Feature Name | Class | Elev. meters | County | Latitude DMS | Longitude DMS |
| Williamstown Post Office | Post Office | 217 | Berkshire | 42 42 38 N | 073 12 08 W |
| Williamstown Reservoir | Reservoir | 297 | Berkshire | 42 41 10 N | 073 10 18 W |
| Williamstown Reservoir Dam | Dam | 305 | Berkshire | 42 41 06 N | 073 10 22 W |
| Williamsville | Populated Place | 239 | Berkshire | 42 15 55 N | 073 22 48 W |
| Williamsville | Populated Place | 254 | Worcester | 42 28 30 N | 072 04 44 W |
| Williamsville Pond | Reservoir | 252 | Worcester | 42 28 54 N | 072 04 46 W |
| Williamsville Pond Dam | Dam | 254 | Worcester | 42 28 42 N | 072 04 46 W |
| Williamsville Pond Dam | Dam | 253 | Worcester | 42 28 54 N | 072 04 40 W |
| Willie Ross School for the Deaf | School | 50 | Hampden | 42 01 50 N | 072 34 21 W |
| Willimansett | Populated Place | 20 | Hampden | 42 10 45 N | 072 37 13 W |
| Willimansett Branch Chicopee Public Library | Building | 24 | Hampden | 42 11 19 N | 072 36 22 W |
| Willis Brook | Stream | | Franklin | 42 37 35 N | 072 50 21 W |
| Willis Hall | Building | 17 | Suffolk | 42 20 14 N | 071 05 33 W |
| Willis Hill | Summit | 98 | Middlesex | 42 24 12 N | 071 26 04 W |
| Willis Hill | Summit | 30 | Plymouth | 41 51 25 N | 070 53 28 W |
| Willis Pond | Lake | 19 | Bristol | 41 55 20 N | 071 07 41 W |
| Willis Pond | Reservoir | 50 | Middlesex | 42 23 18 N | 071 26 34 W |
| Willis-Hallowel Center | Building | 56 | Hampshire | 42 15 23 N | 072 34 17 W |
| Williston Academy | School | 54 | Hampshire | 42 15 42 N | 072 40 28 W |
| Williston Hall | Building | 106 | Hampshire | 42 22 17 N | 072 31 04 W |
| Williston Memorial Library | Building | 85 | Hampshire | 42 15 27 N | 072 34 30 W |
| Williston Observatory | Building | 66 | Hampshire | 42 15 21 N | 072 34 41 W |
| Williston-Northampton School | School | 44 | Hampshire | 42 16 07 N | 072 41 33 W |
| Willmansett Post Office (historical) | Post Office | 26 | Hampden | 42 11 32 N | 072 35 55 W |
| Willow Branch | Stream | | Middlesex | 42 33 30 N | 071 36 23 W |
| Willow Brook | Stream | | Berkshire | 42 17 10 N | 073 14 56 W |
| Willow Brook | Stream | | Franklin | 42 31 43 N | 072 16 05 W |
| Willow Brook | Stream | | Middlesex | 42 17 37 N | 071 27 58 W |
| Willow Brook | Stream | | Middlesex | 42 30 46 N | 071 09 30 W |
| Willow Brook | Stream | | Worcester | 42 12 36 N | 072 06 38 W |
| Willow Brook | Stream | | Worcester | 42 06 22 N | 071 32 28 W |
| Willow Cemetery | Cemetery | 42 | Essex | 42 31 01 N | 071 00 57 W |
| Willow Creek | Stream | | Berkshire | 42 21 48 N | 073 15 15 W |
| Willow Hill | Summit | 43 | Essex | 42 38 12 N | 070 48 48 W |
| Willow Lane Adult Trailer Park | Populated Place | 377 | Berkshire | 42 41 38 N | 073 04 35 W |
| Willow Mill - Hurlbut Dam | Dam | 262 | Berkshire | 42 16 30 N | 073 17 04 W |
| Willow Point | Cape | 20 | Plymouth | 41 48 35 N | 070 53 58 W |
