Pretty Please Social Room in Oklahoma City: An upscale cocktail lounge in Midtown with craft focus and live music
Pretty Please Social Room is an upscale cocktail lounge in Oklahoma City's Midtown district, designed around craft drinks, small plates, and scheduled live music performances. It occupies a middle ground between dive bars and high-end hotel lounges, positioning itself as a destination for drinkers who want technique-forward cocktails without the formality or price ceiling of venues targeting the downtown business crowd.
What Pretty Please Social Room actually is
Located on Northwest 23rd Street, Pretty Please operates as a full-service bar with a lounge atmosphere, not a nightclub or high-volume dive. The space accommodates roughly 80 to 100 people across a main bar and lounge seating, with an emphasis on conversation and cocktail quality over dancing or standing-room-only crowds. It functions as both a walk-in destination for single or paired drinkers and a reservation venue for groups, and it books live acoustic or jazz performers on select evenings, creating a hybrid of cocktail bar and music venue without the high cover charges that drive customers away from smaller live-music spaces.
Cocktail menu and pricing
Cocktails range from $12 to $16 depending on base spirit and complexity. The menu rotates seasonally and includes both classic cocktails (Negroni, Sazerac, Old Fashioned) and original house drinks that leverage house-made syrups and bitters. Beer and wine are also available; beer selection is modest but curated, and house wine by the glass runs $8 to $12. Well drinks fall in the $6 to $8 range, making it accessible for customers who do not want craft pricing but still choosing a lounge environment. Food offerings are limited to small plates—typically charcuterie, cheese, nuts, or simple prepared items in the $6 to $14 range, designed to pair with drinks rather than substitute for dinner. Verify current pricing and menu rotation before visiting, as seasonal changes occur every three months.
How it compares to other Oklahoma City lounges
Pretty Please sits between casual craft bars and high-touch hotel lounges in the OKC lounge landscape. Compared to The Red Cup on Northwest 16th, which operates more as a coffee shop and brunch spot with wine and beer service, Pretty Please emphasizes cocktail technique and evening atmosphere rather than daytime hospitality. Versus downtown's more corporate cocktail lounges inside hotels, Pretty Please is smaller, less formal, and significantly cheaper per drink. It differs from Pump House, a full-service Bricktown restaurant bar, because Pump House is primarily a restaurant with a bar, whereas Pretty Please treats the bar as its core product. For drinkers seeking a lounge that is serious about cocktails but rejects the minimalist brutalism of some OKC craft bars, Pretty Please offers warmth and accessibility without compromise on drink quality.
Who it suits and who it does not
Pretty Please works for drinkers aged 25 to 55 who value cocktail craftsmanship, want to have a conversation in a seated setting, and appreciate live music without the volume or cover charges of larger venues. It suits small groups (two to four people) better than large parties; reservations are recommended for groups of six or more. Solo drinkers and couples fit naturally into the bar's social energy. It does not suit customers seeking high-energy dancing, large bottles, or bottle-service pricing. It is not ideal for rapid rounds of beer or shots; service is intentional, not quick-turnover.
What the first visit involves
Arrive and allow the host or bartender to seat you at the bar or a lounge table, depending on availability and party size. Expect a printed cocktail menu; ask the bartender for a recommendation if unfamiliar with the house drinks or if you have spirit or flavor preferences. Order food if desired, though many customers order only drinks. If live music is scheduled (check ahead online or call), performances typically begin in early evening and run 90 minutes to two hours. The pacing is unhurried; expect 20 to 25 minutes between order and service for a made-to-order cocktail.
Hours, parking, and logistics
Pretty Please operates Tuesday through Saturday, 5 p.m. to midnight. Parking is available on Northwest 23rd Street and in nearby side lots; street parking is free and rarely congested in Midtown. The lounge sits a few blocks south of the Plaza District, making it accessible from Midtown's other restaurants and bars. Verify current hours on the website or by phone, as live-music nights sometimes extend closing time.
Pretty Please fills a practical gap in OKC's cocktail scene: a place where precision drinks and serious ingredients do not require downtown pricing or hotel formality.
