
8. Annapolis, Maryland
If you love history and you want to retire in a place that has its own “spirit,” then Annapolis should at the top of your list of choices. This picturesque town in Maryland has become a hotspot for retirees from all around the country. The population over 65+ takes up 15.5% of the entire population, which is just enough for socializing, as well as keeping the city vibrant. With over 400 miles of shoreline to go around, Annapolis is a dream destination for all those who love sailing, wishing, and sunbathing.

If you’re a veteran with good connections to the military, Annapolis would be a great solution because it’s already home to many military retirees. This is due to the US Naval Academy being close by. The 340-acre Quiet Water Park and 200 acres of other parklands, theaters, and museums add to the beauty of the city. You will find the mix of historical buildings, forests, and other attractions a deal-sealer. You have to think ahead and save up.