• Aug. 11-15, 2020
• Umatilla County Grounds 515 West Orchard Avenue Hermiston, OR 97838 in Hermiston, OR

Originating in 1912, the fair is a staple of summers in Umatilla County. Activities include barbeque and watermelon seed spitting contests, a variety of 4-H contests, and a livestock auction. A parade with themed floats is lots of fun for all. A unique aspect of this fair is the Ambassadors Program. High School aged students who have displayed leadership qualities are selected to represent the county by publicly promoting both the fair and the advantages of living in this part of the state.

• August 28th to September 7th, 2020
• Oregon State Fairgrounds 2330 17th Street NE Salem, OR 97301-0601 in Salem, OR

The first official Oregon State Fair was held in 1861, and by the next year, the event was moved to its permanent home in Salem. Numerous activities and competitions are scheduled during the 11-day event in August. These include exhibits and competitions for such things as fine arts, crafts, photography and gardening. Carnival rides and games line the midway. Livestock competitions are held. Headline performers grace the main stage throughout the fair's run.

• September 17-20, 2020
• Mount Angel, OR

The small town of Mount Angel was first settled by German immigrants and appropriately now hosts one of the oldest Oktoberfest celebrations. These four days in September are filled with live music, street dancing, ethnic foods, a crafts and car show. A children's area is also set up. Even a glockenspiel plays at scheduled times throughout the day.

• October 3rd & 4th, 2020
• Lincoln City - Oregon Coast in Lincoln city, OR

Held in Lincoln City in October, this festival celebrates the art of kite making and flying. Based on a different theme each year, the event features both children and adult workshops in kite construction. Visitors are then taught to fly their kites in the perfect wind conditions of the area.

• from February to October (annual)
• Ashland, Ore. in ASHLAND, OR

A long wonderful season of theater can be found in Ashland from February till November. In addition to performances of Shakespeare, visitors are treated to more contemporary works. Three stages, including the famous outdoor circular stage used during the summer months, provide spectacular venues for the thousands who attend annually.

• December 5th-22nd, 2020
• Portland/Metro in Portland, OR

This Portland tradition cannot be beat. For the past 59 years, upwards of 50 illuminated boats travel the Willamette and Columbia Rivers in December. Spectators have no trouble getting in the holiday spirit. Donations from local restaurants make this event possible.