The company sells its products through direct mail, online, corporate gifting, and in their flagship location in Medford, Oregon, and operates the brands Harry & David, Wolferman's, and Vital Choice.

Harry & David was founded in 1910 by Samuel Rosenberg as Bear Creek Orchards in Medford, Oregon, as a premium fruit company.

As their business continued to grow in the 1920s, the brothers built a packing house and a pre-cooling plant to prepare the pears to be shipped long distances.

[3][10] In the late 1930s, Harry and David adopted their stepfather's last name, Holmes, due to concerns about rising antisemitism as World War II approached.

[26][27][28] After the private-equity buyout in 2004, and the efforts at diversification through acquisitions, the financial downturn of the late 2000s hurt Harry & David's revenues and sales.

[33][34] In November 2012, the company established a winery using Oregon grapes; the white and red wines were developed in partnership with a local winemaker.

[44] Harry & David's product lines include gift baskets, flowers and plants, fresh fruit, chocolate and sweets, and wine.

[29][30][35] Wolferman's main products include gourmet English muffins and other breakfast foods, and Stockyards is primarily known for selling USDA Prime and Choice quality meats and chops.

[45] In addition to selling online and through mail order,[19] Harry & David's brands are sold in its retail stores nationwide.

[34][44] Cashflow is highly cyclical;[33] Harry & David earns the majority of its profits in the fall and winter as a result of holiday-related orders.

[1] The company owns the naming rights to Medford's main baseball park, Harry & David Field.