My wife and I will be doing a biking intensive vacation in Michigan's Lower (Middle?) Peninsula in the Leland to Charlevoix area.
The past 3 years we've had a group rent a house in Confluence PA on the Great Allegheny Passage trail for a 3 day weekend and do day rides. We will likely do that again.
I'm adding some backpacking type bags to my road bike and will try out a three day credit card style tour from home in Maryland, probably a one way ride up through Pennsylvania and then my wife will pick me up on her way back from visiting relatives.
We have friends who bought a "snow bird" home in Venice FL, who want us to come down and do some multi-day rides on the trail system there but I have a rule to never set foot (or pedal) in FL between March and November...