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Memorial Day Weekend in Chicago

May 23, 2018

From beach parties and market shopping to the annual Memorial Day Parade, here’s how to make the most of the long weekend.

Start the holiday weekend in style at laidback n’ lively Castaways – this North Avenue Beach institution kicks off the summer with music, food, drinks and festive vibes aplenty. Rent a private cabana, enjoy lunch from the grill and sip freshly made pina coladas; live DJ-spun sounds and beach sports up the party atmos.

Dubbed ‘the mecca of cool’, Randolph Street Market is a tiptop choice for vintage bargain hunting over Memorial Day weekend. Home to an antique market, retro treasures and a myriad of collectables, haggling for goods is nearly as much fun as the people watching.

For all-American fare, head to Bellemore, an upscale dining room complete with soaring ceilings, sleek brass-clad interior and plush seating. Serving traditional dishes with innovative twists (like roasted duck with burnt honey), it also has an impressive cocktail list for pre-dinner libations.

Honour the reason for the public holiday by going to watch Chicago’s Memorial Day Parade. Commemorating US servicemen and women who’ve lost their lives at war, the annual event features a wreath-laying ceremony followed by a stately procession of military units and marching bands.

Castaways / 1603 N Lake Shore Dr / +1 773 281 1200 / 11am-11pm daily /

Randolph Street Market / 1341 W Randolph St / +1 312 666 1200 / open one weekend per month /

Bellemore / 2219 / 564 W Randolph St / +1 312 667 0104 / lunch & dinner Mon-Fri, dinner Sat-Sun /

Memorial Day Parade / State Street to Van Buren / Saturday May 26 / Wreath laying at 11am, parade from 12pm /