Get a garbage plate!! This is arguably the best plate in Rochester, but you could also get one at Bill Gray's (they usually have Abbotts attached, if you're into ice cream), or any of the "hots" (Fairport hots, Penfield hots, etc). Garbage plates are Jeff's favorite food and he will feel greatly dishonored if you don't try one on his wedding weekend. Dogtown also has vegan/vegatarian options, so no excuses.
It's more than just a grocery store. Go to a Wegmans and have a meal in the prepared foods section!! The Pittsford Wegmans is like the motherland, Penfield is a good second. If you go to Pittsford, stop by Pittsford Dairy and get some ice cream while you're there! Or you could go to the East Ave Wegmans and get some food for your picnic at the George Eastman house!
The Woodcliff is in Fairport, which is a really cute town full of shops and restaurants. My favorite thing to do in Fairport is get ice cream and walk the canal. You can walk along the Erie Canal while you window shop, or stop somewhere for a drink or to have lunch. At night there's Fairport Village Inn, Jeremiah's, LULU Taqueria + Mezcal for dinner and bars such as Tin Cup Social, Iron Smoke Distillery, and Donnelly's Irish Pub.
Another really cute neighborhood full of shops, bars and restaurants in the heart of the city. Stop by Jines, Frog Pond, Cafe Sasso for breakfast; shop at Figgy Studio or Parkleigh, head to Magpie or Half Pint for drinks, Blu Wolf or Magnolia's for dinner or so many more! You could really spend a whole day here and its within about 10 minutes of everything else!