One of the original major cities of the Gold Rush, Jacksonville was founded in the early 1850s by pioneers hoping to strike it rich. The entire town, which has a population of about 2,800, was designated as a U.S. National Landmark in the 1960s, so it’s definitely worth visiting, especially if you’re a history buff. Jacksonville is home to over 100 National Historical buildings sprinkled throughout the community in the heart of Oregon’s wine country and surrounded by gorgeous greenery, so there really is something for everyone. Insider tip: Consider staying in one of the incredibly adorable family-owned bed and breakfasts or inns for an extra small-town feel. We’re told they offer exceptional service and amazing dinning options. Plus, check out the most charming small-town bed and breakfast in every state.