We're in central WI. Log home on 6 acres out in the middle of no-where. About 2 hours from Milwaukee, another hour or so from Chicago (not far enough that they can't find our beautiful lakes and parks in which to display annoying behavior : ).
Our situations are similar. I retired June 1st, Peggy has a couple years to go. I was very busy the first half of the summer with the sale of one of the houses. Next year 'the cabin' goes up for sale. I hope to spend next winter somewhere south, but it will depend on what happens with the house sale.
We too travel with a couple dogs. They love motor home travel and, of course, exploring any new venues we may visit.
Sounds like you've got a great start on retirement. Keep at it, and let us know of your adventures.
Jay & Peggy Monroe with Dolly
Can't take it with you - don't plan on leaving any behind
2016 Newmar London Aire 4553, Spartan chassis
Wrangler Unlimited toad