The Oologah Historical Museum is housed in one of the town's original 1890s commercial buildings and makes a good companion to the Will Rogers Birthplace Ranch a few miles away. The exhibits cover the town's history from its days as part of the Cherokee Nation through Oklahoma statehood and into the twentieth century.
A dedicated section focuses on Will Rogers himself, with photographs, memorabilia, and local accounts that place his career in the context of the town and the family. The broader exhibits on early settlement and Native American history give useful background for understanding how Rogers himself understood his identity — he was proud of his Cherokee heritage and frequently mentioned it in his performances. The museum is small but well-maintained, and the staff are usually glad to talk.