
Portland Holiday Packages
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Portland Holiday Packages
Portland residents are known for wanting to keep their city weird—in a good way. This eccentric Oregon city is the epitome of the American Pacific Northwest, with microbrews, bike paths, and a surrounding landscape beckoning to hikers and sightseers alike. Whether you're looking for a relaxed holiday spent in quiet coffee shops and bookstores or an adventure into the wilderness, our Portland packages will suit all your holiday needs.
Things to Do in Portland
Washington Park is among the most popular attractions in “The City of Roses.” It’s a great place to start off Portland holidays—you can just take a walk, or take advantage of the many activities. The park includes a zoo, an amphitheatre featuring free performances from June through August and even an archery range to get your Robin Hood on.
When you're ready to explore the downtown area, check out Powell's City of Books. This literary landmark is an institution that prides itself on being an independent operation. After perusing the huge book selection, cruise the city streets on two wheels and take in its signature structures: the bridges spanning the Willamette River. All that walking and biking may leave you a bit weary, but there's still so much to see. Book one of Wotif’s Portland car hire options and head to the Columbia River Gorge National Scenic Area, about a 60-km drive. The view of this huge canyon will be well worth the trip.
Shopping, Dining & Nightlife
Those looking to shop in Portland should head to the Pearl District. Formerly home to warehouses and railroads, this area now houses everything from boutiques to big name brands. Other up-and-coming neighbourhoods known for shopping include Sellwood and Hawthorne, which have more locally owned stores and offer great finds on antiques. If you're looking for handmade crafts and jewellery, check out the Portland Saturday Market on Waterfront Park and Ankeny Plaza. Despite the name, it's actually open on both Saturday and Sunday from March through December.
You can grab great eats in any of the above neighbourhoods, but for Portland’s famous doughnuts, some of the best shops are in the northeast section of the city. Any of these fine purveyors of caloric delight will have doughnuts with outside-the-box ingredients, like bacon, fried chicken and sea salt. For a more substantive snack, head to Adler Street and survey the food carts. Want to wash down your dinner with an adult beverage? There are a wide variety of nightlife options downtown, from quirky dive bars to dance clubs. The Central Eastside neighbourhood has spots to enjoy an expertly-crafted cocktail in a quiet setting, or rock out to live music and dance the night away.
What's Next?
If you hear Portland calling (probably in the form of an indie folk song), answering is easy. Just search Wotif’s Portland holiday packages and pick the best flights and accommodation for you. When you've had your fill of Portland's food carts and great selection of craft beers, continue your Pacific Northwest journey with a Bend holiday packages to suit your style.
Top Portland hotels

The Paramount Hotel
Reviewed on 13 Oct 2025

Courtyard by Marriott Portland City Center
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Holiday Inn Airport - Portland by IHG
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