Plan Your Holiday Trip to Portland

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Wondering what to do in Portland during the holidays? The most wonderful time of year offers plenty of reasons to visit the rose city, whether you’re planning a family holiday or leaving the little ones at home. Our luxury hotel in Portland has prepared a guide of “adult-friendly” excursions for you to eat, drink, and be merry during your holiday stay.

Wine Country Thanksgiving (November 23 to 25)
Portland boasts some of the best wine in the Pacific Northwest, thanks to a uniquely diverse climate that allows for a wide variety of grapes. Thanksgiving weekend is a special window into this world of wine, with over 160 of Oregon’s top wineries – generally closed to the public – opening for holiday tastings and merriment. At Wine Country Thanksgiving, you’ll get an exclusive taste of vintage labels and award-winning specials, meet winemakers, explore food pairings, peruse art galleries, listen to live music, and more.

Christmas in the Garden (November 23 to December 31)
For a classic holiday experience in a laid-back winter wonderland, visit Christmas in the Oregon Garden between Thanksgiving and New Year. Skate around the outdoor ice rink, or venture to the German-influenced artisanal Christmas market to get started on your holiday shopping. Wander through over one million dazzling lights in the forest while listening to carolers, sipping on a hot cup of spiced gluhwein, or enjoy traditional German food and beer with live entertainment at the Biergarten. Just an hour outside of Portland, the Garden is well worth the visit to celebrate the season.

Tax-Free Portland Shopping
With festive bazaars, markets, and big name stores aplenty, Portland’s tax-free holiday shopping scene has all that you need to complete your holiday shopping list. Check out Pioneer Place from November 16 to December 24 to find everything from soap to jewelry at pop-up shops, or stop by MadeHere PDX to find gifts made by Portland-based designers and artists. From December 8-9 you can stroll through the Oregon Convention Center, walking distance from our hotel, to experience the Crafty Wonderland Holiday Art + Craft Market and meet over 250 artists selling their arts, crafts, toys, and more.

Holiday Ale Festival (November 28 to December 2)
Affectionately known as Beervana, Portland has more breweries than any other city in the world, and what better place to sip on the local craft beer culture than at the annual Holiday Ale Fest? Visit “Portland’s Living Room” – Pioneer Courthouse Square – to bask in the glow of the massive decorated Christmas tree, and enjoy brews from over 50 of Portland’s favorite suds, customized with holiday flavors. Munch on themed food and pastries with your beer, join in song, and take in the holiday spirit!

Whether you’re traveling on business and looking for day-trip ideas or staying for a holiday getaway, at our downtown Portland boutique hotel you’ll be close to the best destinations, restaurants, and things to do in Portland during the holidays. The team at Hotel Eastlund looks forward to helping you discover this beautiful city.