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Cracker Barrel Old Country Store, Inc., known for its Southern-themed menus offering fried chicken and biscuits and gravy, has long captivated the interest of Long Islanders. Despite the brand’s presence in 44 states with approximately 660 locations, an outpost on Long Island has remained elusive. Previous attempts to establish a
franchise locally, including potential sites in Commack and Islandia, did not materialize. In 2018, construction companies experienced in building these distinctive roadside eateries considered developing a site on Crooked Hill Road alongside major highways, yet these efforts ultimately stalled.Local speculation continued over the years, although Cracker Barrel expressed only a general openness to exploring new opportunities without committing to specific openings. Developers identified the restaurant as a contender for spaces, including one near Jake's 58 Casino north of the Long Island Expressway, but these plans dissipated. Currently, the closest Cracker Barrel locations accessible to Long Island residents are situated in Milford, Connecticut, as well as Fishkill and various locations in New Jersey, such as along Interstate 78 and Interstate 80.
The logistics of Cracker Barrel’s expansion are further challenged by its traditional placement along highways with sufficient traveler traffic, something that might be difficult to replicate on Long Island. Officials have declared that there are no imminent plans to expand further into New York, leaving Cracker Barrel enthusiasts on Long Island with limited options but to travel out of state.
Recently, the restaurant chain found itself amid a rebranding dispute. The company, which had introduced a new logo harkening back to a 1969 design featuring the iconic barrel shape, faced pushback from MAGA conservatives led by Donald Trump. The reworked logo excluded the beloved mascot figure, "Uncle Herschel," prompting customer outcry. In response to this feedback, Cracker Barrel decided to abort the logo change. The company expressed gratitude towards its patrons for voicing their opinions, reasserting the commitment to the original "Old Timer" logo amid the consumer response.

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