| Willow Pond | Lake | 23 | Suffolk | 42 19 19 N | 071 07 04 W |
| Willow Tree Bottom | Valley | 2 | Dukes | 41 22 25 N | 070 39 01 W |
| Willowdale | Populated Place | 53 | Middlesex | 42 40 19 N | 071 23 03 W |
| Willowdale Golf Club | Locale | 45 | Bristol | 42 01 01 N | 071 13 20 W |
| Willowdale State Forest | Forest | 26 | Essex | 42 40 37 N | 070 56 56 W |
| Willows | Populated Place | 71 | Middlesex | 42 33 30 N | 071 32 22 W |
| Wills Brook | Stream | | Essex | 42 34 16 N | 071 02 56 W |
| Wills Hill | Summit | 2 | Barnstable | 41 35 28 N | 070 28 21 W |
| Wills Hill | Summit | 71 | Essex | 42 35 48 N | 071 01 25 W |
| Wills Hill | Summit | 169 | Franklin | 42 34 46 N | 072 32 08 W |
| Wills Island | Island | 10 | Plymouth | 42 09 58 N | 070 44 00 W |
| Wilmington | Populated Place | 32 | Middlesex | 42 32 47 N | 071 10 25 W |
| Wilmington Chamber of Commerce | Building | 31 | Middlesex | 42 32 58 N | 071 10 24 W |
| Wilmington High School | School | 30 | Middlesex | 42 33 20 N | 071 09 56 W |
| Wilmington Intermediate School | School | 28 | Middlesex | 42 34 43 N | 071 09 23 W |
| Wilmington Junction | Populated Place | 34 | Middlesex | 42 35 25 N | 071 10 00 W |
| Wilmington Junior Camp | Locale | 55 | Middlesex | 42 36 45 N | 071 09 08 W |
| Wilmington Junior High School | School | 31 | Middlesex | 42 33 26 N | 071 10 02 W |
| Wilmington Memorial Library | Building | 34 | Middlesex | 42 33 28 N | 071 09 50 W |
| Wilmington Plaza | Locale | 28 | Middlesex | 42 32 50 N | 071 10 31 W |
| Wilmington Plaza Shopping Center | Locale | 32 | Middlesex | 42 33 20 N | 071 10 46 W |
| Wilmington Post Office | Post Office | 26 | Middlesex | 42 32 50 N | 071 10 23 W |
| Wilmington Town Common | Park | 31 | Middlesex | 42 33 23 N | 071 10 00 W |
| Wilson Admission Center | Building | 90 | Hampshire | 42 22 05 N | 072 31 08 W |
| Wilson Brook | Stream | | Franklin | 42 39 11 N | 072 20 56 W |
| Wilson Building | Building | 9 | Middlesex | 42 22 51 N | 071 07 01 W |
| Wilson Hall | Building | 82 | Hampden | 42 07 51 N | 072 47 35 W |
| Wilson Hill | Summit | 462 | Franklin | 42 42 27 N | 072 44 38 W |
| Wilson Hill | Summit | 158 | Worcester | 42 23 54 N | 071 40 58 W |
| Wilson House | Building | 32 | Middlesex | 42 24 29 N | 071 07 29 W |
| Wilson Middle School | School | 68 | Middlesex | 42 18 09 N | 071 21 12 W |
| Wilson Mountain | Summit | 88 | Norfolk | 42 15 25 N | 071 12 05 W |
| Wilson Pond | Lake | 25 | Essex | 42 41 35 N | 070 56 03 W |
| Wilson School | School | 17 | Essex | 42 25 45 N | 070 55 31 W |
| Wilson School | School | 50 | Middlesex | 42 16 15 N | 071 23 54 W |
| Wilson Square | Locale | 7 | Middlesex | 42 23 06 N | 071 06 45 W |
| Wilson Street Cemetery | Cemetery | 94 | Middlesex | 42 21 08 N | 071 30 28 W |
| Wilson Street Playground | Park | 41 | Norfolk | 42 10 42 N | 071 13 32 W |
