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EVENTS

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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A Chorus Line
Clackamas Repertory Theatre

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

Address: 19600 S Molalla Ave, Oregon City, OR 97045

A Chorus Line is a stunning concept musical that captures the spirit and tension of a Broadway audition. This Pulitzer Prize and multiple Tony Award-winning production explores the inner lives and bittersweet ambitions of professional performers, featuring one powerhouse number after another. A brilliantly complex fusion of song, dance and compellingly authentic drama, A Chorus Line is a must-see musical classic.

Annual Dahlia Festival
Swan Island Dahlia Farm

Time: 9am - 5:30pm

Address: 995 NW 22nd Ave, Canby, OR 97013
Phone: 503-266-7711

Join Swan Island Dahlias for their Centennial Season as they honor 100 years of growing, sharing, and celebrating dahlias. Wander through nearly 50 acres of vibrant fields filled with over 500,000 dahlias in bloom. Tour the stunning display garden featuring more than 375 varieties, lovingly cultivated by our multigenerational family. •Stroll Through a Rainbow of Color: Explore acres of breathtaking blooms at their peak. •Choose Your Favorites: Select the dahlias you love and order tubers for spring delivery and planting. •Bring Home Fresh Cut Dahlias: Treat yourself—or brighten someone’s day—with a beautiful bouquet. •Discover the THE MERCANTILE: Open for year-round shopping and filled with unique local treasures. •Enjoy Food, Music & More: Savor delicious bites from the food carts, relax with live weekend music on the weekend, or join one of our festival classes. •Plan Your Visit: Fields are open August through September, Wednesday–Sunday & Labor Day 9am-5:30pm

Beginning Plein Air Painting
Milwaukie Bay Park

Time: 10am - 3pm

Address: 1700 SE Jefferson St, Milwaukie, OR 97222

This class will cover the fundamentals of composition, color relationships, lighting, atmospheric perspective, simplification and shape through the use of gouache, watercolor, acrylic or oils. This is a great workshop for any artist that would like to learn how to capture a sense of natural lighting and color into their work. This opportunity is for both new and practicing artists.

Playwriting Camp for Teens
Ledding Library

Time: 1 - 3pm

Address: 10660 SE 21st Ave, Milwaukie, OR 97222

A 5-day camp for students grades 6-12 to develop an original play. This camp will be led by a produced playwright. Campers will work with their fellow campers to develop and perform a short play with guidance from a peer. Attendees will use collective creation to devise a work in only 5 days! The final day of the camp will culminate in a reader’s theatre performance of the piece that will be open to the public.

Stronger Skatepark Summer Camps
Stronger Skatepark

Time: Week-long day camp

Address: 6102 SE King Rd, Milwaukie , OR 97222

Stronger Skatepark summer camps are inclusive and fun! The indoor skatepark offers skateboard, scooter, and roller skate options for 6-14 year old's of ALL ability levels, from kids who have never been to a skate park to kids who know how to shred the park! Gear is provided for any kid who needs it for camp. In addition to skating, every day has ample opportunities for non-skating activities, including group games, a rock wall, and an art zone with lots of supplies to get creative with!

10th Annual Oregon City Festival of the Arts
End of the Oregon Trail Visitor & Interpretive Information Center

Time: 9am - 4pm

Address: 1726 Washington Street, Oregon City, OR 97045

Produced By: Three Rivers Artist Guild

This vibrant and premier outdoor cultural event is free to the public and will feature up to 60 established and new artists showcasing their best creativity in various mediums and techniques. The festival will include a spacious, shaded stage that will host local musical talents curated in partnership with Oregon City Porchfest, interactive art activities led by Soul Flags, and a selection of food and tasty treats from local food trucks. This is a fantastic opportunity to showcase your work, connect with fellow artists and engage with a community eager to celebrate the arts.

