Did you hear about the recent naked bike ride protest in Portland?

The federal government certainly had something to say about it, with U.S. Speaker of the House Mike Johnson describing it as “most threatening” demonstration he has seen against federal immigration authorities in the city.

While the government continues to use really strong language about the state of things in Portland ("it’s getting ugly”), protesters continue to show up in inflatable frog, unicorn, axolotl, and banana costumes.

To me, the naked bike ride protest is about the most quintessentially Portland way to protest that I can think of. Where do you stand on this one? Are bikes and body parts a step too far or perfectly Portland?

— Kerrie

Wednesday, October 22

Critical Conversations (LO Adult Community Center, 10-11:30am). This class helps you approach difficult conversations like moving to assisted living, managing finances, or end-of-life planning. Ruth Cohen, MSW, brings decades of experience working with older adults and families and provides practical tools and scripts for reducing resistance and tension.

Deciphering DNR Orders (LO Adult Community Center, 10-11:30am). What does a Do Not Resuscitate (DNR) order really mean, and when should it be considered? In this session, Dr. Onishi explains the legal and medical implications of DNR orders, clarifies common misconceptions, and explores how these decisions intersect with personal values and family dynamics.

Thursday, October 23

Walking Lake Oswego: Scenic Lake Loop (Pete’s Coffee, 10am-1pm). Four mile women’s walk around the lake. Great for meeting new friends through the PDX Women Who Walk group.

Oaks Park Scare Grounds (Oaks Park, 7-11pm, lots of dates throughout October). Oaks Park turned scary. Three horrifying haunted walkthrough attractions, amusement rides, themed side attractions, mini golf, roller skating, concessions and more.

Friday, October 24

Art Without Walls Walk (Roehr Park, 10am-12pm). Five mile walk from Roehr Park for a combination along-the-river walk and urban walk that includes brief stops to look at Lake Oswego's outdoor rotating sculpture art exhibit. Hosted by the Meet-up group, Portland City and Trail Walking Group.

The Boys from Syracuse (Lakewood Theater Company, 2pm & 7pm showings). The Boys from Syracuse was the first musical ever adapted from Shakespeare. Identical twins were separated as children in a shipwreck. Both now have servants who are also twins. When the twins get mixed up, chaos ensues.

Saturday, October 25

Oddities and Curiosities Expo 2025 (Portland, 10am-6pm). This is the largest internationally traveling oddities/subculture event in the world. Expect all things weird here — taxidermy, preserved specimens, original artwork, Halloween inspired pieces, antiques, handcrafted oddities, creepy clothing, odd jewelry, animal skulls/bones, funeral collectibles & much more.

Halloween in the Breezeway (Zupan’s, 10am-2pm). Enjoy spooky treats, seasonal drinks, and a festive atmosphere for all ages. Costumes welcome!

Pull Together at Springbook Park (Springbook Park, 9-11am). Feeling the urge to rip out some ivy? Join the Friends of Springbrook Park in removing ivy and other invasive species from established trees and shrubs in this beautiful 52 acre mixed conifer-deciduous forest.

Haunted Histories Tour (LO Adult Community Center, 4:30-9:30pm). Want to learn about the haunted history of Oregon City? This twilight walking tour uncovers chilling chapters of local lore. Wrap up the night with a warm, comforting dinner.

High Rollers v Jewish Roller Derby: Halloween Theme (Oaks Park, 4-5:30pm). Special fundraiser bout featuring Rose City’s High Rollers and Jewish Roller derby. The Jewish Roller Derby is a borderless team made up of Jewish skaters from around the world.

Drug Take Back Event Fall 2025 (Gallagher Building at Mary's Woods, 10am-2pm). Free disposal of prescription and over-the-counter medications, vape pens, and e-cigarettes without batteries.

Lake Oswego Farmer’s Market (Millennium Park Park Plaza, 8:30am-1:30pm). Last weekend of our lovely farmer’s market for a while so now is your time to stock up on fresh produce, flowers, and more.

Sunday, October 26

Freedom to Read Month: The Bluest Eye (LO Public Library, 2:15-3:15pm). Learn about book bans in the U.S. (they’re still alive and well, unfortunantely) and the long-lasting legacy of The Bluest Eye as a work of cannonized literature.

Tuesday, October 28

Freedom to Read Movie Event: Banned Together (Lake Theater and Café, 5:30-7:30pm). Learn alongside this documentary following three high school students and their allies as they fight to reinstate 97 books removed from their school libraries. Thought-provoking discussion to follow the film.

Art Series: Birding in Brushstrokes (LO Adult Community Center, 11am-1pm). Art class focused on drawing hawks, owls, and other birds of prey using strong detail and texture.

