$1000 budget for a weekend for two w/in 2hrs of Philly?
I'll probably catch flack for saying it, but NYC.
Get a decent hotel in midtown, do MOMA, do the Museum of Natural History, walk the Highline and the Brooklyn Bridge, go for a nice dinner and drinks somewhere. Maybe see a show - jazz, comedy, rock, whatever. Maybe an evening helicopter tour of NYC. Shop, catch a movie at the Sunshine on Houston, go to a dive bar in the EVil, go to the Museum of Sex. If you can't find fun activities and awesome food in NYC, anytime of the day or night, I don't what to tell you.