A Chorus Line
Clackamas Repertory Theatre

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

Address: 19600 S Molalla Ave, Oregon City, OR 97045

A Chorus Line is a stunning concept musical that captures the spirit and tension of a Broadway audition. This Pulitzer Prize and multiple Tony Award-winning production explores the inner lives and bittersweet ambitions of professional performers, featuring one powerhouse number after another. A brilliantly complex fusion of song, dance and compellingly authentic drama, A Chorus Line is a must-see musical classic.

Annual Dahlia Festival
Swan Island Dahlia Farm

Time: 9am - 5:30pm

Address: 995 NW 22nd Ave, Canby, OR 97013
Phone: 503-266-7711

Join Swan Island Dahlias for their Centennial Season as they honor 100 years of growing, sharing, and celebrating dahlias. Wander through nearly 50 acres of vibrant fields filled with over 500,000 dahlias in bloom. Tour the stunning display garden featuring more than 375 varieties, lovingly cultivated by our multigenerational family. •Stroll Through a Rainbow of Color: Explore acres of breathtaking blooms at their peak. •Choose Your Favorites: Select the dahlias you love and order tubers for spring delivery and planting. •Bring Home Fresh Cut Dahlias: Treat yourself—or brighten someone’s day—with a beautiful bouquet. •Discover the THE MERCANTILE: Open for year-round shopping and filled with unique local treasures. •Enjoy Food, Music & More: Savor delicious bites from the food carts, relax with live weekend music on the weekend, or join one of our festival classes. •Plan Your Visit: Fields are open August through September, Wednesday–Sunday & Labor Day 9am-5:30pm

Craft a Greeting Card Stash Series
K.MARIE

Time: 10am - 1pm

Address: 10613 SE Main Street, Milwaukie, OR 97222
Phone: 5036884352

Join K.MARIE for this greeting card making series Each month the group will gather to each create 4 greeting cards to keep on hand as occassions pop up and ensure you always have the perfect card. K.MARIE will provide the base of the cards, graphics, blank card, and envelope. There will also be 4 insert cards, with sentiments such as "Happy Birthday" "Thank You" "Congratulations" and more. You will create your cards during the class and can refer to shop samples for inspiration. If you can't make the class times, card making kits are available to pick up in the shop.

Drawing Means Learning To See
Cascadia Center for Arts & Crafts

Time: 1 - 3pm

Address: Government Camp, OR 97028

We will learn to trust our eyes, not what our brain is telling us, as we observe objects around us to draw. The goal is to foster curiosity as we approach the world with wonder. It is not the goal to produce the most beautiful picture, but to introduce you to a new way of seeing the everyday objects around you, especially in nature. All levels Ages 18+. Registration deadline 1-week before class. Instructor Eileen Holzman.

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Showing results 1 to 10 of 307

