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Annual Community Events in Lake Oswego, Oregon

  |  Happenings, Local Happenings, Portland

Situated just south of Portland, Lake Oswego is an upscale suburb with its own distinct sense of community. With its small town charm, expansive lake, beautiful homes and close proximity to the city, it’s no wonder so many people are moving to Lake Oswego.

Not to mention, Lake Oswego hosts a myriad of events each year, from a seasonal farmers’ market to summer concerts and tree lighting ceremonies to a Fourth of July parade.

See how many annual events in Lake Oswego you can attend this year!

SKIP AHEAD TO: Winter | Spring | Summer | Fall



Christmas Tree Lighting Festival

Christmas Tree Lighting Lake Oswego, OR

Photo Courtesy of the City of Lake Oswego

Ring in the holiday season in late November at the Christmas Tree Lighting Festival, hosted by the City of Lake Oswego and the Lake Oswego Chamber of Commerce. This extraordinary evening of cheer includes caroling, performances from local choirs, and holiday tunes from Millennium Concert Band. Meet at the corner of 5th Street and A Avenue for the spectacular lighting of the Bigelow Plaza Holiday Tree, followed by an additional lighting of the Millennium Tree at Millennium Park. Plus, enjoy sweet treats and a visit from Santa Claus, delivered by the Lake Oswego Fire Department.


Holiday Concert

Tony Starlight delivers the warm and nostalgic sounds of the holiday season with a fresh comedic spin. This Vegas-style Christmas program includes swinging jazz, comedy routines, impressions and much more. Concert proceeds benefit the Lake Oswego Adult Community Center.


Tinseltown Trolley

Experience the magic of the holiday season with a special yuletide ride on the historic Willamette Shore Trolley. Hop on board the decorated trolley for holiday lights, games, sweet treats, carols and more. And don’t miss the very special guest visiting from the North Pole who will make an appearance as you return back to the station!



The Lake Oswego Farmers’ Market

Lake Oswego Farmers' Market

Starting in late spring, you can visit the Lake Oswego Farmers’ Market on the weekend! The market takes place each Saturday from May through October. Explore the booths of over 80 vendors selling a variety of produce, meats, nuts, cheeses, artisan breads, jams, baked goods, fresh seafood and more.


The Lake Oswego Lake Run

Sponsored by the City of Lake Oswego, this annual run takes place each May in the heart of Lake Oswego. The route is known for its hilly and challenging terrain — complete with unbeatable views. Participate in the 10K run, the 5K run/walk, or the kids’ dash. Whichever you choose, enjoy the popular Family Fun Festival, which includes a DJ, a beer garden, a plant sale, food carts and crafts for kids.




Millennium Concert Band

Get in the patriotic spirit at this annual concert honoring veterans before the city’s Fourth of July festivities begin. Lake Oswego’s own Millennium Concert Band entertains with arrangements including both military and marching compositions. Plus, witness the Presentation of Colors by the Lake Oswego Honor Guard in addition to a remarkable tribute to veterans.


Star Spangled Parade & Celebration

4th of July Lake Oswego, OR

Photo Courtesy of the City of Lake Oswego

The Star Spangled Parade & Celebration is one of the most anticipated annual events in Lake Oswego. Delight in festive floats, musical entertainment, vibrant vehicles, and costumed canines, as they march down A Avenue towards Millennium Plaza Park. Continue the Fourth of July celebration at the park with live music, a Presentation of Colors, face painting, balloon animals, a pie eating contest, local food vendors and much more.


Movies in the Park

In late July and early August, head to Millennium Plaza Park on Thursday evenings for a special outdoor movie experience. Bring your blankets, pillows, and low sand chairs for a movie on the larger-than-life screen. This event is complete with food trucks, ice cream, face painting, a balloon artist and more.


Summer Concerts

Summer Concerts Lake Oswego, OR

Photo Courtesy of Dodge & Burn Studios via the City of Lake Oswego

Don’t miss the free outdoor concerts happening each Wednesday night in July and August at Millennium Plaza Park, the LO Municipal Golf Course, Foothills Park, and Westlake Park! All concerts are family-friendly and happen each Wednesday evening — rain or shine.



Lake Oswego Wine Walk

Kick off the fall season with the creative and exciting Lake Oswego Wine Walk! This popular annual event offers a chance to see art, listen to live music, and of course — taste wine. Check in at the Lake Oswego Chamber of Commerce to receive a wine glass and yoke.


Horse Drawn Wagon Rides at Last Lake Oswego Farmers’ Market

At the final weekend for the Lake Oswego Farmers’ Market, enjoy a good old-fashioned hayride to celebrate the start of fall! Reservations are required for rides on the hour, and rides operate on a first-come, first-served basis for rides on the half hour.


Happy Celebrating!

…Whether you’re celebrating the Fourth of July in the sunshine or are bundling up for a Christmas train ride. What annual events in Lake Oswego do you look forward to each year?

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About the Author

Melissa Peterson, Director of Agent Services and Technology

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