"Sturtevant, WI - 70 minutes from The Loop Will you go all the way to Wisconsin for autumnal fun? Sure, why not—Apple Holler is only a little over an hour away. This orchard plays all the hits—apple picking, cute goats you can feed, and the ubiquitous corn maze. They also have The Red Barn Cafe, where you can grab things like apple dumplings, cider donuts, and brats. Plus, you can reserve a private horse-drawn carriage ride along the farm, complete with a campfire and fixings for s’mores and either hot chocolate or hot apple cider. And according to our research, that’s the most wholesome date you are ever going to go on. Visit their site to make reservations." - adrian kane
