Captain Thomas Kennedy lived in Newville and Carlisle Pennsylvania from 1745 to 1831. He found in the 2nd Pennsylvania regiment and went through Trenton and Princeton. He weathered Valley Forge and his first wife died. He fought under Mad Anthony Wayne and directly under Col. Walter "the Irish Beauty" Stewart in the 13th at Montmouth and saved the nation right there in the Point of the Woods engagement. He returned after that and went with Col. Davis south to South Carolina and was a Captain of the 2nd Militia when they cut the British to ribbons at the battle of King Mountain. His one Brother in Law, Major Colonel James McFarlane was killed by Col. Kirkpatrick in the Whiskey Rebellion trying to settle the peace. He was the Sheriff of Carlisle and wanted to keep the peace but wanted to represent the rebels. Thomas Kennedy raised 15 kids in Newville and lived to see his oldest son John become a Judge and his second oldest son Thomas fight valiantly in the war of 1812. Thomas suffered from PTSD after the war and went a roaming and travelled around the world for three years. He returned from Africa with elephant ivory and gold. He died of malaria 4 years later and the family moved to Indiana. Thomas the patriarch remained in Pennsylvania and probably watched most of his generation fade on. The men of Carlisle found Native Americans with their Lancaster style long rifles and tomahawks and used them to great effect against the British as well. I am sure that he had a great life.

My Great Grandfather John Eliot Kennedy lived from 1882 to 1971 in Gary, South Dakota. He lived close to the Indians and they would stop at his farm and were welcome there. He was a farmer but also worked as a blacksmith and tinkerer. He invented all kinds of mechanical devices. He was extremely strong until he was in his late 80s. Many people even today remarked about how strong he was. He had forearms like Popeye from work and blacksmithing. When he was 76 his named started making fun of him. His neighbor was a bigger fella who was a drunk but worked as a sheriff's deputy in the town. He used to cuss and swear at Grandpa John from the other side of fence. John habitually carried a tool belt that had some metal punches and always had a hammer. My uncle was visiting with him and Grandpa John tool a punch and hammered him with this his hammer right through the fence. They put him in jail for two weeks and took a picture of him in jail. The deputy and nobody else in town ever bothered him again.

1760s-1820s in Western Pennsylvania would have been pretty cool.
South Dakota in the 1860s to 1930s would have been cool.
But Alaska as an adult living from 1950s to 1980s would have been the best.