The Top 20 Whiskies Of 2022—Follow The Countdown

The Good Life

The Tremont Hotel, Chicago, Illinois

| By Kenneth Shouler | From John Travolta, Jan/Feb 99

When Mike Ditka, the coach of the New Orleans Saints, returns to his old Chicago haunts, he checks into the dignified Tremont, staying in a suite conveniently adjacent to his Iron Mike's Grille on East Chestnut Street. Built in 1923, this newly renovated, European-style "boutique" hotel, with its classic stone facade, is neither large nor impersonal. The intimate scale of the hotel ensures that the staff can do most anything to cater to their guests.

The Tremont's 130 rooms and penthouse suites are more than fit for business people, linemen, quarterbacks--and coaches. Cigar lovers are welcome. "We have marble ashtrays for your cigars," points out executive assistant Andrea Wolf, whose epicurean tastes extend to smoking La Divas dipped in Cognac.

From the VCRs and minibars to the marble bathrooms and the traditional decor punctuated with antiques, the Tremont's rooms offer the luxury of unexpected details and the grandeur of space. There's also a fitness center to help you work off any jet lag, whether you're a football coach or a stock analyst.

Next door to the hotel is the Tremont House, which offers longer-term rooms with kitchens and a massage room (with a full-time masseur). "What separates our hotel is the service," says Wolf. "Since we're smaller, we have much more ability to go that extra mile and exceed the guest's expectations."

Just a touchdown pass from Michigan Avenue and the shopping along the famed "Magnificent Mile," the Tremont Hotel lobby leads directly into Iron Mike's Grille. Iron Mike's isn't some sports bar with 30 TV screens, serving five different burgers and 10 sandwiches named after ballplayers. Rather, it is a casual restaurant whose dishes are the personal creations of renowned Chicago restaurateur Joe Carlucci. You'll need room to tackle a meal worthy of inclusion in The Guiness Book of World Records--the 20-ounce pork chop. Or you might go for other feasts, such as the Kick-Ass Paddle Steak or the Training Table Pot Roast. Whatever you're eating, you'll be in good company, as murals of such Chicago sports legends as George Halas, Dick Butkus, Bobby Hull and Stan Mikita vie for your attention. And business travelers who might need a little more room can take advantage of Iron Mike's 5,000 square feet of meeting and banquet rooms.

Upstairs you'll find the cigar bar, with premium smokes ranging from Fuente Fuente OpusX, Hemingway and Ashton to the Mike Ditka Signature cigar line. Prices also range greatly, from $7 to $75.

The Tremont and Iron Mike's are at once cozy stops and looking-glasses, peering out on a universe of choices. Sparkling Lake Michigan laps at Lake Shore Drive, stirring clean breezes on the town's northern shore just a few blocks away. Within a half-mile walk there's the John Hancock Building, the Water Tower (one of the few edifices that survived the Chicago fire of 1871), the Tribune Tower, the Wrigley Building, the Lincoln Park Zoo and the Museum of Contemporary Art.

Stroll along Michigan Avenue, and you'll see ample reminders of Michael Jordan, with many shops displaying Bulls literature and red-and-black paraphernalia. The Windy City is reputed to be "Cubs Town," but even though the ballclub reached the playoffs last fall, one would have an easier time finding a monument to Carl Sandburg than to Ryne Sandberg.

After weaving in and out of Michigan Avenue's foot traffic, you may well be ready for a glass of B&B and a cigar nightcap. Kick your feet up, watch the cigar smoke drift away and think of the next day's serendipitous journey around the city.--Kenneth Shouler

Kenneth Shouler is a freelance writer based in White Plains, New York.

The Tremont Hotel
100 East Chestnut Street
Phone (312) 751-1900; fax (312) 751-8691
Reservations (in the U.S.) (800) 621-8133
Rates $200 to $800


More in The Good Life

See all
Cigar Aficionado’s 2022 Holiday Gift Guide

Cigar Aficionado’s 2022 Holiday Gift Guide

Cigar Aficionado's annual holiday gift guide offers a bevy of shinning items at a wide range of price …

Nov 30, 2022
Wine Spectator Begins Top 100 Countdown

Wine Spectator Begins Top 100 Countdown

Wine Spectator magazine has begun its annual countdown of the Top 10 Wines of 2022.

Nov 7, 2022
Tennessee Celebrates Victory Over Alabama With A 60-Year-Old Cigar Tradition

Tennessee Celebrates Victory Over Alabama With A 60-Year-Old Cigar Tradition

The Football Gods were watching over Knoxville, Tennessee on Saturday for an epic night of college …

Oct 17, 2022
A 1930 Bentley Wins Top Award At World-Class Car Show In Newport

A 1930 Bentley Wins Top Award At World-Class Car Show In Newport

This past week in Newport, Rhode Island, car enthusiasts from across the country and Europe gathered …

Oct 5, 2022
NFL Preview

NFL Preview

Danny Sheridan's preview on the 2022 NFL season, including his pick to win it all.

Sep 21, 2022
Stadium VIP Suites

Stadium VIP Suites

Luxury boxes across the sporting spectrum offer all manner of pampering advancements.

Sep 20, 2022