Annual Dahlia Festival
Tuesday, Sep 1, 2026
9am - 5:30pm
Admission: Free
Swan Island Dahlia Farm
995 NW 22nd Ave, Canby, OR 97013
Occurs: Every week on Sunday Tuesday, Wednesday, Thursday, Friday, Saturday, until September 30, 2026
Join Swan Island Dahlias for their Centennial Season as they honor 100 years of growing, sharing, and celebrating dahlias. Wander through nearly 50 acres of vibrant fields filled with over...Read More
People browsing art at the Basil + Art Festival
Basil & Art Festival
Tuesday, Sep 1, 2026
10am - 6pm
Flower Farmer/Phoenix & Holly Railroad
2512 N Holly, Canby, OR 97013
Occurs: Every day until September 07, 2026
There will be local artists displaying their crafts along with a menu of basil dishes available to enjoy at this event. Visitors can also enjoy riding the train at the...Read More
Skateboards laying on their sides form a circle with edges meeting in the middle.
Stronger Skatepark Summer Camps
Tuesday, Sep 1, 2026
Week-long day camp
Admission: $475/ week
Stronger Skatepark
6102 SE King Rd, Milwaukie , OR 97222
Occurs: Every week on Monday Tuesday, Wednesday, Thursday, Friday, until September 04, 2026
Stronger Skatepark summer camps are inclusive and fun! The indoor skatepark offers skateboard, scooter, and roller skate options for 6-14 year old's of ALL ability levels, from kids who have...Read More
Lake Oswego Farmer's Market Flowers
Farmers Markets
Wednesday, Sep 2, 2026
Throughout Clackamas County
Occurs: Every week on Sunday Wednesday, Thursday, Saturday, until October 31, 2026
Visit our list of area Farmers Markets open through out the week from April through October. The farmers markets in Mt. Hood Territory are packed with delicious local offerings, eye...Read More
Interior view of the Steiner Church. Photo is taken from the back of the room and faces the stage area with a large stone fireplace. On the left there is a wood stove and an old saddle hangs from the
Historic 1937 Steiner Church Public Tours
Saturday, Sep 5, 2026
10am - 4pm
Admission: $8 - $10
The Historic 1937 Steiner Church
68835 E. Barlow Trail Road, Welches, OR 97067
Occurs: The First Saturday of every 1 month(s) until December 05, 2026
After decades of meticulous restoration, the beautiful and historic 1937 Steiner Log Church is now open to the public for self-guided tours every first Saturday of the month, throughout the...Read More
Round the Mountain - a 3-day guided hike around Mt. Hood
Saturday, Sep 5, 2026
Mazama Lodge
30500 E West Leg Rd, Government Camp, OR 97028
Join us for an epic three-day adventure around Oregon’s preeminent Cascade volcano! Hike through meadows of Alpine wildflowers, cross glacial creeks, and take in stunning views of Mt. Hood and...Read More
Running Club & Power Walking
Saturday, Sep 5, 2026
Admission: Free +
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Occurs: The First Saturday of every 1 month(s) until April 03, 2027
All are welcome for this fun community run and walking group, held on every first Saturday of the month. This is a free community group, so anyone can join the runners...Read More
Flyer for Molalla Train Park
Train Fest
Saturday, Sep 5, 2026
11am - 4pm
Admission: Free
Molalla Train Park
31803 S Shady Dell Rd, Molalla, OR 97038
Occurs: Every day until September 07, 2026
Pacific Northwest Live Steamers invites you to Train Fest. Come out and have some family fun before summer is over! Enjoy free admission and free train rides all holiday weekend...Read More
Bridge City Improv Sunday Night Special
Bridge City Improv: Sunday Night Special
Sunday, Sep 6, 2026
6:30pm
Admission: $15-20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Occurs: Every week on Sunday until October 25, 2026
Curated improv jam! Sunday evenings Bridge City Improv mixes it up with some of their favorites. These casts & hosts rotate weekly and feature OG vets, up-and-comers, and everything in...Read More
The Music of Twin Peaks
The Music of Twin Peaks
Sunday, Sep 6, 2026
8pm
Admission: $25
Chapel Theatre
4107 SE Harrison St, Milwaukie, OR 97222
After a sold out show at Alberta Abbey, Rachel Brashear is remounting this 8-piece band’s theatrical exploration of the music of Twin Peaks. Arranged and performed by RACHEL BRASHEAR Accompanied by AARON...Read More
