InDowntownChicago.com
Plan • Book • Explore
Best of Downtown Chicago — Hotels, Restaurants, Rooftops & Events
Discover stays, rooftop bars, must-try restaurants, and the top things to do from the Loop to River North. Compare options, lock in deals, and book with confidence.
Quick Picks
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Where to Stay in Downtown Chicago
Walkable picks near the Riverwalk, Millennium Park, and museum campus.
Editor’s Picks
Best Downtown Hotels by Area
Loop for museums, River North for dining, Streeterville for the lake.
Pro tip: Rates dip most Sundays, winter weekdays, and shoulder seasons.
Best Restaurants & Rooftop Bars
Top Things To Do (Tours & Tickets)
Downtown Chicago Events
Concerts, theatre, sports, and festivals.
Getting Around
CTA & WalkabilityMost sights are walkable; use the CTA (L) for quick hops across the Loop and River North.
ParkingReserve garages in advance downtown.
RideshareUse designated pick-up zones on Michigan Ave and Wacker Dr.
How We Curate
We focus on high-intent results: walkability, guest reviews, and value. Some links are affiliates (e.g., Booking.com, GetYourGuide, OpenTable, SpotHero). We use Switchy.io to track performance—so you can book with confidence and we can improve recommendations.