Oregon Gran Fondo – June 2, 2018 This bike ride features 117-mile Gran, or 71-mile Medio routes and 40-mile Picollo all starting from downtown Cottage Grove. Depending on the route, the event has 2,000 to 8,000 feet of climbing. Part of the Oregon Triple Crown.
Pioneer Century — June 2, 2018 Formerly the Spring Century, this bike ride features a 100-mile route around the Champoeg, Canby, and Molalla areas. Four shorter options are available. Portland Wheelmen Touring club.
3 Rivers Race — (2018 TBA)
June 3, 2017 A bike ride around the Grande Ronde Valley in eastern Oregon to raise money to curb domestic violence in Union, Baker and Wallowa counties. Options of 80 or 100 miles (or a foot marathon/half-marathon).
Pedalpalooza — June – July, Four weeks of bike fun in and around Portland, the summer program features more than 100 bike events for kids, families and adults in Portland and Vancouver, Washington.
Joy Ride (Cycle Oregon) – June 9, 2018 Cycle Oregon’s one-day celebration of women and bikes. Three options of 16 to 65 miles through the Willamette Valley.
Strawberry Century Tour — June 9, 2018 The bike tour features 8 options of various lengths and elevation gains on back roads of Linncounty and the Santiam and Calapooia rivers; sponsored by Santiam Spokes bicycle club
Team NPF Cycle in the Willamette Valley — June 10, 2018 The ride beginning in Independence Park benefits the National Psoriasis Foundation (NPF). Options of 10, 30 & 62 miles, followed by lunch, refreshments and live music.
Crest the Cascades (Formerly Ride for 2 Rivers) — (2018 TBA)
June 17, 2017 Established as the Ride for Two Rivers almost a decade ago, Crest the Cascades Ride offers some of the most spectacular scenery in central Oregon. Two options — 58 and 27 miles. Starts at Parks and Recreation building, Sisters.
Gorge Ride — June 16, 2018 The Friends of the Historic Columbia Highway presents this 38.5-mile round trip. Starts at the Columbia Gorge Discovery Center in The Dalles.
Great Owyhee Ride Against Hunger — (2018 TBA)
June 10, 2017 Starting at the historic railroad depot in downtown Ontario, the event includes options for a century, metric century, 50-miler and a short family ride. Proceeds go to Oregon Food Bank, Southeast Oregon Services.
Tour de Fronds — June 16, 2018 Five bike ride options and an off-road route for mountain bikers highlight this event in Powers in southern Oregon. Road ride lengths of 30, 43, 63, 76, and 103 miles; two mountain biking options are the Big Tree/Flannigan Prairie Ride (55 miles) and the Rogue River/Singing Spring Ride (71 miles). Benefits local charities.
Columbia Century Challenge — June 16, 2018 Two loop options of 110 miles (7,000 feet) or 72 miles (6,000 feet) in NW Oregon. Starts in St. Helens.
Petal Pedal — June 23, 2018 Three mileage options for bicycling around Silverton — 30, 62 or 100 miles. Mostly flat riding in the Willamette Valley with a hilly option to Silver Falls.
Northwest Tandem Rally— June 29-July 4, 2018 Four days of road riding on tandem bicycles around Albany. Numerous supported rides.
Prairie City Bicycle Invitational— Dozens of mountain biking routes in and around Prairie City. Located on the TransAmerica bike trail and considered a wonderful area for road and mountain bike riding.