Oh, September in Portland is just dreamy. The city comes alive with a kaleidoscope of colors and a refreshing crispness in the air, making it the perfect backdrop for exploration. September in Portland is bustling with activities that cater to a variety of interests, from art and culture to seasonal festivities. With the days still warm (or downright hot) and the nights invitingly cool, it’s an ideal time to enjoy outdoor events, savor local cuisine, and immerse yourself in the vibrant community spirit. Here’s a guide to some of the exciting events happening throughout the month that you won’t want to miss!
September
Month of September
Time: 7:00 PM – 8:30 PM
Location: Chapman Elementary School
During the month of September, visitors can head to Chapman Elementary School in Northwest Portland to witness an incredible sight. One hour before sunset, thousands of Vaux’s Swifts gather overhead as they prepare to roost for the night. These migrating swifts often use chimneys as roosts, returning to the same locations year after year. A particular population has been returning to Chapman since the 1980s, making it one of the largest known roosting sites for migrating Vaux’s Swifts.
Month of September (and beyond)
Location: Downtown Portland
Immerse yourself in the enchanting world of Coraline with an amazing Art Trail featuring 31 “Cats.” These beautiful cat sculptures have become a canvas for local artists to showcase their designs. Visitors are encouraged to see all the sculptures, find and vote for their favorites, and explore everything that Downtown has to offer.
September 5
Time: 8:00 AM – 5:00 PM
Location: Downtown Canby, 232 NW 1st Ave, Canby, OR
Explore local vendors, delicious food, and live entertainment at this vibrant market in Canby.
Free First Thursdays at Portland Art Museum
Time: 10:00 AM – 8:00 PM
Location: Portland Art Museum, 1219 SW Park Ave, Portland, OR
Enjoy free admission to one of the city’s cultural gems and explore its extensive art collections.
September 5-22
Location: Various Locations
Portland’s Time-Based Art Festival returns, showcasing innovative performances and visual art that challenge traditional boundaries presented by the Portland Institute for Contemporary Art.
September 6-8
Location: Oregon Convention Center
A must-visit for comic book fans, this convention features panels, vendors, and special guests. It is worth the drive just to watch the attendees in their full costumes.
September 7-8
Location: Canby
Celebrate the beauty of dahlias at this annual festival featuring stunning displays and local vendors. Stroll through almost 40 acres and a beautiful display garden of stunning dahlias featuring over 370 varieties.
September 7-14
Location: Pendleton, OR
Experience one of the largest rodeos in the country, complete with bull riding, parades, and live music. The Pendleton Round-Up stands as a remarkable non-profit community organization dedicated to the preservation and celebration of rich Western heritage, diverse cultures, and vibrant community spirit. The organization is thrilled to welcome back friends, family, and devoted fans to celebrate the 114th Pendleton Round-Up together.
September 12-15
Location: Mt. Angel
Join in the festivities at this vibrant German/Swiss festival, complete with food, drink, and entertainment. There are many, many things to do and see at Oktoberfest. Take your time and wander the streets, enjoying the music and taking in the sights, sounds, and smells of delicious food selections.
September 20-22
Location: Oaks Amusement Park & Roller Skating Rink
Enjoy a blend of amusement park fun and Oktoberfest festivities with food, drinks, and entertainment. This popular family festival returns this fall with three days of authentic German food and beer, polka music, dancing, kids’ activities, cooking shows, thrill rides, and more.
As September unfolds, the charm of Portland continues to enchant residents and visitors alike. Whether you’re marveling at the graceful Vaux’s Swifts at Chapman Elementary or exploring the whimsical Coraline’s Curious Cat Trail, there’s a sense of magic in the air. Each event offers a unique glimpse into the city’s rich tapestry of culture and creativity. So, grab the family and dive into the festivities. September is a celebration of community, creativity, and the beauty of transition. You don’t want to miss the chance to be part of it all!
Johanna is married with two kids, three dogs, three cats, one leopard gecko, several chickens, and a few fish. She has been in the Pacific Northwest since the dream was alive in the 90s but has Southern roots and hails from Arkansas. The family spends a lot of time at some sort of sporting event for the kids. Johanna likes to fast craft, garden, host parties, and bake. Johanna and her crew go hard traveling, DIY-ing, and are always up for a new adventure or challenge.