I know New York technically isn't in New England but I wanted to include it.
From the most popular cities in each New England State:
Maine: Portland, Auburn/Lewiston, Bangor, Augusta, Waterville, Saco, Brunswick
New Hampshire: Manchester, Nashua, Concord, Derry, Rochester, Exeter, Portsmouth
Massachusetts: Boston, Worcester, Springfield, Cambridge, Lowell, Newburyport, Gloucester
Vermont: Burlington, Rutland, Essex Junction, South Burlington, Barre, Montpelier, Winooski
Connecticut: Hartford, Stamford, New Haven, Bridgeport
Rhode Island: Providence, Warwick, Cranston
New York: New York City, Syracuse, Rochester, Buffalo
I also added some troll places too
Play Popular New England Places · All community maps · WorldGuessr, a free GeoGuessr alternative