Wednesday, October 29

Mark Your Calendars:

Lake Oswego Urban Forest Summit (November 1, 9am-12:30pm, LO United Methodist Church). This year’s Summit is focused on the Oregon White Oak, which has lost significant habitat due to modern development and land use, as well as agricultural usage. Expect discussion led by renowned subject matter experts.

2025 Monster Mash (October 31, Christ Church Parish). Join Lake Oswego Parks & Recreation for Halloween fun! Come in costume and stroll trick-or-treat stations for candy and toys. Special appearances by LO Firefighters, Police, Park Rangers, and Tryon Creek Rangers. Free for ages 0–12.

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Halloween Home Display Route (Greater Portland area). If you like checking out Halloween decorations and want to do a self-guided tour of the best displays in the area, this is for you.

Friday, October 24

Halloween Art Workshop (LO Public Library, 10:30-11:30am). Learn how to draw and color classic Halloween characters! Geared at kiddos 5 years and older.

Movies in the Pumpkin Patch: Young Frankenstein (Wilsonville, 6-10pm). Enjoy a cozy, family-friendly movie in a pumpkin patch.

Saturday, October 25

Saturday Guided Nature Hikes at Tryon Creek (Tryon Creek, 10-11am). Meet at the Nature Center and join a naturalist on a hike through Tryon Creek. Topics will vary week to week and are geared to ages 5 and up, but all ages are welcome.

Lego Club (LO Public Library, 3-4pm). Recommended for grades K-5. Your kid will get a chance to craft their own creation and display them in the library for two weeks.

Mark your Calendars:

Lake Oswego Kids Clothing & Gear Swap (November 8). This fun, community event brings families together to reuse and share gently used children’s clothing, shoes, books, toys, and sports equipment.

Thursday, October 23

Moda Center | Maroon 5 | 8pm

Friday, October 24

Headliner’s Club | Dance Party w/ Collective Nation | 8pm

Gemini Club | Snapshot | 8:30pm

Saturday, October 25

Headliner’s Club | Chicago Tribute Authority | 4:30pm

Headliner’s Club | A Hit Machine Halloween! | 8pm

Gemini Club | Andy Stokes | 8:30pm

Willamette Garage | Keenon | 4-10pm

Moda Center | Sombr | 8pm

Sunday, October 26

Gemini Club | Adam Kenaston | 8:30pm

Moda Center | Bert Kreischer | 7pm

Moda Center | Kaytranada | 7pm

Tuesday, October 28

Moda Center | Adam Sandler | 7:30pm

If you’re looking for the best soft serve in Portland, Cheese & Crack is the spot. Their soft serve is spectacular, as is their toppings and sundae game. Think cheddar dust, chocolate malt dust, beet dust, and wildness like that on top of the ice cream. On the sundae side of the house, they run a monthly special. This month is the “Eye Scream” sundae — two layers of ube pudding and oreo crumble, soft serve, and finished with raspberry purée and a candy eyeball. They also have cheese boards (hence the name) but I’ve never made it past the soft serve. Trust me on this one.

Football

Basketball

High School Sports (LO Lakers)

High School Sports (Lakeridge Pacers)

This Weekend!

Great Pumpkin Run (October 25) — 5k/10k/Half-marathon near Sellwood. Costumes encouraged + Halloween vibes.

2088 Crest Drive | 4 beds, 6.5 baths | 7,568 sq ft

Price: $6,500,000

If you’re considering this house, you need to like four things: (1) marble, (2) wine, (3) the color black, and (4) saltwater. This beauty comes with a saltwater infinity pool, an insane amount of climate-controlled wine storage, a black and moody kitchen, and enough marble that you could probably carve like 3-4 more Davids and become the Michelangelo of Lake Oswego. 👀

Listed by: Christopher O'Neill @ LUXE Forbes Global Properties

Book: The Rabbit Hutch by Tess Gunty

This novel is intense, brutal, and captivating. You’ll enter the dark world off four teenagers who aged out of foster care and live in "The Rabbit Hutch" apartment building and the topsy-turvy lives they live. You’ll get to know them deeply as individuals, while also winding through a story of urban blight. This book is devastating — both in the beauty of Gunty’s prose and also the inevitable path of destruction of the four teen lives.

Podcast: How to Create a Successful Mindset: The Science of Passion and Perseverance (Mel Robbins)

Psychologist and bestselling author Dr. Angela Duckworth — famous for her work in defining grit — joins Mel to discuss what drives achievement. You’ll learn why grit – the combination of passion and perseverance – matters more than talent, intelligence, or motivation alone. Dr. Duckworth’s definition of talent alone is worth the time to listen to this one.