 518' | Berkshire | Stockbridge |
| 62 | Fisher Hill | 1,550' | 194' | Worcester | Ashburnham | |
| 63 | Blood Hill | 59 | 1,515' | 379' | Middlesex | Ashby |
| 64 | Crag Mountain | 60 | 1,512' | 518' | Franklin | Northfield |
| 65 | Green Hill | 1,505' | 59' | Hampden | Blandford | |
| 66 | Brush Mountain | 1,501' | 116' | Franklin | Northfield | |
| 67 | Owen, Mount | 61 | 1,486' | 473' | Franklin | Ashfield |
| 68 | Sweetman Mountain | 62 | 1,471' | 354' | Hampden | West Granville |
| 69 | Laura Tower | 1,471' | 79' | Berkshire | Stockbridge | |
| 70 | Hunger, Mount | 1,461' | 226' | Worcester | Ashburnham | |
| 71 | Brush Hill | 64 | 1,451' | 482' | Berkshire | Ashley Falls |
| 72 | Abbott Hill | 1,427' | 79' | Hampden | Chester | |
| 73 | Upper Bald Hills | 1,422' | 217' | Franklin | Northfield | |
| 74 | Asnebumskit Hill | 67 | 1,392' | 423' | Worcester | Paxton |
| 75 | Mayo Hill | 68 | 1,388' | 373' | Franklin | Mount Grace |
| 76 | Dry Hill | 69 | 1,387' | 841' | Franklin | Millers Falls |
| 77 | Prospect Hill | 70 | 1,373' | 502' | Worcester | Athol |
| 78 | Baldwin Hill | 1,363' | 207' | Worcester | Athol | |
| 79 | Cobble Hill | 1,363' | 145' | Berkshire | Monterey | |
| 80 | Ward Hill | 1,343' | 167' | Worcester | Athol | |
| 81 | Notch Mountain | 72 | 1,319' | 514' | Franklin | Northfield |
| 82 | Canesto Hill | 74 | 1,313' | 301' | Worcester | Templeton |
| 83 | Frizzell Hill | 75 | 1,309' | 434' | Franklin | Bernardston |
| 84 | Orcutt Hill | 76 | 1,309' | 315' | Franklin | Millers Falls |
| 85 | 1304 | 77 | 1,304' | 448' | Franklin | Shutesbury |
| 86 | Round Top | 1,274' | 207' | Worcester | Athol | |
| 87 | Toby, Mount | 79 | 1,264' | 866' | Franklin | Mount Toby |
| 88 | Bliss Hill | 1,255' | 160' | Franklin & Worcester | Mount Grace | |
| 89 | Bald Mountain | 81 | 1,250' | 630' | Franklin | Bernardston |
| 90 | Pond Mountain | 82 | 1,250' | 335' | Franklin | Bernardston |
| 91 | Lincoln, Mount | 1,238' | 173' | Hampshire | Belchertown | |
| 92 | Crow Hills | 84 | 1,235' | 315' | Worcester | Fitchburg |
| 93 | Little Mount Grace | 1,226' | 111' | Franklin | Mount Grace | |
| 94 | Peaked Mountain | 86 | 1,225' | 610' | Hampden | Monson |
| 95 | Jefferson, Mount | 1,225' | 89' | Worcester | Barre | |
| 96 | Little Moose Hill | 1,210' | 197' | Hampshire | Chester | |
| 97 | Hermit Mountain | 1,210' | 157' | Franklin | Millers Falls | |
| 98 | Cherry Tree Hill | 1,210' | 39' | Hampden | Chester | |
| 99 | Tom, Mount | 87 | 1,205' | 970' | Hampden | Mount Tom |
| 100 | Ragged Hill | 88 | 1,205' | 521' | Worcester | Ware |
| 101 | Steerage Rock | 89 | 1,204' | 501' | Hampden | Warren |
| 102 | Ball Hill | 90 | 1,195' | 354' | Worcester | Fitchburg |
| 103 | Great Moose Hill | 1,187' | 193' | Hampshire | Blandford | |
| 104 | Tully Mountain | 92 | 1,171' | 507' | Franklin | Mount Grace |
| 105 | Pomeroy Mountain | 93 | 1,165' | 408' | Hampshire | Easthampton |
| 106 | South Monoosnoc Hill | 96 | 1,156' | 305' | Worcester | Fitchburg |
| 107 | 1151 | 98 | 1,151' | 335' | Franklin | Millers Falls |
| 108 | Briggs Cobble | 1,151' | 59' | Berkshire | Cheshire | |
| 109 | Drake Mountain | 99 | 1,145' | 452' | Hampden | Southwick |
| 110 | Prospect Spur Benchmark | 101 | 1,117' | 414' | Worcester | Southbridge |
| 111 | East Mountain | 1,112' | 59' | Franklin | Bernardston | |
| 112 | Prescott Hill | 1,107' | 207' | Franklin | Quabbin Reservoir | |
| 113 | Norwottock, Mount | 104 | 1,106' | 781' | Hampshire | Mount Holyoke |
| 114 | Hockanum Hill | 106 | 1,092' | 357' | Franklin | Orange |
| 115 | Northfield Mountain | 1,092' | 79' | Franklin | Millers Falls | |
| 116 | Sodom Mountain | 107 | 1,087' | 433' | Hampden | Southwick |
| 117 | Blake Hill | 1,087' | 141' | Worcester | Wales | |
| 118 | Little Mugget Hill | 1,077' | 147' | Worcester | Leicester | |
| 119 | Lighthouse Hill | 1,077' | 29' | Franklin | Quabbin Reservoir | |
| 120 | Webb Hill | 108 | 1,074' | 509' | Worcester | Winsor Dam |
| 121 | Rattlesnake Mountain | 1,053' | 118' | Franklin | Millers Falls | |
| 122 | Pinnacle, The | 1,053' | 59' | Franklin | Bernardston | |
| 123 | Scott Hill | 1,040' | 120' | Hampshire | Williamsburg | |
| 124 | Quabbin Hill | 111 | 1,026' | 504' | Hampshire | Winsor Dam |
| 125 | Bare Mountain | 112 | 1,015' | 500' | Hampshire | Mount Holyoke |
| 126 | Poplar Mountain | 1,013' | 275' | Franklin | Millers Falls | |
| 127 | Hitchcock, Mount | 1,005' | 180' | Hampshire | Mount Holyoke |