The Highland Tavern

Set in a Gloucester City residential neighborhood, this unpretentious local spot balances easy conversation with classic tavern pastimes. Between rounds of darts and jukebox tracks leaning into rock and country, visitors settle in along the bar or at nearby tables for dishes like mini Panzarottis and New England clam chowder. The room's single pool table stays in steady demand, backed by welcoming bartenders and a crowd quick to strike up a chat.