A little bit of sweet sunshine and perhaps a dose of rain -- when you're wondering what to expect in Oregon in May, that's the long and the short of it. Whether your trip involves shopping the streets of downtown Portland, climbing the face of Smith Rock or walking among tall Douglas Firs and abundant waterfalls, your decisions on what to bring along are probably going to be dependent on the weather. During this time of year, it's best to be prepared for anything.
Check the weather forecast before you start packing, but don't take it as gospel. When a forecaster says there's a 10 percent chance of rain, assume that means there will be rain. May weather in Oregon can be quite fickle and rain showers are very common.
Consider what you're planning to do. If you're planning to spend most of your time in an urban center such as Portland or Eugene, you may think you don't need any outdoor gear or special equipment at all. But with abundant waterfalls, hiking trails and other outdoor attractions in the area, you'll probably be tempted to do some outdoor activities at least once or twice. May is an ideal time for hiking, biking, horseback riding or tromping through the muddy lanes of a winery, so discuss your itinerary with any travel companions so you'll be prepared. In any case, a pair of comfortable walking shoes or hiking boots can come in handy.
Plan to dress in layers. Temperatures can get as high as the 70s or 80s Fahrenheit, but they can dip into the 30s or 40s at night. Bring along at least one or two short-sleeved shirts, a few long-sleeved shirts, a sweater or sweatshirt, and a water-resistant layer such as a rain parka or winter jacket. You're not likely to need insulating long underwear, but if you plan to take advantage of the area's many cycling and hiking trails, a pair of water-resistant pants is probably a good investment. Add a pair of medium-weight gloves and a warm cap and you'll have all the warm gear you'll need for most cool Oregon nights.
Think mostly casual. Unless you're visiting the Oregon Symphony or taking part in some other highbrow event, you'll probably find that Oregonians are pretty laid back. Jeans are accepted in even the more upscale restaurants -- and you'll probably stand out in formal wear or a suit and tie in most of the state's eating and drinking establishments. Flashy jewelry and designer clothing is not common, and may also make you stand out.
Leave some room for things you'll buy. Oregon's cities are havens for vintage shops and thrift stores, as well as handmade and local clothing and goods. Even if you skip the local fashions, you'll probably need some space for a few bottles of Oregon Pinot Noir or craft beer or Marionberry jam. It might even be a good idea to pack an empty travel bag to hold anything you may purchase to bring home.
