Home to “The Bean” and the famous ice skating rink. Late November is when the city starts feeling especially festive for the holidays.
A beloved German-style holiday market with mulled wine, gifts, pretzels, and festive lights. Perfect for out-of-town guests.
Beautiful holiday lights, shopping, restaurants, and city views along Michigan Avenue.
A classic Chicago gastropub directly across from Millennium Park with great cocktails, brunch, and a lively atmosphere.
A historic Chicago staple known for comfort food and old-school charm.
Cozy Italian spot with pizza, pasta, and wine right on Michigan Avenue.
American style restaurant with steaks, salads, sandwiches, and good cocktails.