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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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Already Been Chewed | Opening Reception
imperfecta.

Time: 5 - 7pm

Address: 117 6th street, Oregon City, OR 97045

The Imperfecta Gallery invites you to join the opening reception for "Already Been Chewed," a solo exhibition featuring Portland-based artist Wynter Jones. The show explores memory, identity, and the lingering effects of religious and patriarchal conditioning. Drawing from her early experiences growing up within the Mormon faith, Wynter's new body of work unearths embedded memories—some tender, others painful, many absurd—that continue to revisit her internal landscape 25 years later.

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.

Gladstone Holiday Tree Lighting
Gladstone Community Center

Address: 1050 Portland Ave, Gladstone, OR 97027

Produced By: City Of Gladstone

Kick off the holiday season with the City of Gladstone’s annual Holiday Tree Lighting! The whole community is invited to gather around our city tree for a festive evening filled with holiday carols performed by the Gladstone School Choir and Band and free hot cocoa, generously sponsored by Troop Pack 510. Come celebrate the magic of the season with friends, family, and neighbors!

Heritage Holidays
Various Locations throughout Oregon City

Time: 10:30am - 4pm

Address:
Phone: 971-219-4881

Join Oregon City's historic sites for Heritage Holidays. All sites are free the first Saturday of December for Heritage Holidays. Join Baker Log Cabin, Ermatinger House, McLoughlin House and Barclay House, Stevens-Crawford Heritage House, and William L. Holmes House at the Rose Farm.

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.

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.

Oregon City Tree Lighting with Santa
Downtown Oregon City

Time: 5pm - 7pm

Address: 814 Main Street, Oregon City , OR 97045

Enjoy festive music, visit with Santa, and shop a handful of select holiday vendors and count down to the big tree lighting. Bundle up, bring the family, and soak in the sparkle of downtown Oregon City. Make this a night to remember as Oregon City welcomes the holiday season together!

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.

Rise & Glo: Running Club & Power Walking
SaunaGlo

Time: 8 - 10am

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

All are welcome for this fun community run and walking group, held on every first Saturday of the month. There’s no need to RSVP for this free event. The light pace is great for beginners, and set by the group. If a few people want to go slower or faster then we split into different pace-pods. Simply show-up just before 8am, run or walk for about an hour, then afterward enjoy sauna time together for half-price! Soak up that steam and the cold contrast for muscle recovery, improved circulation and enhanced running performance. Note: We meet rain or shine and always make sure everyone is feeling safe and supported. Keep up that momentum toward your 2025 goals with this guided-route run or walk. This is a fun-run atmosphere, and we don't take ourselves too seriously. Save time and fill out the liability waiver in advanced! Go to this link to create your profile.

Sandy Winterfest
Meinig Memorial Park

Address: 17670 Meinig Ave, Sandy, OR 97055

Stroll through Meinig Park and take in all the lights and decorations. Lights will be on nightly. There will be vendors selling items on the following nights: December 6th, 13th, 21st, & 22nd.

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