Chicago

Events, dining, nightlife, menswear and regional travel for the Windy City gent.

Door County, WI

Everything You Should Do During Your Weekend Getaway to Door County

Start, if you will, at the brand-newish Dörr Hotel

How to Have an Extremely Sophisticated Weekend in Milwaukee

How to Have an Extremely Sophisticated Weekend in Milwaukee

Frank Lloyd Wright’s Life Magazines Dream House is one of the best Airbnbs on Lake Michigan in 2021. This rental is pictured at dusk on Lake Michigan

The 20 Best Airbnbs on Lake Michigan, The Third Coast of the United States

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5 Secluded Cabins and Campgrounds Near Chicago to Help You Get Back to “Normal”

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Is This the Year You Become a Badass Chicago Road Cyclist?

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Warren Dunes State Park

Three World-Class Midwestern Road Trips for When You’re Ready to Leave Chicago

From “riverbaths” to mint juleps to the best beaches on Lake Michigan

The 20 Best American Hotels to Visit for the Holidays in 2020

The 20 Best American Hotels to Visit for the Holidays in 2020

A complete guide to the pandemic-appropriate five-star isolation of your dreams

farmstead exterior

10 Perfect Airbnbs for Escaping Chicago This Holiday Season

From a tiny farmhouse for two to a “family compound” that can accommodate 16

The Forge

Chicago Now Has a Giant Outdoor Jungle Gym for Adults

The Forge in Lemont is the COVID-approved entertainment space we all need right now

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What Should You Do If You Keep Waking Up in the Middle of the Night?

Why a Third-Generation Toyota 4Runner Is the Best Gear Investment I’ve Ever Made

33 Invaluable Travel Hacks From Experienced Jet-Setters

The 10 Biggest Uniform Storylines to Look Out for at the Tokyo Olympics

Q&A: How Jacques Pépin Became the World’s Best-Dressed Chef

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Recommendations on where to go, what to do, who to see and what to wear in the Windy City.

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An Iconic Chicago Building Gets a New Lease on Life

The "Greetings from Chicago" is one of the city's most popular murals

Behold, The Ultimate Chicago Outdoor Mural Crawl

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How and Where to Responsibly Rent a Summer House Near Chicago

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Five Frank Lloyd Wright Homes You Can Rent Near Chicago

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The Chicago Gyms Where You Can Try All the Biggest Fitness Trends for 2020

What would drive a man to drive 1,000 miles around a Great Lake long after summer's end?

The Case for Taking a Winter Road Trip Around Lake Michigan

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Stash Your In-Laws in One of These 7 Holiday-Themed Chicago Hotels

Chicago Camping

It’s Not Too Late: A Brief Guide to Fall Camping Near Chicago

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7 Last-Minute Summer Getaways for Chicagoans

The 7 Hiking Trails Every Chicagoan Should Know

The 7 Hiking Trails Every Chicagoan Should Know

A Weekend in Minneapolis, Possibly the Midwest’s Ideal Summer City

A Weekend in Minneapolis, Possibly the Midwest’s Ideal Summer City

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What It’s Like to Spend 24 Hours in the New Hoxton Chicago

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