Things to do in Portland: December

2025/11/24 Edited to

... Read moreOh, Portland in December! It truly transforms into a winter wonderland, and I always look forward to experiencing the festive cheer. Beyond just the big events, there's a unique magic in the air, from twinkling lights to cozy corners perfect for escaping the chill. One of my absolute favorite ways to soak in the holiday spirit is by exploring the incredible Holiday Makers Markets. I make it a point to visit a few each year. For instance, the Sustainable Northwest Wood Holiday Makers Market sounds like a treasure trove for unique, handcrafted gifts – perfect for finding something special that you won't get anywhere else. And who wouldn't love a stroll through the Crystal Springs Rhododendron Garden Market? Imagine finding beautiful paper goods, pastries, and art amidst such a serene setting. It’s not just shopping; it’s an experience, often with local artisans sharing their passion. I always find myself picking up a few last-minute gifts and a treat for myself! When it comes to festive dining and drinks, Portland never disappoints. I'm so excited about places like King Tide Fish & Shell bringing back their Yule Tide experience. Seasonal cocktails and nostalgic bites sound like the perfect way to unwind after a day of holiday hustle. And have you seen the lineup at The Social Spoon? Their special holiday experiences, like the “S-LEI THE NIGHT AWAY” or “HAWAIIAN SHIRT PARTY,” sound like such a fun, quirky Portland twist on holiday celebrations. I’m definitely eyeing the “HOLIDAY PAJAMAS & PUNCH BOWL BRUNCH” for a cozy morning with friends! For unique, family-friendly fun, the ELLWOOD MORELAND 15 DAYS OF Decemberville WINTER WINDOW WALK sounds absolutely charming. There's something so magical about seeing beautifully decorated windows come to life. And for those with little ones (or if you're just a kid at heart like me!), Breakfast with Santa at McMenamins Kennedy School is a classic Portland tradition. McMenamins venues always have such a unique vibe, and adding Santa to the mix just makes it extra special. Don't forget the outdoors, even in winter! Winterfest at Leach Botanical Garden offers a beautiful, crisp experience. It’s a wonderful way to enjoy the season's beauty and get some fresh air. Even if it's rainy (which, let's be honest, is part of Portland's charm), there are often covered areas or cozy cafes nearby to duck into. My personal tip for navigating Portland in December? Dress in layers! The weather can change quickly. Also, if you’re planning to hit popular spots or attend ticketed events, always check their social media for the latest updates and consider booking ahead, especially for things like Santa breakfasts or special dining experiences. Getting around via public transport or rideshares is often easier than battling for parking, especially downtown during peak holiday times. Enjoy exploring! There's truly something for everyone to love in Portland during the most wonderful time of the year.