For current emergency and active fire evacuation alerts visit the Know Now page
Wooden Shoe Tulip Fest, Mt Hood
BOOK A ROOM

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.

+ Filter Results
1 2 3 4 5  Next 10 >>

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

Bridge City Improv: Monologic
Bridge City Improv

Time: 7 - 8:15pm

Address: 1924 SE Monroe St., Milwaukie, OR 97222

Monologic: Three true-life stories from cast members inspire three improvised tales, for a total of six separate but intertwined sagas created for you by some of Portland's most experienced veteran performers. Featuring: Tom Johnson, Kerry Leek, Aaron Keuter, Daryl Olson, Shelley Darcy, Amanda Folkestad, Tony Marcellino, Kyle Kohlman, Starr Ahrens, Chris Parsons Directed by Tom Johnson All ages welcome, though assume PG13 content. Improvisation is collaborative, unscripted theater where actors create stories, characters, and dialogue in real-time. Instead of relying on a written script, the performers build scenes spontaneously based on suggestions provided by the audience.

Bridge City Improv: TREAT
Bridge City Improv

Time: 9 - 10:15pm

Address: 1924 SE Monroe St., Milwaukie, OR 97222

You're in for a Treat! Chris Williams, Zack Poitras, and Kristen Schier are three veteran improvisers who come together to create a sweet, spontaneous show made just for you. Whether they’re performing a montage or an improvised sitcom format, Treat delivers focused, fun, and committed improv every time. Each performance date will feature an opening group from Portland's reputable improv scene. All ages welcome, though assume PG-13 content.

FOBtoberfest!
Clackamas County Event Center

Time: Fri: 3 - 10pm | Sat: 12 - 10pm

Address: 694 NE 4th Ave, Canby, OR 97013
Phone: 503-263-2337

Produced By: FOB Taproom

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 stein! Enjoy live entertainment, authentic German cuisine, refreshing German import brews, and other local favorites. Prost!

Jaja’s African Hair Braiding
Clackamas Repertory Theatre

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

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

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 the salon while her mother readies for a green-card wedding. As Marie manages laugh-out-loud drama in the shop, unexpected news unites the stylists and clients, deepening their bonds and sense of belonging.

Wagon Crawl
End of the Oregon Trail Visitor & Interpretive Information Center

Time: 5:30 - 7:30pm

Address: 1726 Washington Street, Oregon City, OR 97045

It wasn’t all unicorns and rainbows on the Oregon Trail and we're going to talk about the dysentery and ugliness. Historian John Jarvie leads a tour through the darker history (and comedy) of the iconic journey at the End of the Oregon Trail Interpretive & Visitor Center. Tickets include two drinks, either alcoholic or nonalcoholic. Participants must be 21 years or older and purchase tickets online before the event. *Mature Content*

51st Annual Molalla Heritage Apple Festival
Dibble House Museum Molalla

Time: 10am - 4pm

Address: 620 S Molalla Ave, Molalla, OR 97038
Phone: 503-829-2201

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 also feature artisan vendors, live history demonstrations and activities. Handmade apple pies, cider, and other refreshments will be available for purchase.

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

Arena Wars Fight Series
Camp Withycombe

Time: 5:30 - 9:30pm

Address: 15300 SE Industrial Way , Happy Valley, OR 97015
Phone: 661-220-2131

Fight Night is Coming to Happy Valley! Looking for something fun, exciting, family-friendly, and different for your next night out? Join for an action-packed evening of boxing & kickboxing, featuring 7 exciting fights with talented athletes who are ready to put it all on the line! Support upcoming fighters building their careers as well as experienced fighters with impressive records, giving fans the opportunity to watch these athletes grow, compete, and chase their goals right here in our community. You don’t have to be a hardcore fight fan to have a great time! This is a safe, family-oriented event designed for everyone to enjoy. - 7 boxing & kickboxing fights - Rising stars + experienced fighters - Family-friendly & safe atmosphere - Food & drinks available on site - Fun entertainment and activities - Community fundraisers & local causes - An exciting night out for friends and families

Bridge City Improv: Critical Mischief
Bridge City Improv

Time: 9 - 10:15pm

Address: 1924 SE Monroe St., Milwaukie, OR 97222

Cr1tical Mischief began their RPG-themed improv show in 2014 as Advanced Minions & Mazes performing at Guardian Games. This band of comic adventurers has been entertaining audiences in theaters and Cons in and around Portland for over a decade. With their band of characters and your suggestions, they've raised the dead and razed villages. Not always in that order. Come roll the big 20-sided die to shape the action and laugh hard at the Cr1tical Mischief that ensues! Featuring: Brad Fortier, Erin Cunningham, Bill Cernansky, Merrily Antony, Eric Zipper, Craig McCarty, Meagan Gombart, Wayne Moodie. Directed by Brad Fortier All ages welcome, though assume PG-13 content. $15 online / $20 at door.

