The Jupiter, a 81-room rebooted roadside lodge, keeps Portland weird. Located in the heart of the trendy LoBu neighborhood, not only is this east-side fixture the city’s first cannabis-friendly hotel (the “420 Package” grants guests accoutrements, snacks, and the latest issue of Oregon Leaf), but also it’s adjacent to Doug Fir Lounge, Portland’s best music venue. Mod minimalist rooms feature local art, photo murals, and chalkboard doors where you can leave your mark. What’s more, the hotel curates a do-as-the-locals-do experience with discounts to nearby boutiques, breweries, coffee shops, and dispensaries.