Due to travel restrictions in VT, MA, NH, I'm seeking info, comments, suggestions to modify the trip plan embedded below.

  

If those states are out, maybe check out the Eastern Grand Canyon. The town near there, Wellsboro, has good accommodations. There are also some good roads into and out of the area.
Another area that's on my list to check out but haven't been to yet is Watkins Glen ...

Well, this trip is devolving into a new paradigm. The original nexus was to visit friends and spend time enjoying Burlington. It's a really superb city, we had a lot of fun there last fall, trying to expand on that experience. I was all about riding new places, experiencing new great roads.

It's also a celebration of a milestone birthday for Jackie, so it's largely up to her on what will make her most happy.

"I just want to have nice places to stay where we can order room service and do some day rides". Sky's the limit so she's googling resorts and such. I kinda nixed the Greenbriar Hotel in WV. While it's fancy, I've been by there many times and it's not all that scenic (to me). It also seems a bit too golf oriented for my tastes. 

We'll start calling and reserving stops tomorrow, cancel the previous stops. My mission is to fill in the riding.  Once I have the destinations I'll post the new ride plan for feedback.

Thanks for the feedback, it helped. I've reworked the plan, made the reservations, have the bikes scheduled for new tires, and now it's just counting down the days. Here's the new plan: