Chicago

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

View Of Trees On Field Against Sky During Autumn, Galena Illinois

The Top 5 Stays for Midwestern Fall Foliage Viewing

Get some fall color in your system with these weekend getaways

Fermilab in Batavia is a 6,800 acre National Environmental Research Park and many areas are open to the public.

An Unbeatable Scientific Field Trip Is Just an Hour Outside Chicago

Lake Geneva Pier with Chairs at Sunset

How to Spend the Ideal Weekend at Lake Geneva

Downtown Milwaukee

A Hotel Insider on Where to Eat Cheap (and Well) in Milwaukee

Beach against the sky in Michigan City

3 Weekend Getaways From Chicago That Require Less Than a Tank of Gas

The Latest

Z Bar exterior at the Peninsula Hotel

Where to Meet Singles, Grab a Coffee and Get a Sunset Cocktail in Chicago, From a Five-Star Hotel’s Concierge

Ruben Caraballo and team open their little black books for some primo destinations

United Airlines aircraft during flight with a sunset over the ocean in the background. We take a look at the best new routes out of Chicago's O'Hare and Midway airports.

The Best New Routes at O’Hare and Midway Are Summer Vacation Fodder

Bonus: If you haven’t been to ORD lately, you need to see the airport’s in-progress facelift

Rivers and Sandy Beaches along Indiana Dunes State Park

6 Perfect Campgrounds Near Chicago for Your Weekend Getaways

Don’t you dare waste a single summer weekend

Fountain Square is a mix of vintage and contemporary. With throwback antique stores and duckpin bowling visitors can experience the past. Meanwhile, new restaurants and music venues draw new crowds to this thriving neighborhood on the Southeast edge of the city.

Why Your Next Weekend Getaway Should Be to Indianapolis

Indy is known for its sporty vibes, but the city has a sophisticated food and drink scene, too

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We Tasted and Ranked 21 of the Best Pumpkin Beers

The Best New Whiskeys to Drink This October

What It Takes to Convincingly Play a Navy SEAL on Television

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The Top Week 4 NFL Storylines

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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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Chef Concierge Phillipe Gills

Concierge Confidential: Navigate Chicago’s Best with The Langham Chicago’s Philippe Gills

Where to Try Your Hand at Winter Olympic Sports in and Around Chicago

Where to Try Your Hand at Winter Olympic Sports in and Around Chicago

View from the Willis Tower Skydeck in Chicago

A Veteran Chicago Hotel Concierge Shares All Her Windy City Secrets

The Bean in Millennium Park

25 Very Fun, Very Chicago Things to Look Forward to in 2022

The Bell Bowl Prairie in Rockford

Why the Prairie State May Soon Lose a 1,000-Year-Old Prairie

Frank Lloyd Wright’s 1908 Meyer May House is one of the master’s finest Prairie Style residences, built for a local clothier in Grand Rapids.

A Weekend in Grand Rapids, An Underrated Hub for American Design

These Are the 5 Best New Hotels in Chicago for 2021

These Are the 5 Best New Hotels in Chicago for 2021

Door County, WI

Everything You Should Do During Your Weekend Getaway to Door County

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

Cabin on a private island

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

Tyler in Chicago designer Ten Speed Hero kit

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

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