New York vs NYC and Chicago at Christmas

New York City fuels every journey with its fast-paced energy, iconic landmarks, and endless possibilities. Stroll through Central Park, feel the buzz of Times Square, and take in skyline views from the Empire State Building or One World Observatory. Explore neighbourhoods like SoHo, Harlem, and Brooklyn, each bursting with unique culture, street art, and local flavour. Savour everything from classic New York pizza to world-class dining experiences. Dive into art at the Met or MoMA, catch a Broadway show, or shop along Fifth Avenue. With every block offering a new story, New York invites you to experience life at full volume—bold, unforgettable, and always moving.

This holiday lights trip pairs two of America's most festive winter cities: three days in New York, then a short flight to Chicago for two more. In Manhattan, stand beneath the Rockefeller Center Christmas tree as skaters circle the rink below, browse the glass kiosks and free-admission ice rink of Bryant Park's Winter Village and walk Fifth Avenue's elaborate department store windows and light shows. Ride the subway to Brooklyn for Dyker Heights, where homeowners cover entire houses in lights, inflatable Santas and animated nutcrackers. In Chicago, sip hot spiced wine from a boot-shaped mug at the German-style Christkindlmarket in Daley Plaza, stroll the Magnificent Mile beneath trees strung with more than a million lights, skate at the McCormick Tribune Ice Rink in Millennium Park and end at Lincoln Park ZooLights, a glowing, family-friendly tradition. The best window is mid-November to early January: markets generally run from mid-November to Christmas Eve, the Rockefeller tree is lit in early December and most displays stay up into the new year. Visit before December 23 to catch everything open. Pack a warm coat, hat and gloves, because Chicago nights often dip into the 20s, and book hotels early.