Apparently back in the 1700s when most of Old City was built, rooftops weren’t quite as hot a commodity as powdered wigs were, so you won’t find too many of them in the area. One of the only exceptions is Revolution House, a second-floor “rooftop” that’s basically just an elevated dining room, but it’s the best place in the area to hang out with a few beers and some bar snacks when the weather is in that 10-degree range that’s actually pleasant. The views aren’t exactly panoramic, but that really just means there won’t be a ton of tourists asking you to take their picture.