I would get off the Waterfront Trail at some point after Stoney Creek, and head south up the Escarpment, and wind your way east along Ridge Road, Mud Road, and/or Fly Road, all of which are good biking routes.
Know that you will be going uphill for a couple of miles when you go south. The hills are steep, but doable.
If you are into wineries, you will pass dozens between Grimsby and NOTL. Most welcome visitors. Also look for restaurants attached to wineries. One of my favourites has an outdoor patio: that's Ridgepoint Winery on Cherry Ave.