Any discerning concert-goer will agree: it’s all about prep work. So in addition to plotting out which of the 170-plus bands you’ll see when Lollapalooza returns from August 3-6, round out your itinerary at the Windy City’s can’t-miss retail, food, and drink destinations—because headliners abound both in and outside of Grant Park.
Let’s face it: four full days of live music is quite the jaunt, and you’ll need the most important meal of the day to power through. Enter Kanela: from Nutella s’mores waffles and lemon blueberry pancakes to a smattering of Benedicts (looking at you, pork belly), you'll find options on options at Chicago’s morning must-go. Multiple locations
Come for the ambitious mixology program and stay for the unparalleled views of the Chicago skyline at LondonHouse’s sky-scraping sanctuary. A straight shot from Grant Park and right off Michigan Avenue, it’ll be a luxe respite from jockeying through concert crowds—whether it’s for a nightcap or a #nightshot on Insta. 85 E. Wacker Dr., 312-357-1200
Half (okay, maybe more than half) of the festival fun isn’t just who you hear, but what you wear. So while the Mag Mile is rife with shopping, hit up Rider for Life in the West Loop for the boutique’s hyper-haute mix of cool-kid brands (think: Vivien Ramsay, Re/Done, and more) that’ll finally land you in a post-festival ‘best-dressed’ roundup. 1115 W. Lake St., 312-243-0464
Smart, classically-crafted cocktails are on the bill at the Loop’s street-level lounge, where a polished, tastefully-restrained atmosphere refreshes during an action-packed weekend—with a Negroni in hand, of course. 135 W. Madison St., 312-940-3760
If you’re going to maximize your weekend wanderlust, take it up a #FOMO level with VIP tix. Catching that headliner, but need a quick refuel? Catered Lolla Louge Cafés have you covered (after all, long lines never helped the hangry). Elevated, unobstructed viewing lounges mean an unfettered eye to your favorite acts. And if all this planning has you stressed, fret not—weekend-long spa services (and more) are just a manicured hand away
PHOTOGRAPHY COURTESY KANELA; COURTESY WAGSTAFF (LH); BY RYAN MCDONALD (RIDER); COURTESY ROANOKE