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Explore adventure guides and design a custom itinerary for the destination of your choice in and around the city.

Best Travel Guides, Cool Hotels and Interesting Events - Thrillist

Chicago’s history is reflected in its architecture.

The 10 Most Awe-Inspiring Abandoned Places Near Chicago

Works by Chad Kouri and POSE (Jordan Nickel)

Waiting for the train in the endless din of loud conversations, footsteps running to catch a closing door, and perhaps a crying child or two isn’t exactly pleasant.

The Prettiest Place for Public Art? Your Local Amtrak Station

Photo by Elsie Stormberg, stormbergstorytelling.com

Paul Stormberg was standing in the basement of 330 Center Street, the nominal “birthplace of Dungeons & Dragons,” giving his 19th tour of the day, when his flip phone rang.

The 'Hamptons of the Midwest' Is Finally Embracing Its Dungeons & Dragons Legacy

Two Days Away

Thrillist shares itineraries to some of the best towns and small cities across the United States. Everything you need to know to make the most of your weekend away.

Two Days Away: Small Town Weekend Getaways in the U.S.

 Photo by Julie Kahlbaugh

To the untrained eye, or casual passerby, Pittsburgh has largely been regarded for its French fry sandwiches, its bridge-strewn rivers, its swing-state influence, and its ironclad Steelers fans (and, ya know, the industry that earned Pittsburgh the nickname “Steel City”).

The Midwest City that Boasts Some of the Quirkiest Museums in the U.S.

Monte Goodyk/Moment/Getty

Iowa, in many ways, typifies the idea of “flyover country.”

Let’s All Stop Underestimating Iowa

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Second only to Alaska in terms of shoreline, Michigan boasts a mighty 3,200 miles of waterfront across two peninsulas and three Great Lakes, complete with 129 lighthouses, hundreds of beaches, and countless adorable towns.

Michigan’s Upper Peninsula Is Home to America's Most Surreal Waterfront

Courtesy of Al Johnson's Swedish Restaurant

Picture this—it’s a gorgeous, sunny summer day in Sister Bay, Wisconsin, and you're walking down the streets of this quaint harbor village in Door County.

Why Are There Goats on the Roof at This Swedish Restaurant in Wisconsin?

Portland

Philadelphia

Denver

Nation

Photo courtesy of Prince at MSP Airport

There’s a large division in airport arrival culture.

The Weirdest Attractions in Airports Across the U.S.

Illustration by Lille Allen for Thrillist

It starts with a body in a casket, which should have been the first clue.

‘The White Lotus’ Is The Worst Kind of Travel Inspo

George Silk/The LIFE Picture Collection/Shutterstock

When George Silk unfolded his tripod one afternoon in 1971, the Life photojournalist did so in a decidedly different environment than he had found himself in for previous assignments.

How the Heart-Shaped Hot Tub Put the Poconos on the Map for Romantic Getaways

urbazon/E+/Getty Images

Every time I take a flight, I ponder if it will be my last.

How to Overcome Your Flight Anxiety

The Resort-Skeptic's Guide to the Caribbean 

Rob Nelsen/iStock/Getty Images

If you think of Wisconsin as a land of cheese and beer, you’re right.

A Pet-Friendly Getaway to a Midwest Haven for Craft Beer and Cheese

Reasons to Drive

Visit these small and growing cities across the country just hours from major local markets. You may be surprised to find the best restaurants, hikes, beaches, and more are found here.

Reasons to Drive: Travel Guides to Local Cities in the U.S.

Carmel Christkindlmarkt

The aroma of warm Glühwein, sizzling bratwursts, and crisp potato pancakes mingling with the sounds of festive Christmas music and beautiful twinkling lights is what draws millions of travelers to Germany’s Christmas markets each year.

The Midwest City with a Shockingly Authentic German Christmas Market

In Chicago there’s no better time to prioritize (or upgrade) your wellness routine than when winter is around the corner.

The Ultimate Wellness Guide to Chicago

Thrillist Event Guides

Thrillist’s city guide to everything you can do this year—from festivals to art exhibits to outdoor activities.

A Pet-Friendly Getaway to a Midwest Haven for Craft Beer and Cheese

Also very popular: bratwursts, badgers, and the wiener mobile.

The Midwest City with a Shockingly Authentic German Christmas Market

Carmel is just 30 minutes north of downtown Indianapolis, but at Christmas it feels a world away.

The Ultimate Wellness Guide to Chicago

Here’s how to unwind in the Windy City.

23 Things You Have to Do in Chicago This Year

These are the must-hit festivals, concerts, events, and most fun things to do in Chicago this year.

Things to Do

The 10 Most Awe-Inspiring Abandoned Places Near Chicago

From one of the most haunted locations in the U.S. to the long-forgotten Chicago Freight Tunnels.

The Prettiest Place for Public Art? Your Local Amtrak Station

Waiting for your train just got a whole lot more artsy thanks to Amtrak’s new program.

The 'Hamptons of the Midwest' Is Finally Embracing Its Dungeons & Dragons Legacy

"I don't see anything dark, and I don't see anything nerdy."

The Midwest City that Boasts Some of the Quirkiest Museums in the U.S.

Head to these altars dedicated to the Big Mac and Heinz Ketchup.

Get Out of Town

‘The White Lotus’ Is The Worst Kind of Travel Inspo

Ask yourself, "What would Tanya do?" And then do the exact opposite

How the Heart-Shaped Hot Tub Put the Poconos on the Map for Romantic Getaways

The single click of a camera shutter changed everything for the man who invented an iconic piece of honeymoon kitsch.

How to Overcome Your Flight Anxiety

A guide to staying grounded, even when you’re 35,000 feet in the air

The Resort-Skeptic's Guide to the Caribbean

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