UConn’s MAGIC (Map and Geographic Information Center) is a great resource for maps about Connecticut.
You’ll find maps of all kinds including historic maps. One of the fun features is a mash-up of 1934 aerial maps and current maps. It shows how a neighborhood has changed over time. Just enter the address you’d like to look at in the search field. They also have road maps from the 50s, 60s, and 70s, and topographic maps.
Connecticut Historical Society has recently digitized its map collection. Find them at chs.org/emuseum and use “map” as a search term. Or click HERE
TeachItCT has gathered a primary source gallery of maps HERE.
Library of Congress is a great source for maps, too. HERE