Well, there’s Meddybemps, in Maine. And the road does (or did) have many bumps. Settled 1740; pop. 157 (2010).
On trips northward from the Boston area, bound for Canada, we used to watch for Cat Mousam Road in Kennebunk and cheer when we passed it, but we were never on it.
A lot of the Native American names might sound funny, but they’re just names in a non-English language.
If you look closely at the maps showing the many little and offbeat places, especially in remote areas, there are lots of names that make you smile or make you wonder. One I remember is What Cheer, Iowa. I spent three years in Iowa, but I never visited What Cheer, sorry to say.