Don,
This is a thread that both interests and saddens me. Saddens: that the open spaces is some parts of Canada are now such a pain to enjoy. Interests: I'm curious if the places such as Long Point, Mitchell's Bay/Walpole Island, and the Bay of Quinte also will no longer welcome hunters.
From 2000-2009 I went to Mitchell's Bay regularly from my home in Farmington Hills, MI. I'd work on Monday, drive over the Ambassador Bridge in Detroit to Windsor and go through customs each Monday night. That 75 mile trip took about 90 minutes, including going through customs. It was a breeze both ways since the area around Windson/Lake St. Clair welcomed US hunters and their $$.
Some years I rented a cabin with a friend, other years I/we just stayed at the Oaks Inn in Wallaceburg. Very inexpensive, they welcomed duck hunters and had breakfast beginning at 3:30 or 4:00. I don't think it is in business anymore or has changed ownership.
Free lancing was relatively easy IF you had the right equipment (minimum 18' boat) and knew the rules about the stake lines, especially near Walpole Island. Some hunts I did well. Some hunts not. But I always saw LOTS of birds. "Duck smoke" we called it.
But I lived only 75 miles away. If I lived four hours away, and was planning a destination hunt in Ontario as you are, I would definitely use a guide.
I also hunted the Bay of Quinte. Never got to Long Point even though it also was frequented by Michigan guys.
If I wanted to free lance a different destination in the US, I would go to Michigan. Research Shiawasse Game Area. Go the end of October. Enter the bingo hunt. Or I would go to the Upper Penninsula. Do your homework. You would enjoy the freelance without the apparent hassle today of crossing the border.
Larry