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.
Address:SE 3rd Ave & Broadway Street, Estacada, OR
Produced By: Downtown Estacada Commission
The Downtown Estacada Commission is excited to kick off 2026 with Estacada Uncorked - their signature wine festival and community celebration. Mark your calendars for Saturday, June 6th and head to Downtown Estacada for an unforgettable day filled with live music, delicious food, local vendors, and of course, a wide selection of wines to savor and explore.
Get ready to celebrate love and diversity at the second annual Pride Lake Oswego! Hosted by LO for LOve, this vibrant event will take place at Millennium Plaza Park and promises a day filled with exciting performances, inspiring speeches, and community activities.
Address:29600 SW Park Place, Wilsonville, OR97070 Phone: 5035701604
Produced By: City of WIilsonville
Save the date for the City of Wilsonville's family-friendly Pride Celebration in Wilsonville. The event will provide an opportunity for community members to connect and enjoy music, activities, and more in celebration of Pride Month.
Event Details
The event will take place at Town Center Park and feature:
EmCee & Performance by Poison Waters | Speaker Basic Rights Oregon Executive Director, Kyndall Mason | Music Performed by DJ SM4SH
What to Expect
Music and speeches use amplified sound, throughout the event.
Mobi-Mats (access mats) will be available onsite.
Limited seating will be available, attendees are welcome to bring lawn chairs and blankets to enjoy performances and speeches.
Food will be available onsite for purchase.
The park is a public space and the water feature will be on during the event.
Crafts will be available (using materials such as crayons and paint)
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 make new ones!
This is a closed event for LGBTQIA+ only.
Wilsonville Juneteenth Celebration Town Center Park
Address:29600 SW Park Place, Wilsonville, OR97070 Phone: 5035701604
Produced By: City of WIilsonville
Wilsonville's sixth annual Juneteenth Celebration takes place on Friday, June 19, 2026 at Town Center Park.
This family-friendly event has featured keynote remarks, music performances, food, activities and community organizations.
Performance by Nii Ardie & Ekome (Anansi Beat)
Music by Lilla
Keynote Speaker Keith Sconiers
All are invited to this free event
Join for the 4th of July Parade in Downtown Estacada. The parade will begin at Estacada High School, travel along Main Street, and return to the high school via Southeast Fourth Street and Broadway Street. Also, that evening, enjoy a fireworks display by the Estacada Rural Fire District at 10PM near the high school. Don't miss out on the fun!
The Firecracker 5K takes place in scenic Molalla, Oregon on July 4th. This race kicks off shortly before the Molalla Buckeroo Rodeo festivities, with the course following the parade route through historic downtown Molalla. Advance registration encouraged.
Address:375 SW Barrel House Way, West Linn, OR97068
Join Tumwater Vineyard for a concert on the lawn featuring a local favorite, Matt Brown!
Matt Brown is an old soul. It doesn’t take long when listening to his music to realize that. Taking influence from the likes of Ray Charles, The Beatles, Kris Kristofferson, and more, Matt’s music is timeless, full of heart, and somehow feels familiar even when heard for the first time. Bring your lawn chairs, blankets and sun hats as seating will be limited and on a first come first seated.
