| 2023-12-31 10:30 | | New Year's Eve Events, Chinese New Year at Lan Su and more |
| 2023-12-29 09:30 | | Free First Day Hikes, Restaurants Open on NYE and more |
| 2023-12-28 09:30 | | New Year's Eve Events, Holiday Lights Final Nights and more |
| 2023-12-27 10:30 | | Museums on Us Free Days, Bing in the New Year and more |
| 2023-12-26 10:30 | | Free Christmas Tree Drop-Off, Free Days at National Parks and more |
| 2023-12-25 10:30 | | What to Do in Portland on Christmas Day |
| 2023-12-24 10:30 | | Free Christmas Dinners, Snowfall of Franklin Street and more |
| 2023-12-23 10:30 | | Japanese New Year, Space Needle NYE Live Broadcast and more |
| 2023-12-22 10:30 | | Holiday Pop Up at Topaz Farm, Holiday Sparkles Free Light Display and more |
| 2023-12-21 10:30 | | Christmas Eve-Eve at Freeland Spirits, Starbucks Half Price Drinks and more |
| 2023-12-20 10:30 | | Movie Theaters Open on Christmas, Kennedy School Christmas Fun and more |
| 2023-12-19 10:30 | | Winter Solstice at Leach Botanical Garden, Free State Park Entrance on NYE and more |
| 2023-12-18 10:30 | | McMenamins History Pub, Whale Watching Week and more |
| 2023-12-17 10:30 | | Final Free Day at World Forestry Center, Last-Minute Holiday Markets and more |
| 2023-12-16 10:30 | | Portland Winter Ice Rink Opening Day and more |
| 2023-12-15 10:30 | | Krampus Haunted House, Peacock Lane Opening Night and more |
| 2023-12-14 10:30 | | Free First Thursdays Return at Portland Art Museum, Starbucks Half Price Drinks and more |
| 2023-12-13 10:30 | | Peacock Lane Opens Friday, Faerie Faire Yule Market and more |
| 2023-12-12 10:30 | | Winter Solstice at Lan Su Chinese Garden, Winter Fair and more |
| 2023-12-11 10:30 | | Holiday Light Display Map, Oregon King Tides and more |
| 2023-12-10 10:30 | | Restaurants Open on Christmas Day, Winter Solstice Celebration and more |
| 2023-12-09 10:30 | | Where to Go Ice Skating, Maizee Mae's Vintage Market and more |
| 2023-12-08 10:30 | | Heritage Holiday at Fort Vancouver, Jewish Museum Free Days and more |
| 2023-12-07 10:30 | | Portland Krampus Parade, Christmas on the Campground Free Event and more |
| 2023-12-06 10:30 | | Portland Art Museum Free Day, Silver Falls Winter Fest and more |
| 2023-12-05 10:30 | | Menorah Lighting Celebrations, Peacock Lane and more |
| 2023-12-04 10:30 | | Holiday Meals To Go, Caroling Competition and more |
| 2023-12-03 10:30 | | Christmas on Franklin, Free Pet Photos with Santa and more |
| 2023-12-02 10:30 | | Portland Holiday Event Guide, OMSI Discount Day and more |
| 2023-12-01 10:30 | | Christmas Ships Parade Starts Tonight, Oregon State Parks Discount and more |
