First up is Miss Crispy's in north Whitby (map at the link). We first stopped here a couple years ago, and found out a teacher at our kid's school was the owner. Less than two weeks later, she sold it. LOL. We loved the fries the first few times, but our last trip...they weren't as good.
This is a great place to stop if you're passing north through Whitby up to the cottage. Just bring some gum. Going south on Highway 12/Brock St....a little tricky to get to, you can only get in if you're westbound on Taunton Rd, east of Highway 12 (also called Baldwin St, north of Taunton Rd), or northbound on Brock St, just north of Taunton Rd. If you're coming from the north, turn onto Broadleaf (opposite to Wal-Mart), go straight to McKinney, turn right, then right again at Taunton Rd, then enter at the Petro Can. If you're coming from the west, you can turn north onto Highway 12, and follow those instructions for people going south.
The score for ambiance is pretty low. It's behind a gas station, in a plaza parking lot. There are sea gulls. Not really any shade, but often there is a breeze. If you're not in a rush, I'd recommend heading over to the park behind McKinney Arena. And stop at Menchie's for dessert, LOL.
Edit to add: We got back again for a medium poutine. At first, I was disappointed to see the cheese curds, LOL, but they melted wonderfully this time into gooey stringy cheese. The gravy was about the same as everywhere, plenty of it, nice and hot. We got a medium, which wasn't huge, but good for the two of us. The next guy after us got a large, and it looked huge...and it was just for him!
2016: This truck has changed hands again. The man working there when we tried it was not the friendliest, but not "unfriendly". Our poutine was fine, but I saw him walk by with what looked like frozen onion rings on the cardboard serving box. They were not as good as last time! They had more of a breaded type coating, instead of battered. More like A&W onion rings. I also got a report from a visitor that they saw a woman with a bag of frozen Great Value (Wal-Mart brand, and WM is across the street) shoestring fries, and her fries were shoestrings and not very good. She said her friend got poutine and got the thick cut fries. If anyone has any updates on this, I'd appreciate it. It's possible they hadn't gotten into the chip truck groove yet, but I can't keep spending money just to see if they improve