Infographic of a sunrise over mounthood & timberline lodge, the image is bordered in flowers and has mountain bikers in the center. It reads "Timberline Daydream"
Timberline Daydream
Sunday, Sep 6, 2026
8am - 5pm
Admission: Donation based
Timberline Lodge
27500 E Timberline Rd, Government Camp, OR 97028
Join for Timberline Daydream, a celebration of music, brews, and bikes at historic Timberline Lodge benefiting OHSU Doernbecher Children’s Hospital. OHSU and Timberline have teamed up to bring you an...Read More
Jaja’s African Hair Braiding
Jaja’s African Hair Braiding
Thursday, Sep 10, 2026
Thurs - Sat 7:30pm, Sun 2:30pm
Admission: $30 - $40
Clackamas Repertory Theatre
19600 S Molalla Ave, Oregon City, OR 97045
Occurs: Every week on Sunday Thursday, Friday, Saturday, until October 04, 2026
Jaja’s African Hair Braiding in Harlem is full of sharp, funny and talented women who make their clients look and feel “nice-nice.” One sweltering summer day, Jaja’s daughter Marie runs...Read More
Sample handmade holiday cards at K.MARIE Loves Glitter in downtown Milwaukie
Christmas Card Making Series
Saturday, Sep 12, 2026
1:30 - 3pm
Admission: $24
K.MARIE
10613 SE Main Street, Milwaukie, OR 97222
Join K.MARIE for this Christmas card making series! Start your holiday card making earlier in the season and avoid the last minute rush. Each month the group will gather to...Read More
Silhouettes of kayakers paddling on the Willamette River under a lit up bridge at night.
City Lights Night Paddle
Saturday, Sep 12, 2026
9:20pm
Admission: $58
eNRG Kayaking
1701 Clackamette Drive, Oregon City, OR 97045
This Night Paddle adventure provides a distinctive opportunity to explore the waterways and cityscape. Participants are encouraged to decorate themselves and/or their boat with glow sticks, crowns, wands, and other...Read More
Sample handmade greeting cards at K.MARIE Loves Glitter in downtown Milwaukie
Craft a Greeting Card Stash Series
Saturday, Sep 12, 2026
10am - 1pm
Admission: $24
K.MARIE
10613 SE Main Street, Milwaukie, OR 97222
Join K.MARIE for this greeting card making series Each month the group will gather to each create 4 greeting cards to keep on hand as occassions pop up and ensure...Read More
Hoodland Block Party at Cooper's Wine Bar & Shop
Hoodland Block Party
Saturday, Sep 12, 2026
3 - 6pm
Admission: Free
Cooper's Wine Bar & Shop
24540 E Welches Rd, Welches, OR 97067
Join Cooper's Wine Shop for their 4th annual block party summer series! Enjoy live music and local art for sale, along with wine & beer tastings, food specials, lawn...Read More
West Linn Mainstreet Historic Willamette District
Willamette Autumn Wine Walk
Saturday, Sep 12, 2026
4 - 7pm
Historic Willamette Main Street
West Linn, OR 97068
Don’t miss the Willamette Autumn Wine Walk! Stroll through the Willamette Business District, sampling wines, purchasing bottles, and enjoying live music. Each ticket includes two tastings per stop, a commemorative wine glass,...Read More
West Linn's Mainstreet District during fall
Willamette Chalk Walk Festival
Saturday, Sep 12, 2026
9am - 2pm
Historic Willamette Main Street
West Linn, OR 97068
Celebrate creativity at this vibrant community event, where artists of all ages and experience levels bring Willamette Falls Drive to life with colorful chalk designs in the Historic Willamette Business...Read More
fobtoberfest
FOBtoberfest!
Friday, Sep 18, 2026
Fri: 3 - 10pm | Sat: 12 - 10pm
Clackamas County Event Center
694 NE 4th Ave, Canby, OR 97013
Produced By: FOB Taproom
Occurs: Every day until September 19, 2026
Join for FOBtoberfest — a festive weekend celebrating good food, German beer, and live music in the heart of Canby. Come early to grab a place in line and get your...Read More
51st Annual Molalla Heritage Apple Festival
Saturday, Sep 19, 2026
10am - 4pm
Admission: Free
Dibble House Museum Molalla
620 S Molalla Ave, Molalla, OR 97038
Produced By: Molalla Area Historical Society
The 51st Annual Heritage Apple Festival will be happening at the Dibble House Museum Complex in Molalla, OR. Visitors will be able to tour five historical buildings. The event will...Read More
Cider Squeeze at the Philip Foster Farm
Saturday, Sep 19, 2026