| Wilton Brook | Stream | | Hampshire | 42 15 52 N | 072 40 08 W |
| Winch Park Junior High School | School | 54 | Middlesex | 42 19 05 N | 071 24 24 W |
| Winch Park Playground | Park | 45 | Middlesex | 42 19 15 N | 071 23 57 W |
| Winchell Brook | Stream | | Hampden | 42 16 05 N | 072 53 00 W |
| Winchell Mountain | Summit | 403 | Hampden | 42 03 27 N | 072 54 07 W |
| Winchell Reservoir | Reservoir | 173 | Hampden | 42 05 05 N | 072 50 33 W |
| Winchendon | Populated Place | 304 | Worcester | 42 41 10 N | 072 02 38 W |
| Winchendon Center | Populated Place | 376 | Worcester | 42 39 40 N | 072 02 28 W |
| Winchendon Country Club | Locale | 342 | Worcester | 42 40 27 N | 072 01 38 W |
| Winchendon Hospital | Hospital | 396 | Worcester | 42 39 51 N | 072 02 34 W |
| Winchendon Post Office | Post Office | 299 | Worcester | 42 41 04 N | 072 02 47 W |
| Winchendon School | School | 323 | Worcester | 42 40 35 N | 072 02 14 W |
| Winchendon Shopping Center | Locale | 303 | Worcester | 42 41 11 N | 072 02 42 W |
| Winchendon Springs | Populated Place | 310 | Worcester | 42 41 40 N | 072 00 53 W |
| Winchendon State Forest | Forest | 324 | Worcester | 42 37 25 N | 072 01 24 W |
| Winchendon Town Hall | Building | 303 | Worcester | 42 40 52 N | 072 02 56 W |
| Winchester | Populated Place | 11 | Middlesex | 42 27 08 N | 071 08 13 W |
| Winchester Center Historic District | Park | 8 | Middlesex | 42 27 09 N | 071 08 16 W |
| Winchester Country Club | Locale | 34 | Middlesex | 42 26 18 N | 071 09 38 W |
| Winchester High School | School | 12 | Middlesex | 42 27 21 N | 071 08 04 W |
| Winchester Highlands | Populated Place | 18 | Middlesex | 42 28 00 N | 071 07 33 W |
| Winchester Hill | Summit | 62 | Middlesex | 42 18 37 N | 071 12 21 W |
| Winchester Hospital | Hospital | 12 | Middlesex | 42 27 40 N | 071 08 21 W |
| Winchester Hospital Family Medical Center | Hospital | 34 | Middlesex | 42 34 48 N | 071 08 35 W |
| Winchester Plaza | Locale | 66 | Hampden | 42 06 41 N | 072 33 56 W |
| Winchester Plaza Shopping Center | Locale | 61 | Hampden | 42 06 44 N | 072 33 50 W |
| Winchester Post Office | Post Office | 10 | Middlesex | 42 27 09 N | 071 08 08 W |
| Winchester Public Library | Building | 12 | Middlesex | 42 27 08 N | 071 08 03 W |
| Winchester Shoppers Plaza Shopping Center | Locale | 63 | Hampden | 42 06 46 N | 072 33 45 W |
| Winchester Shopping Center | Locale | 63 | Hampden | 42 06 44 N | 072 33 45 W |
| Winchester Square | Park | 66 | Hampden | 42 06 38 N | 072 33 52 W |
| Winchester Square Historic District | Park | 65 | Hampden | 42 06 40 N | 072 33 53 W |
| Winchester Waterworks | Locale | 64 | Middlesex | 42 27 19 N | 071 06 41 W |
| Windbrook Acres Mobile Home Park | Populated Place | 138 | Worcester | 42 12 45 N | 071 48 24 W |
| Windemere | Populated Place | 16 | Plymouth | 42 18 20 N | 070 53 15 W |