The Klamath County Fair opens Thursday for four days of livestock shows, carnival rides, fair food, local exhibits, and nighttime entertainment. Trace Adkins, the Challenge of Champions Tour, and Crash 4 Cash headline the 2026 fair, which runs July 30 through Aug. 2.

The Klamath Music Festival celebrates its 10th anniversary this weekend with a new home at Watershed Row, a two-day format and a lineup led by Beastie Boys DJ Mix Master Mike. Saturday’s all-ages main event brings live music, food and a first look at one of downtown Klamath Falls’ newest gathering spaces.

The Jackson County Fair opens Tuesday for six days of concerts, carnival rides, bull riding, livestock competitions, exhibits and family entertainment at The Expo in Central Point. Opening-day admission is $2.50, while Sunday admission is free for everyone.

Chalk About Medford returns Saturday at Rogue X after a rain delay pushed the event back from June. Artists of all ages will receive chalk and a sidewalk square to create their work, with prizes awarded before a free outdoor showing of “Hoppers” at dusk.

The Siskiyou Golden Fair is underway in Yreka, with three big days still ahead. Friday brings Senior Day and rodeo action, Saturday adds Military Appreciation Day and a free grandstand jaripeo, and Sunday wraps the fair with Family Day, free admission for everyone and the Destruction Derby

Kruise of Klamath returns June 25–28 with four days of classic cars, music and community events across Klamath Falls, including Saturday’s downtown Show ’N Shine and the evening cruise through historic downtown.

The Medford Cruise returns June 19 and 20 with car shows at Fichtner-Mainwaring Park, a Friday evening gathering, Saturday judging events and the downtown cruise from 5 to 8 p.m. Drivers should expect road closures and no-parking restrictions along the route.

Fair season is getting closer in the Rogue Valley. The 2026 Jackson County Fair returns July 14–19 at The Expo in Central Point with opening night bull riding, four nights of headline entertainment, carnival rides, food vendors and the 4-H and FFA youth activities that remain the heart of the county fair tradition.

Greater Klamath CityFest returns to Klamath Falls on Saturday, May 30, bringing free family activities, action sports demonstrations, live music, worship and a Ryan Stevenson concert to downtown Main Street and Veterans Park.

Benefit for the Basin returns Saturday, May 30, at the Klamath County Fairgrounds, bringing together a car show, vendors, family activities and dinner in support of youth, education, community programs and the fairgrounds.

The Oregon Shakespeare Festival has announced its 2027 season, featuring nine productions across its Ashland stages from March through October. The lineup includes Shakespeare classics, contemporary drama, comedy, musical theater and a solo portrait of Frida Kahlo.

Linkville Playhouse will host a fashion show and costume sale Friday night at Yesterday’s Plaza, offering community members a chance to browse costumes from past productions while supporting the local nonprofit theater. The fundraiser will include raffles, cupcakes and a special auction package tied to The Devil Wears Prada 2.

A sweeping new OPB documentary, First Descent: Kayaking the Klamath, follows Indigenous teens on a 310-mile river journey only made possible after the Klamath’s major dams came down. Blending adventure filmmaking with powerful cultural storytelling, the film captures a historic moment on a river reborn.