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Many vocalists and entertainers performed with the Henry Halstead Orchestra. Maxine Harding with her deep-dyed blues singing was a soloist with Henry Halstead's Orchestra. Clarence Rand was featured, so was Myrtle Harwin, Niela Goodelle, Margaret Reed, and Peggy Mann.
The orchestra performed at the Blossom Room at Hotel Roosevelt, New York City; the Beverly Wilshire Hotel in Beverly Hills, California; the St. Francis Hotel in San Francisco; the Blackstone Hotel in Chicago; and a season at Fatty Arbuckle's "Plantation" in Culver City where such entertainers as [[Al Jolson]], [[Sophie Tucker]], [[Gus Edwards (
Hollywood actor [[Lew Ayres]] was discovered in the Henry Halstead band in 1927. Ayres said "I was a member of Henry Halstead's orchestra in 1927 at the Mission Beach Ballroom, San Diego, California...summer. My instruments were tenor banjo, long-neck banjo and guitar. After a hiatus, I rejoined Mr. Halstead with a new group, including Phil Harris, on New Years Eve the same year for the opening night of the Beverly Wilshire Hotel... a memorable occasion." Henry Halstead is given credit for making the first [[Hollywood]] [[Vitaphone]] movie short with Warner Brothers in 1927 called ''Carnival Night in Paris'' where [[Lew Ayres]] was discovered playing banjo.<ref name="Coffin2012"/> The three music selections for the Vitaphone production where listed as follows: 1. Volga Boatman, 2. At Sundown, 3. Rosy Cheeks.
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