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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.

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

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.

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.

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.

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.

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.

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.

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Showing results 1 to 10 of 60

Sandy Winterfest
Sandy Winterfest
Thursday, Jan 1, 2026
Admission: Free
Meinig Memorial Park
17670 Meinig Ave, Sandy, OR 97055
Occurs: Every day until January 04, 2026
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,...Read More
Sandy Holiday Happy Hour
Holiday Happy Hour
Saturday, Jan 3, 2026
4:30 - 6:30pm
Admission: Free
Meinig Memorial Park
17670 Meinig Ave, Sandy, OR 97055
An adults only night out at the Park. Enjoy the last of the holiday lights, grab a drink and/or tamale, and be present for the announcement of the Merry Makeover...Read More
Jingle Jog/Walk Sandy
Sandy Jingle Jog/Walk
Saturday, Jan 3, 2026
9 - 11:30am
Admission: $25
Sandy Abundant Life Church
16633 Champion Way , Sandy, OR
Sandy's first Jingle Jog! Join for a 5k walk/run along Tickle Creek Trail. ...Read More
cedar benches, lounge chairs and house plants are lit up by sun in the front room of Sauna Glo.
LGBTQIA+ Sauna Social
Thursday, Jan 15, 2026
5 - 8pm
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Occurs: The Third Thursday of every 1 month(s) until June 18, 2026
Come build community, and gather together with LGBTQIA+ identified folks during this intentional queer-only sauna social. Join SaunaGlo in a safe space to sweat, plunge and connect with a friend, or...Read More
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