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Chicago has plenty to offer, from architecture to music to food to museums, to easily keep you entertained for your entire vacation and still leave you wanting more. No matter how long you plan to stay, you can maximize your trip by following a few simple tips. As you look at Chicago hotels, consider transportation, neighborhoods, best time to visit, dining and entertainment.
Driving or renting a car rarely makes sense in a big city where parking gets pricey and public transportation is widely available. For most, the “L” train makes the most sense, with its extensive service routes and multi-day passes that can save you money. You can also rent bikes, and they are a great way to explore the city’s outdoor spaces. Of course, taxis are another option.
Where to Stay
The neighborhoods of Chicago offer various cultural, geographical and recreational benefits. When picking a place to stay, consider which neighborhood best suits your plans. For shoppers, the Magnificent Mile is ideal, and you should consider the Park Hyatt hotel for your stay. If you want to be near performing art venues and State Street, consider staying in the Loop at Hyatt Centric The Loop or Silversmith Hotel.
When to Visit
The nickname “Windy City” supposedly refers to the political happenings, but anyone who has experienced a Chicago winter knows the true meaning of wind chill. Spring and fall offer the best weather for exploring the city, but bargain hotel deals can be found in the freezing months. If you want great weather, then visit in June, September or October. Summer remains popular and offers many festivals, but prepare for hot, humid weather and crowds.
Eat It Up
The city is known for steak houses, deep-dish pizza and Chicago dogs, just to name a few. To get the full experience, decide which restaurants you most want to try, and plan ahead with a budget and reservations. Charlie Trotter, Pizzeria Uno, Lou Malnati’s and Morton’s offer an authentic taste of the Chicago culinary scene.
Jazz and comedy are linked to Chicago, so plan to take in at least one show while in town. If you consider yourself a lover of the arts, experience the Joffrey Ballet, attend Chicago Theater Week, held annually in February, or peruse the offerings of the city’s over 200 theaters.
Planning is key not only for booking cheap hotels in Chicago, but for knowing what to do, how to get there and when to visit. We gave you our best tips, now it’s up to you to visit!