Jeff and I haven't been on a real vacation for years. It's mostly an issue of money. In our current work situations, if we don't work, we don't get paid. For several years, we had parents living in the south (South Carolina, Georgia and Florida) and they pressured us to spend vacations on family visits.
For the past few years, we've been doing weekend getaways, often at Interlaken. Interlaken is close enough for an overnight stay; there's a lot to do in the area. We love Morgan's Restaurant. And Interlaken is pet friendly--we enjoy traveling with Spike.
A few weeks ago, The New York Times ran this article on places to go in 2015. I doubt we'll make it to Milan or Turkey or Shanghai. But number three on the list is Philadelphia, subtitled the making of an urban outdoor oasis.
Philadelphia is close enough for a weekend trip. Pedestrian friendly spaces with public art and open air beer gardens sound pretty good to me.