Pioneer Courthouse Square hosts the Great Figgy Pudding Caroling Competition. Head downtown for a special evening of song and holiday cheer. While you're there, stop by the Gingerbread Masterpiece at The Benson. Here are the details on the 2025 event. 2025 Great Figgy Pudding Caroling … [Read more...] about 2025 Great Figgy Pudding Caroling Competition
Latest
Portland Holiday Event Guide
The best Portland holiday events for all ages. Our area has many holiday events that make the season magical. Use this Portland holiday event guide to mark your calendar for tried-and-true seasonal fun and start new traditions. The is a day-by-day list of holiday events happening in and … [Read more...] about Portland Holiday Event Guide
2025 Portland Krampus Parade
As winter descends upon the city, a peculiar and thrilling tradition is set to unfold—the Portland Krampus Parade. The event, known as the Krampus Lauf, embodies the darker side of the holiday spirit. This unique event promises a blend of tradition, creativity and community spirit that … [Read more...] about 2025 Portland Krampus Parade
The Benson Hotel’s Gingerbread Masterpiece
The Benson Hotel continues its long-standing tradition of creating a gingerbread masterpiece for the holiday season. For the 54th year, the historic Portland hotel makes a special gingerbread creation the centerpiece of its lobby. Here are details about the 2025 gingerbread … [Read more...] about The Benson Hotel’s Gingerbread Masterpiece
Free First Sunday at the Oregon Jewish Museum
Visit the Oregon Jewish Museum and Center for Holocaust Education during Free First Sunday. The Oregon Jewish Museum and Center for Holocaust Education, or OJMCHE, explores the legacy of the Jewish people in Oregon while also teaching the universal relevance of the Holocaust and providing … [Read more...] about Free First Sunday at the Oregon Jewish Museum
Free Pet Photos with Santa at PetSmart
Does your pet have a special spot on your holiday card? I'm sure you have hundreds—if not thousands—of photos of your pet being their adorable self. Why not make your holiday card extra special this year with a photo with Saint Nick? Free pet photos with Santa at PetSmart are happening on select … [Read more...] about Free Pet Photos with Santa at PetSmart
Get Free Shake Shack Sandwiches Weekly With Purchase in December
Want to save a little dough this December? Shake Shack serves up a special deal on burgers and sandwiches in December. The popular fast food chain gifts customers free Shack Sandwiches with a new burger or sandwich available every week. Here are the details: Get Free Shake Shack Sandwiches in … [Read more...] about Get Free Shake Shack Sandwiches Weekly With Purchase in December
2025 Ukrainian Winterfest
Enjoy entertainment, family-friendly activities and traditional food at the Ukrainian Winterfest. The third annual event invites everyone to celebrate Ukrainian culture while also fundraising for Ukraine's critical needs. Here's what is in store at the upcoming event: 2025 Ukrainian … [Read more...] about 2025 Ukrainian Winterfest
2025 Winterfest at Leach Botanical Garden
Embrace the holiday spirit at Leach Botanical Garden's Winterfest. The magical winter market event is your chance to find unique gifts, connect with local artisans and enjoy the peaceful beauty of the garden. 2025 Winterfest at Leach Botanical Garden Winterfest kicks off with a special opening … [Read more...] about 2025 Winterfest at Leach Botanical Garden
Troutdale Windy Wonderland and Tree Lighting
Celebrate the magic of the holidays at the Troutdale Windy Wonderland and Tree Lighting. The holiday spirit is alive and well in historic downtown Troutdale. The two-day festive extravaganza is packed with holiday cheer and offers something for everyone. Best of all, it supports Snow Cap … [Read more...] about Troutdale Windy Wonderland and Tree Lighting
Portland Living on the Cheap is a member of 