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Events Calendar

Viewing May, 2026

A group of runners in a race on a paved path, wearing numbered bibs and athletic gear, mid-stride on a grassy trail.

Lake Oswego Lake Run

For more than four decades, runners have gathered in Lake Oswego to tackle the hilly terrain and enjoy the beautiful views! The 5k and 10k run has…

A lively outdoor market scene with stalls, people strolling, a man with a bicycle, and colorful vendor tents along a tree-lined street.

Weekly on Saturday

Portland Saturday Market

Combining the vibes of an art show, a live street concert and an open-air bazaar, the Portland Saturday Market has been a beloved Rose City tradition…

A vintage microphone on a stand in a dim, bokeh-lit stage setting.

Weekly on Tuesday

Tuesdays at Nicoletta’s

Liven up your Tuesdays with Tom Grant. Live jazz, delicious food, and a relaxed atmosphere await you at Nicoletta’s Table in Lake Oswego. Nicoletta's…

Wine glasses on a bar, close-up with warm ambient lights in the background, blurred bottles and reflections.

Weekly on Wednesday

Wine Wednesdays

Join Willemette Valley Vineyard's Lake Oswego Tasting Room from 3 pm to 6 pm and enjoy a happy hour menu and special pricing on select glass pours.

People clinking wine glasses in a toasting cheers, enjoying red wine together.

Saturday May, 9

3rd Annual Oregon Wine Walk

Sip your way through Lake Grove at the Third Annual Oregon Wine Walk on May 9 from 2–5 PM. Enjoy 12 tastings from 60 Oregon wines poured at local…

A vibrant display of fresh vegetables: carrots, radishes, cauliflower, broccoli, cabbage, onions, leeks, and greens arranged at a market.

Weekly on Saturday from May 9th, 2026 until Oct 24th, 2026

Lake Oswego Farmers' Market

Discover the region's finest agricultural & food products at the Lake Oswego Farmers' Market. Delight in finding a wide variety of superior produce…

A colorful banner for Lake Oswego Third Thursday: art, music, and community, with bold white text and a framed design.

Thursday May, 21

Downtown Third Thursdays Art Walk

The Downtown Lake Oswego business community invites you to visit us for a celebration of great art, shopping and dining on the Third Thursday of each…