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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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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.

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.

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.

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.

Santa on The Farm
Triskelee Farm

Time: 10am - 2pm

Address: 29700 SW Mountain Rd, West Linn, OR 97068

Come join Triskelee for a jolly good time on the Farm! Santa will be spreading holiday cheer with his helping farm animals. Bring the whole family for a festive day filled with fun , delicious treats, and of course, a chance to meet the man in red himself. Don't forget to bring your camera to capture the magical moments. Santa will be out from 10:30-1:30pm. Visitors can partake in other activities from 10am-2pm. Everything will be undercover! Access to the bounce house included. Adults and carried babies are free to walk around. If adults want a photo there is a $5 add on. You do not need a ticket if you are not sitting with Santa or not partaking in the activities. You can take your own photos. About Activities will include: 1 Picture with Santa Bounce house Corn playing More Info: All activities will be in a covered area, however please be prepared for colder temperatures. Children must be attended by an adult at all times. Our food truck will be grilling from 10-2pm

St. Josef's Winery Second Sunday Music - The Holiday Sing Along
St. Josef's Winery

Time: 12 - 5pm

Address: 28836 S Barlow Rd, Canby, OR 97013

Join St. Josef's for great wines, music and light bites inside our cozy tasting room. Natural Wines grown & made by Oregon Wine Pioneers. No cover charge. Call ahead or email info@stjosefswinery.com to reserve your table.

Wood-Fired Sauna Pop-Up
SaunaGlo

Time: 2 - 8pm

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

Come experience the magic of a traditional wood-fired sauna at SaunaGlo! For a limited time only, this pop-up features a beautiful mobile sauna open for reservations on Friday, Saturday and Sundays from 2-8pm. Includes cold plunge and botanical lounge!

Yoga at the Winery
Festive Hill Winery

Time: 9:00, 10:30

Address: 20100 SW Johnson Rd, West Linn, OR, USA, OR 97068
Phone: 5037075204

Produced By: Festive Hill Winery

connect mind and body while surrounded by the natural beauty and inviting atmosphere of the vineyard. Through thoughtfully guided classes, we will weave in themes of nature, equanimity, and joyful connection. The two classes we are offering: Vineyard Vinyasa: Sundays 9 - 10 am ($20 / class) Start your Sunday with a refreshing and grounding Vinyasa flow set against the stunning backdrop of the vineyard. This energizing morning class is designed to awaken the body and mind as we move through a mindful sequence of breath and movement, surrounded by the beauty of the vines. Whether you're a seasoned yogi or new to the mat, this all-levels flow invites you to connect with nature and enjoy a peaceful start to your day. Elévé Yogalates: Sundays 10:30-11:30 am ($20 / class) Ease into your Sunday with a refreshing blend of strength and stretch in this Yoga-lates class, where the mindful flow of yoga meets the core-toning power of Pilates. Set against the peaceful backdrop of the vine

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.

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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