re: Just recently moved to the Mississippi Delta

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Airport Grocery in Cleveland Most of the restaurants with bars generally have some nightlife Fratesi's in Leland (not really nightlife- more of a place to grab a beer and hangout after 5pm)

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These are awful options.

Pickled Okra, Crawdads, and On The Ricks are your best nightlife around Cleveland.

Indianola has The Blue Biscuit.

Leland has Vince's (restaurant but they have bands on weekends at the bar section)

Greenville has Rivals sports bar, spectators, 2 casinos, blues bar and this new place called the Beer Garden where they have all craft beers and a patio with a band