The Hollywood Roosevelt was built in 1927 at a cost of $2.5 million dollars. Its "Blossom Room" hosted the first ever Academy Awards ceremony on May 19, 1929, where "Wings", a silent film about fighter pilots in WWI won the inaugural award for best picture
- A badge for the Badge Pursuit Challenge is located on the Hollywood Blvd. side entrance.
- The hotel was named for former U.S. President Theodore Roosevelt, not his fifth cousin Franklin D. Roosevelt.