Handpicked Stays in the Best Chicago Neighborhoods

You crave edgy street art, crave indie boutiques, and seek a creative neighborhood buzz. You’re the type who snaps skyline photos, sips craft coffee, and wants a design-forward crash pad that’s close to music venues and hip brunch spots.

You want to be near luxury shops, iconic architecture, and quick access to museums and parks. If you’re into trendy cafés, people-watching along Michigan Avenue, and exploring world-class dining scenes, this centrally located gem is for you.

You love having plenty of space to chill, value complimentary breakfasts, and enjoy being steps from the city’s hotspots. If you’re a social explorer who likes strolling to Navy Pier, sampling global bites, and snapping selfies at famous landmarks, you’ll fit right in.

You appreciate old-school glamour blended with modern flair. If you’re a history buff who’s into art, fine dining, and being near Grant Park, this spot’s character-rich setting and timeless charm will make your Chicago story unforgettable.

You’re all about location—high-end boutiques, top museums, and the lakefront just outside. If you thrive on elegant comfort, crave wellness amenities, and love strolling from upscale brunch to sunset beach walks, this is your sweet spot.

You like sleek rooftops, city views, and a lively nightlife scene. If your idea of fun involves pop-up art shows, craft beer, and easy access to hip clubs and fusion eateries, you’ll feel right at home in this trendy River North hub.

You’re excited to be in the heart of The Loop, where skyscrapers, theaters, and cultural landmarks collide. If you love blending museum visits, fusion cuisines, and late-night bars with a comfy, modern home base, this place hits the mark.

You prefer friendly vibes, a great location near iconic attractions, and a warm cookie on arrival. If you like mixing retail therapy with landmark-hopping, indie dining, and a hassle-free atmosphere, you’ll love staying here.

You value sleek style, river views, and quick steps to cultural gems. If your dream trip involves catching shows, exploring galleries, and sipping cocktails in a chic lounge before hitting the next hot event, this is your perfect match.

You crave a hip, tech-savvy retreat near top shops and waterfront fun. If you dig loft-inspired style, crafty cocktails, and mixing with fellow travelers in a laid-back setting, Aloft feeds your urban explorer’s soul.

You love convenience, a chill environment, and walkable adventures. If you’re a casual traveler who enjoys street art, all-day brunch spots, and easy access to museums and concerts, consider this your launchpad for Windy City fun.