1 2 3 4 5  Next 10 >>

Showing results 1 to 10 of 211

Annual Dahlia Festival
Friday, Sep 18, 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
Bridge City Improv: Monologic
Friday, Sep 18, 2026
7 - 8:15pm
Admission: $15 online/$20 door
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Occurs: Every week on Friday until September 25, 2026
Monologic: Three true-life stories from cast members inspire three improvised tales, for a total of six separate but intertwined sagas created for you by some of Portland's most experienced veteran...Read More
Bridge City Improv
Bridge City Improv: TREAT
Friday, Sep 18, 2026
9 - 10:15pm
Admission: $15-20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
You're in for a Treat! Chris Williams, Zack Poitras, and Kristen Schier are three veteran improvisers who come together to create a sweet, spontaneous show made just for you....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
Jaja’s African Hair Braiding
Jaja’s African Hair Braiding
Friday, Sep 18, 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
Wagon_and_Map_at_EOTIC
Wagon Crawl
Friday, Sep 18, 2026
5:30 - 7:30pm
Admission: $30
End of the Oregon Trail Visitor & Interpretive Information Center
1726 Washington Street, Oregon City, OR 97045
Occurs: The Third Friday of every 1 month(s) until December 18, 2026
It wasn’t all unicorns and rainbows on the Oregon Trail and we're going to talk about the dysentery and ugliness. Historian John Jarvie leads a tour through the darker history...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
Arena Wars Boxing and Kickboxing
Arena Wars Fight Series
Saturday, Sep 19, 2026
5:30 - 9:30pm
Admission: $40
Camp Withycombe
15300 SE Industrial Way , Happy Valley, OR 97015
Fight Night is Coming to Happy Valley! Looking for something fun, exciting, family-friendly, and different for your next night out? Join for an action-packed evening of boxing & kickboxing, featuring 7 exciting...Read More
Bridge City Improv
Bridge City Improv: Critical Mischief
Saturday, Sep 19, 2026
9 - 10:15pm
Admission: $15-20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Cr1tical Mischief began their RPG-themed improv show in 2014 as Advanced Minions & Mazes performing at Guardian Games. This band of comic adventurers has been entertaining audiences in theaters and...Read More
Bridge City Improv: Debutiful
Saturday, Sep 19, 2026
7 - 8:15pm
Admission: $15 - $20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Occurs: Every week on Saturday until September 26, 2026
Debutiful: A raucous celebration of firsts and beginnings in honor of the new theater -- performed by a seasoned cast of goofballs and visionaries. Featuring: Adrienne Flagg, Chris Parsons, Justin...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
Fall Equinox in the Farest
Fall Equinox In The Farest
Saturday, Sep 19, 2026
3 - 8pm
Admission: Free
Scrumpy Farest
Sandy, OR 97055
Join for a farmily gathering and Equinox celebration, featuring: Show and tell on the porch (bring your music, poetry, stories, and magic to share) Pressing and sipping farm fruits (make-your-own glorious...Read More
Lake Oswego Farmer's Market Flowers
Farmers Markets
Saturday, Sep 19, 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
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
Bridge City Improv Sunday Night Special
Bridge City Improv: Sunday Night Special
Sunday, Sep 20, 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
Movie in the Park: Nightmare Before Christmas
Movie in the Park: Nightmare Before Christmas
Monday, Sep 21, 2026
7 - 9:30pm
Admission: Free
Abernethy Green
1726 Washington Street, Oregon City, OR 97045
Join The End of the Oregon Trail Interpretive & Visitor Center on their Abernethy Green for an outdoor screening of The Nightmare Before Christmas...Read More
Aufguss Sauna
Tuesday, Sep 22, 2026
6:30- 8:00pm
Admission: $39
SaunaGlo
1915 SE Jefferson St, Milwaukie, OR 97222
Join SaunaGlo for an experience that goes well beyond heat - it’s a journey you’ll feel in your body and your heart. This multi-sensory sensation sweeping across Europe comes back...Read More
