Don’t get us wrong, we love a big city. But there’s something about the charm of a small town that really does it for us, too. Woodstock is a great example of that. This hippie haven in the Catskills shines as a bastion of peace, love, art, culture, and stunning scenery. Lots of creative types live here, so you’ll enjoy art galleries, museums, spiritual centers, and shops selling handmade wares. Add to that super cool lodgings, from rustic cabin rentals to the hip Hotel Dylan, and it’s pretty darn perfect. If your friends are into hiking, Overlook Mountain is a must.