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Weekend Roundup: May 29-June 2

There are so many good events to fill your weekend calendar.

Photo by Mike Albright

Cascade Cycling Classic

May 29-June 2 | Bend | Prices vary

After a one-year hiatus, this uber-popular stage race returns to Bend for its thirty-ninth year, with the race moving from mid July to early June. The Cascade Cycling Classic draws the best male and female cyclists from around the world.

Dean Hale Woodpecker Festival

May 30-June 2 | Sisters | Prices vary

200 species of birds were seen last year at the Dean Hale Woodpecker Festival. Birders flock to Sisters each year to join the four-day event. Explore the region, meet other birders and get the opportunity to see an incredible amount of birds throughout the weekend.

BendFilm Power of Film Fundraiser

May 31 | Bend | $50 Individual or Table $425

Bend Film Festival’s annual community fundraiser celebrates the power of film to inspire social action. This year’s event serves as a fundraiser for Healthy Beginnings, a local non-profit dedicated to providing early childhood development tools to parents and families in need. The event includes a catered meal, drinks, limited-ticket raffle and the debut of a locally produced documentary on the Healthy Beginnings program.

Sunriver Brewfest

May 31-June 1 | The Backyard at Sunriver Resort | Free admission + souvenir and beer token purchase

Sunriver Brewfest will kick off the summer beer festival season this weekend. Two dozen breweries from around the Pacific Northwest will be offering fifty different taps, including beer, wine and cider. The festival is a fundraiser for La Pine Sunriver Habitat for Humanity and takes place at the The Backyard at Sunriver Resort. A $20 beer mug is required for entry and comes with five tasting tokens. Survive!

The Oregon Trail

May 31 | High Desert Museum | $45 per team of two

The cult-favorite video game comes to Bend IRL in Survive! The Oregon Trail. This one-day event is produced by the High Desert Museum. Grab a friend and tackle the obstacle course at the museum grounds. Test your wood-cutting, roping and butter-churning skills. After the race, stay for dinner and prizes.

Bend Beer Chase

June 1 | Worthy Brewing | Prices vary

This is the ultimate running event for beer lovers and runners. This one-day relay race starts in Bend then travels to Redmond and back, totaling fifty-five miles and countless ounces of beer. The is the fifth annual Bend Beer Chase produced by Cascade Relays.

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