Yellow-slickered fishermen mix with just a sprinkling of iPad-toting tourists in this small riverfront town with San Francisco–steep streets. Particularly fine stretches of sand with towering dunes and uninterrupted ocean views make Astoria a dreamy spot...and then there's the nostalgia. The young and hip love Astoria because it embraces the old and hip. Cozy up to the bar at Astoria Brewing Company’s taproom-cafe ($$; wetdogcafe.com), or ride to dinner from the Cannery Pier Hotel (from $209; cannerypierhotel.com) in a chauffeured Packard. That’s right, it’s The Great Gatsby on the Columbia.