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| 1794 | Incorporation of the town of Bridgton |
| 1803 | Incorporation of the town of St. George |
| 1815 | Incorporation of the town of Woodstock |
| 1827 | Incorporation of the town of Trescott (now a township in Washington County) |
| 1828 | Incorporation of the town of Edmunds (now a township in Washington County, and home to a unit of the Moosehorn Wildlife Refuge) |
| 1837 | Incorporation of the town of Dedham |
The Wire Bridge in New Portland (2001)
| 1878 | Incorporation of the town of Hurricane Isle, now part of Vinalhaven |
| 1943 | Eleanor Roosevelt visits women working at the shipyards in Portland and South Portland, focusing on the challenges of running a home while working. |
| 1978 | Severe winter storm destroys most of the historic wooden Old Orchard Beach pier, an entertainment center since the early 1900’s. |