Osso Steakhouse

Business casual is the guide, aim for neat, put‑together clothing rather than formalwear; many guests report dark jeans and a smart sweater felt perfectly appropriate.

Sunday evenings are a lovely pick, guests praise Osso for a warm, dimly lit Sunday-dinner atmosphere that makes for a relaxed night out.

Yes, Osso's Art Deco dining room, dimmed lighting and attentive service make it a popular choice for anniversaries and romantic dinners.

Osso Steakhouse feels like an old‑school Art Deco steakhouse, dimly lit and romantic, with leather booths, a handsome bar, a window into the kitchen, and soft jazz or live music setting the tone.

Yes, Osso Steakhouse accepts private parties, and reviewers note private side rooms that work well for larger gatherings.

Portions at Osso are often described as generous and shareable, reviewers highlight large cheese bread and salads, and steaks or sides that diners commonly split.

Yes, families dine here comfortably: reviewers describe family dinners and celebrations, family‑style sharing and private rooms, and even children joining meals (one reviewer notes their son ordered a wedge salad).

Osso is a great pick for a pre-show dinner, guests repeatedly praise it as a go-to spot before performances at The Masonic, and staff are used to timing meals for show-goers.