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Weather Update

“Storms make trees take deeper roots. So the next time there's a hurricane in Orlando, come to Pigeon Forge.” — probably Dolly Parton

Weather Update

“Storms make trees take deeper roots. So the next time there's a hurricane in Orlando, come to Pigeon Forge.” — probably Dolly Parton

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The Best of Chicago, IL

Explore Chicago, IL with Red Roof

From the shores of Lake Michigan to the energy of its downtown streets, Chicago, IL is a city built for exploration. Hotel Red Roof Inn® Chicago Downtown puts you right in the middle of it all, with comfortable, affordable accommodations that make it easy to get out and experience everything the Windy City has to offer. Whether you're here for the food, the architecture, the parks, or the culture, Chicago delivers at every turn.

Use this guide to plan your trip, from the top things to do in Chicago, IL to the best restaurants, outdoor spaces, and dog-friendly parks the city has to offer.

Discover the Best of the Windy City

A statue of a baseball player in front of a sign

Best Things to Do in Chicago

From world-class museums and iconic architecture to deep-dish pizza and live music, Chicago has no shortage of ways to fill your itinerary. Here are 17 of the best things to do in Chicago for every kind of traveler.

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Outdoor Activities in Chicago

Whether you want to kayak the Chicago River, bike the Lakefront Trail, or spend a morning at the farmers market, Chicago's outdoor offerings are as varied as its neighborhoods. Here are 15 outdoor activities worth getting outside for.

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A dog holding a toy in its mouth

Best Dog Parks in Chicago

Planning a trip to Chicago with your dog? The city's 234 square miles are home to a wide range of pet-friendly parks with off-leash areas, beach access, and plenty of room to roam. Here are nine worth visiting.

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A group of people sitting at a table with wine glasses

Best Restaurants in Chicago

Chicago's food scene stretches well beyond deep-dish pizza. From Michelin-starred dining rooms and neighborhood barbecue institutions to Latin American small plates and handmade dumplings, the Windy City is a destination for food lovers. Here are 19 restaurants to add to your list.

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