10am - 4pm
Admission: $5/pp or $20/family
Philip Foster Farm
22725 SE Eagle Creek Road, Eagle Creek, OR 97022
Bring your apples, press ours, or buy cider. Vendors, food, craftsmen and musicians all day. Fun for the whole family. We will have both the old and new parking lots...Read More
Three brown & white spotted horses each carrying a rider in an arena. All of the riders and horses are looking at the camera.
Horse Camps for Adults
Saturday, Sep 19, 2026
10am - 2pm
Admission: $185
Amethyst Performance Horses
19548 S. Lyons Rd, Oregon City, OR 97045
Occurs: The Third Saturday of every 1 month(s) until September 19, 2026
Camp for adults! Join Amethyst Performance Horses for their adult only horse camp and have fun learning about horses, horse care, tack, ground work with horses and riding! Includes a...Read More
Milwaukie Sustainability Fair
Milwaukie Sustainability Fair
Saturday, Sep 19, 2026
10am - 3pm
Admission: Free
Milwaukie Farmers Market
10723 SE Main St., Milwaukie, OR 97222
Produced By: Rotery Club of Milwaukie
Come participate in the fifth annual Milwaukie Sustainability Fair. Join this zero-waste event for a repair fair, fashion "trashon" show, clothing swap, music, art, food, coffee, beer, activities, free stuff...Read More
Dibble House & Molalla Museum Historical Society
2nd Annual MAHS Yard Sale
Sunday, Sep 20, 2026
10am - 4pm
Admission: Free
Dibble House Museum Molalla
620 S Molalla Ave, Molalla, OR 97038
Produced By: Molalla Area Historical Society
The Molalla Area Historical Society's 2nd Annual Yard Sale will feature antiques, collectibles, vintage materials for crafters, and much, much more!...Read More
Main Street Oregon City
Fall Wine Walk
Thursday, Sep 24, 2026
6 - 9 pm
Downtown Oregon City
Main Street , Oregon City , OR 97045
Produced By: Downtown Oregon City Association
Sip and stroll Main Street! Local Wineries pair up with your favorite restaurants and retailers for a fun wine-tasting community event. Tickets include 10 tastings and a commemorative wine glass....Read More
The Lookback Lecture Series
The Lookback Lecture Series: Where the River Meets the Story
Thursday, Sep 24, 2026
7 - 8pm
Admission: $10 - $20
Museum of the Oregon Territory
211 Tumwater Dr, Oregon City, OR 97045
Produced By: Museum of the Oregon Territory
Join six-generation Oregonian and West Linn author Dede Montgomery as she explores the history, stories, and family legacies shaped by the Willamette River. Growing up on its banks in Wilsonville,...Read More
WombSong
Thursday, Sep 24, 2026
8 - 10pm
Admission: $25
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Occurs: The Last Thursday of every 1 month(s) until October 29, 2026
Are you longing for more ritual or to drop into sacred space with others? Gather around this fire and join a small group of mother's as they come together in...Read More
Secret Garden Growers Nursery
14th Annual Colors of Fall Festival
Saturday, Sep 26, 2026
10am - 5pm
Admission: Free
At all Cascade Nursery Trail member nurseries
Various Locations, Molalla, OR 97038
Occurs: Every day until September 27, 2026
The Cascade Nursery Trail's late season gala brings glowing surprises that are seldom seen. Come and see the fall gardens, gather ideas, get expert advice and wander through the best...Read More
A lively outdoor gathering with people dancing on grass, surrounded by trees and a clear blue sky. Various ages participate in the celebration.
4th Annual Estacada Oktoberfest
Saturday, Sep 26, 2026
11am - 7pm
Admission: Free
City of Estacada
SE 3rd Ave & Broadway Street, Estacada, OR 97023
Produced By: Downtown Estacada Commission
Time to get out the lederhosen and dirndl skirts because the Downtown Estacada Commission is planning Oktoberfest for September Downtown Estacada. This event will include fun activities such as a...Read More
Clackamas Free Clinic 5K for Healthcare and Pancake Breakfast
Sunday, Sep 27, 2026
9am
Admission: $45
Clackamas Community College
Green Lot, Oregon City, OR 97045
Join Clackamas Free Clinic for the 6th Annual 5K for Healthcare. Whether you run, walk, or roll, you'll help expand access to no-cost healthcare for uninsured and underinsured adults in...Read More
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