Sometimes you don't need a glitzy city or a hot beach for a relaxing weekend getaway. We like to stay active at The Frisky, and the last time we went to the beautiful Berkshires in Massachusetts, we spent our time riding bikes (free fun!), kayaking, eating ice cream (cheap fun!), and playing tennis (or, um, pretending to play tennis). Pack some cute, quick-dry tops from adorable tennis clothing line Loup. A skort is great for a casual bike ride so as not to flash the world. For longer biking trips, strap on a CamelBak to stay hydrated. And a cute plaid dress will take you from day to night, no problem.