We asked Chicago’s top concierges to share their personal recommendations for the perfect day in the Windy City.
JAY BALDRIDGE
CONCIERGE, TRUMP INTERNATIONAL HOTEL & TOWER
Begin your day with a morning run along Lake Michigan followed by breakfast at M. Henry.
Afterwards, enjoy a Romance and Relaxation package at The Spa at Trump; the side-by-side infinity bath and massage with champagne is a must. Spend the afternoon watching a concert in Millennium Park’s Pritzker Pavilion with a special catered picnic by Pastoral. Afterwards, drop by the Art Institute of Chicago before hitting the shops; men head to Haberdash, and ladies get something custom made at Borris Powell’s Studio. Complete your perfect day in Chicago with cocktails at The Terrace at Trump followed by a private dinner on the Lady Grebe, with fireworks bringing the night to an explosive finale.
Related
Best Restaurants
Girl & The Goat Blue 13 Sixteen
Best Shop
Content from our partners
Element, 741 North Wells Street
Best to do
Jay Baldridge Flight Chicago Food Tour.
+1 312 588 8000
TODD NELSON
CHIEF CONCIERGE, THE PENINSULA CHICAGO
Enjoy breakfast at our European-style café, Pierrot Gourmet, then hop into one of the Peninsula’s complementary chauffeur driven Mini Coopers to take in the sights of the city.
Stop off and enjoy the view at the top of the John Hancock Observatory and then hit Oak Street for some fabulous shopping. Drop by Millennium Park en route to lunch at The Lobby. Then take a Peninsula Academy Chicago Film Tour before relaxing at the ESPA Peninsula Spa. Spend the evening dining in Avenues, before heading to blues bar Blue Chicago.
Best Restaurants
Gibsons Topolobampo Pelago Ristorante
Best Shop
Material Possessions
Best to do
Institute of Chicago.
+1 312 337 2888
CATHERINE DAVIDS CONCIERGE, SAX CHICAGO
Begin your day with a stop at Intelligentsia (Best Coffee Beans 2010, Village Voice) and a walk through Millennium Park to see the Priztker Pavilion and Lurie Garden.
Then wander across the street to The Gage, the perfect place for an Irish inspired brunch on the weekends. Afterwards, walk to the Art Institute of Chicago and then take one of the Chicago Architecture Foundation’s River Cruises for a relaxing 90-minute tour of the city. Spend the remainder of the afternoon in the Bucktown and Wicker Park districts and enjoy some great shopping in the amazing boutiques. In the evening, head to the Girl and the Goat, finishing with a nightcap at the Violet Hour.
Best Restaurants
Alinea Topolobampo Girl and the Goat
Best Shop
Blake, 500 South Dearborn Street
Best to do
Chicago Symphony Orchestra.
+1 312 245 0333
CATHERINE DAVIDS CONCIERGE, SAX CHICAGO
Begin your day with a stop at Intelligentsia (Best Coffee Beans 2010, Village Voice) and a walk through Millennium Park to see the Priztker Pavilion and Lurie Garden.
Then wander across the street to The Gage, the perfect place for an Irish inspired brunch on the weekends. Afterwards, walk to the Art Institute of Chicago and then take one of the Chicago Architecture Foundation’s River Cruises for a relaxing 90-minute tour of the city. Spend the remainder of the afternoon in the Bucktown and Wicker Park districts and enjoy some great shopping in the amazing boutiques. In the evening, head to the Girl and the Goat, finishing with a nightcap at the Violet Hour.
Best Restaurants
Alinea Topolobampo Girl and the Goat
Best Shop
Blake, 500 South Dearborn Street
Best to do
Chicago Symphony Orchestra.
+1 312 245 0333
EDWARD TOBIN CONCIERGE, ELYSIAN
Start your day with breakfast at the Balsan, where you can enjoy appetizing small plates of delights such as granola parfait, seasonal fruits and pastries whilst taking in the elegant modern décor.
After breakfast head to The Richard H. Driehaus Museum and take a pre-reserved tour around the 19th century site. Make your way down to Millennium Park and spend the afternoon relaxing with Anish Kapoor’s Cloud Gate and the staggering Chicago skyline to keep you entertained. Dine just steps from Millennium Park at Henri Restaurant, where Executive Chef Dirk Flanigan presents some of the most delicious French-influenced American cuisine in Chicago.
Best Restaurants
GT Fish and Oyster Bistronomic Maude’s Liquor Bar
Best Shop
Ikram, 873 North Rush Street
Best to do
Pre-dinner drinks at Hubbard Inn.
+1 312 646 1305
