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Events in Oregon’s Mt. Hood Territory offer year-round festivals and activities for the whole family in the greater Portland area. Winter’s event calendar is full of snowboarding and skiing events at Timberline Lodge & Ski Area and Mt. Hood Skibowl, plus holiday happenings at Christmas tree farms. Spring events burst upon the scene with blooming flowers and baby farm animals galore. Summertime is filled with an abundance of outdoor activities, festivals, music events, and Farmers' Markets. Celebrate the fall bounty as local communities provide family fun harvest festivals, corn mazes, pumpkin patches, and haunted trails. The Clackamas County Fairgrounds & Event Center offers a variety of events throughout the year, including the Clackamas County Fair and Rodeo. See below for upcoming events, or click the links in the text above for more information on some of our seasonal favorite activities.

Note: We strive to keep all event listings up-to-date, but please check event status with individual event hosts before planning your trip.

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Breakfast and Photos with Santa
Volcano Harley-Davidson

Time: 10am

Join Volcano Harley-Davidson for a Festive Breakfast with Santa! Get ready to kickstart your holiday season with a Breakfast with Santa event that's sure to delight the whole family. Come enjoy a morning of delicious food, festive fun, and of course, Harley-Davidson motorcycles!

Christmas at Milwaukie Museum
Milwaukie Museum

Time: 11am - 2pm

Address: 3737 SE Adams, Milwaukie, OR 97222

Join the Milwaukie Museum for their annual Christmas event! Stop by and enjoy winter crafts, sweet holiday treats, tasty hot cocoa and the opportunity to visit and take a photograph with Santa Claus.

Christmas Tree Farms and Festivals
Throughout Clackamas County

Visit our list of area tree farms with winter season activities for all ages. Our handy map will make it easy to find the perfect tree farm or experience near you! Area tree farms offer U-cut, pre-cut and even trees delivered right to your door! A vast varieties for activities include wreath making classes, visits with Santa, hot cocoa, holiday treats, train rides, warming stations, petting zoos, hay wagon rides and so much more! Visit the list for full details.

Family Nite Out
SaunaGlo

Time: 5:30 - 9:00 PM

Address: 1915 SE Jefferson St, Milwaukie, OR 97222
Phone: 503-445-7495

It’s a sauna social for the whole family! Join on the 2nd Saturday of the month for your kids’ best-day-ever. Parents love to connect while the kids play and plunge. Bring your infants, toddlers, kiddos, pre-teens and young adults for memory-making magic. Enjoy games and toys, playful music, order some pizza, and enjoy the company of other sauna-loving families.

Holiday Artists Marketplace
ARTspace Gallery

Time: Tu - Fri 10am-5pm, Sat 10am-2pm

Address: 380 A Street, Lake Oswego, OR 97068
Phone: 5032721214

Celebrate the Art of Giving with Lake Oswego traditional Holiday Marketplace, curated & hosted by the Arts Council! Arts Council of Lake Oswego celebrates the Art of Giving with local favorite annual show, Holiday Marketplace. Featuring fine art and handicrafts from 26 local artisans, Holiday Marketplace is your one-stop shop for unique & handmade gifts for your most hard-to-shop-for loved ones.

Holiday Cocktail Class
Trail Distilling

Time: 6:30pm

Address: 21553 S. Hwy 213, Oregon City, OR 97045

This winter holiday cocktail class is a festive and interactive experience where participants learn to craft seasonal cocktails perfect for holiday celebrations. Participants will explore the art of mixology, mastering techniques to create both classic and innovative winter drinks. In this hands-on class, you’ll learn essential bartending techniques, discover tips and tricks for perfecting your drinks, and enjoy tasting your creations. This class is the perfect way to celebrate the holiday season and ensure you will impress your guests at any holiday gathering. There will be a drawing for a cocktail set. Grab dinner at one of the food trucks too!

Legally Blonde Jr - The Musical
Lakewood Center for the Arts

Time: Sun & Mon 7pm | Sat 2pm & 4pm

Address: 368 S State St, Lake Oswego, OR 97034

Legally Blonde JR. follows the transformation of Elle Woods as she tackles stereotypes, snobbery and scandal in pursuit of her dreams. When Elle’s boyfriend, Warner, dumps her and heads to Harvard, claiming she’s not “serious” enough, Elle takes matters into her own hands, crafting a showy song-and-dance personal essay and charming her way into law school. Befriending classmate, Emmett, and spunky hairdresser, Paulette, along the way, Elle finds that books and looks aren’t mutually exclusive. As Elle begins outsmarting her peers, she realizes that law may be her natural calling after all.

Miracle on 34th Street - Stage Play
Lakewood Center for the Arts

Time: Wed-Sat 7:30pm, Sun 2pm

Address: 368 S State St, Lake Oswego, OR 97034

Kris Kringle, an older man living in a retirement home, takes a job as Santa at Macy's. He spreads waves of goodwill by directing parents to other stores to find exactly the toy their child desires. Viewed as delusional by Macy's vocational counselor, Kris finds himself in a court competency hearing. The belief of one little girl in Santa is particularly at risk. This is a story where love, decency, and generosity of spirit are their own rewards.

Night Market
Hoodland Farmers Market

Time: 3 - 7pm

Address: 68211 E Hwy 26, Welches , OR 97067

Visit Hoodland Farmer's Market special Night Market and shop products and goods from local vendors.

Peppermint Bear Asks Witch Way To Christmas?
Lakewood Center for the Arts

Address: 368 S State St, Lake Oswego, OR 97034

The Peppermint Bear show is a classic at Lakewood Theatre Company and it’s perfect for families and full of holiday cheer. Each year a new 45-minute episode is presented. A light continental breakfast with rolls, muffins, donuts, fruit etc and juice, and coffee is provided. It’s a show that is perfect for ages 3-103.

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