Radical Mycology Convergence
Radical Mycology Convergence
Thursday, Sep 24, 2026
9am - 9pm
Admission: $25 - $275
Brown Bottle Farm
14711 S Buckner Creek Rd, Mulino, OR 97042
Produced By: Mycoculture Research, Arts, and Development
Occurs: Every day until September 27, 2026
Part arts festival, part outdoor science lab, this one-of-a-kind event invites curious people of all ages to explore mushrooms (and all fungi) through hands-on workshops, wild food, natural dyes, citizen...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 January 28, 2027
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
Bridge City Improv OBC
Bridge City Improv: OBC
Friday, Sep 25, 2026
9pm-10:15pm
Admission: $15-20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
OBC K Marie, Natasha Baptiste, Rita Davis OBC, aka Oprah’s Book Club, is a trio of funny Black women who test boundaries and try on characters from the stories you’ve read. ...Read More
Lake Oswego Open Studios Tour
Lake Oswego Open Studios
Friday, Sep 25, 2026
10am - 5pm
Various Locations in Lake Oswego
Lake Oswego, OR 97089
Occurs: Every day until September 27, 2026
The Lake Oswego Open Studios Tour is a free, family-friendly, self-guided driving tour that invites the community to visit 83 talented artists in 35 studios throughout Lake Oswego and West...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
Two people's feet in a bucket of grapes at St. Josef's Winery Grapestomping event
44th Annual Grapestomping Festival
Saturday, Sep 26, 2026
12 - 5pm
St. Josef's Winery
28836 S Barlow Rd, Canby, OR 97013
Occurs: Every day until September 27, 2026
The Northwest's most unique harvest celebration is St. Josef's Grapestomping festival! Get up-close and personal with your wines as the community is invited to help stomp the season's grape harvest!...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
Bridge City Improv
Bridge City Improv: DAME
Saturday, Sep 26, 2026
9pm - 10:15pm
Admission: $15-20
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Elegant improv, comfortable shoes. DAME is a Portland-based collective of seasoned femme improvisers focusing on story and character. Most of us have been performing for 10 or more years and...Read More
Lawn Games & Tours
Saturday, Sep 26, 2026
11am - 4pm
Admission: $10 - $20
Ermatinger House
619 Sixth St., Oregon City, OR 97045
The historic Ermatinger House & the Stevens-Crawford House are coming together for this fun, early Fall indoor/outdoor activity! Enjoy an afternoon playing several Victorian lawn games such as croquette &...Read More
Plant Fest
Plant Fest
Saturday, Sep 26, 2026
Gregory Forum
19600 S Molalla Ave, Oregon City, OR 97045
Produced By: The Hardy Plant Society of Oregon
PlantFest is an annual fall celebration of plants and people, held at Clackamas Community College in Oregon City. This year’s Speaker Event, Fall Color and Winter Wonders: Designing, Planting and...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
bridge city improv stand up comedy
Stand-Up Comedy Show with host Andrea Menchaca
Sunday, Sep 27, 2026
8 - 9pm
Admission: $20-25
Bridge City Improv
1924 SE Monroe St., Milwaukie, OR 97222
Occurs: The Fourth Sunday of every 1 month(s) until December 27, 2026
Bridge City Improv is bringing a brand-new night of stand-up to downtown Milwaukie — with a host who knows how to command a stage. Andrea Menchaca, the award-winning comedian recently named...Read More
aerial view of a round succulent garden with a bench and stepping stones. The garden is surrounded by bushes
Plant Safari
Monday, Sep 28, 2026
10am - 5pm
Admission: Free
At all Cascade Nursery Trail member nurseries
various, OR 97038
Occurs: Every weekday until September 29, 2026
Grab your plant loving friends and plan a dedicated nursery weekender! Each CNT Nursery has lovingly prepared a list of their nearby favorites restaurants and activities for your enjoyment as...Read More
PARTNERS     ABOUT US     NEWS     CONTACT US
Developed by Drozian Webworks | ©2026 Oregon's Mt. Hood Territory | Terms | Privacy | Contact