May 1 – June 7

Funny Girl
When: Wed–Sat at 7:30 PM | Sunday matinees at 2:00 PM (plus May 23 matinee)
Where: Lakewood Center for the Arts – 368 S State St
Details: A classic musical based on the life of Fanny Brice, featuring iconic songs like Don’t Rain on My Parade.
Tickets: Purchase online via the Lakewood Theatre Company website (service fee applies). Special “WOW Nights” on May 13 & 27 offer discounted tickets for ages 25–35.

Saturday, May 2 (Morning)

50th Annual Lake Oswego Lake Run
When: 6:30 AM – 12:00 PM
• 10K at 8:00 AM
• 5K at 8:15 AM
• Kids Dash at 10:00 AM
Where: Around Oswego Lake
Details: A beloved community tradition celebrating its 50th year, with race options for all ages and fitness levels.
Register: Advance registration required via Northwest Housing Alternatives website (tiered pricing based on date).

 Saturday, May 2 (Mid-Morning)

Wildfire Safe Landscapes Workshop
When: 10:00 AM – 11:30 AM
Where: Waluga Park (15505 Quarry Rd, picnic shelter)
Details: Learn how to create defensible space around your home and reduce wildfire risk. Includes a presentation and guided walk.
Register: Required (limited to 30 participants) through the City of Lake Oswego.

Saturday, May 2 (Afternoon)

Breezeway Wine Flights
When: 1:00 PM – 3:00 PM
Where: Zupan’s Markets Lake Oswego
Details: Sip six curated Oregon red varietals (beyond Pinot) paired with chef-crafted bites in a relaxed, social setting.
Tickets: $35 – purchase online in advance.

Saturday, May 9 (Recurring Weekly)

2026 Lake Oswego Farmers’ Market
When: 8:30 AM – 1:30 PM (Saturdays through Oct 31, excluding July 4)
Where: Millennium Plaza Park – 200 1st St
Details: Celebrating 25 years, this vibrant market features fresh produce, artisan foods, live music, kids’ programs, and local vendors.
Register: No registration required—just show up and enjoy.

Saturday, May 9 & May 16

How To Write a Play (in 11 Easy Steps)
When: 2:00 PM & 4:00 PM
Where: Lakewood Center for the Arts
Details: A fast-paced, comedic production about a high school drama club racing to create a play overnight.
Tickets: $12–$15 via Lakewood Theatre Company box office or website.

Tuesday, May 12

Pints from the Past: Japanese American History
When: 6:30 PM – 8:00 PM (presentation begins at 7:00 PM)
Where: Lake Theater & Café – 106 N State St
Details: A powerful talk presented in partnership with the Japanese American Museum of Oregon, exploring the experiences of Japanese Americans during the 1940s.
Tickets: Free (no registration required). Food and drink purchase encouraged.

Sunday, May 17

Asian American, Native Hawaiian, Pacific Islander Heritage Month Celebration
When: 12:00 PM – 3:00 PM
Where: Lake Oswego (location typically city-hosted venue)
Details: A community celebration honoring AANHPI cultures, traditions, and contributions.
Register: Free

Tuesday, May 26

World Cinema Series: The Way He Looks
When: 5:30 PM – 8:00 PM
Where: Lake Theater & Café
Details: A coming-of-age Brazilian film (Portuguese with subtitles), followed by a moderated discussion. Presented in partnership with the Lake Oswego Public Library.
Tickets: Free (no registration required). Food and drink available for purchase.

Final Thought

From fun runs and farmers markets to theater, wine tastings, and cultural events, May is packed with ways to experience life in Lake Oswego. It’s exactly this kind of vibrant, community-driven lifestyle that makes the area so special—not just a place to live, but a place to truly feel at home. Let us show you around and take you one step closer to calling Lake Oswego home.

Kevin Costello kevin.costello@cascadehasson.com 503.939.9801