Yes, rowrrbazzle the Mayor got peeved about that webcam during the Meigs Field Eve of Destruction (do NOT get me started…!) and even more so because so many websites were linking to the webcam…
Nevermind. We want the tourists to have a pleasent time and I’m sure they would find local politics boring.
Anyhoo - your “Lincoln Park” location for the hotel is actually not considered that far north. Which is OK - you’re conveniently close to downtown without having to pay Loop prices.
Since you’re so close to Lincoln Park anyhow, check out Lincoln Park Zoo - among other things, admission is free. There’s also that science museum up there - help me out, people, what’s the name of the museum on the north end of Lincoln Park? There are paddle boat rentals in the Park, too. And on the south end is the Chicago Historical Society, which is also fascinating.
But - on to the Loop - Yes, there ARE trains - and buses! - that will take you from Lincoln Park to the Loop. Use mass transit! Parking is too damn expensive downtown, really. The CTA caters to tourists and even has maps of how to get to various attractions.
The Sears Tower skydeck should be open - it will cost you a few pennies to get up there. The Hancock you can ride up to the Signature Room for free - have to warn you the food prices are as high as the altitude up in the restaurant, though. Great views, both of them. But you’ll want a good, clear day.
If you’re going to the Shedd you should stop at the Adler Planetarium and the Field Museum as well - there’s no way you’ll get through everything in just those three in a weekend, so just enjoy yourself. They’re all clustered together so it’s easy to get to them all. The Art Institute is on Michigan Avenue, you might want to check that out. With the holiday weekend all sorts of things will be going on in Grant Park - which extends from south of the Field Museum to north of the Art Insistute, with flower gardens, walkways, fountains, and the largest remaining stand of American Elms in the world.
I doubt you’ll be able to cover even all that in a weekend, though there’s more stuff in the city beyond just that.