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Watch the forecast before you go. It there are no active storms for the ON, NY, PA area just go with the summers. You'll be on highways most of the time and they always get cleared first.
I would probably also take the more coastal route (81 from Syracuse) and avoid 77 through the mountains of WV. I just drove to Spatanburg SC (from Buffalo) this weekend and while 77 through WV was nice (scenic and no traffic) I could imagine they get a fair amour of snow. While the Philly to DC area shouldn't require snows.
It's the same gamble on the drive back. Worst case spend an extra day in Philly an drive slower through the lake effect flurries in WNY.
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