Arrival/Check-In: While a plethora of high-end hotels exists in Chicago, when it comes to history, The Drake does not have much competition. The property joined the Historic Hotels of America in 2014; with a history dating to 1920, The Drake served as a high society favorite in the Roaring Twenties and continues to delight guests through the modern day. Marilyn Monroe and Joe DiMaggio even carved their initials into the hotel’s Cape Cod Room’s bar in the 1950s.
It was at this historic hotel that I spent a long Mother’s Day weekend in Chicago with my mom. While not the most modern or shiny new hotel, The Drake offered us comfort, convenience and a perfect location, all with an exceptionally warm, welcoming attitude. It started upon arrival with a speedy and friendly check-in. The gorgeous floral centerpiece in the middle of the lobby offers a spectacular first impression.
Guest Quarters: Could the guestrooms use a bit of a refresh and update? Yes, but there were several amenities in our double-bedded corner room that couldn’t be beat — one being the generous size and the other being the wonderful view of Lake Michigan.
The room opened into a short hallway, with the bathroom to the right and a large walk-in closet to the left. In addition to the two beds flanking a nightstand, our accommodations boasted a flat-screen TV, a mini refrigerator, a couch, a coffee table, an armchair and a large desk with a chair. All this, with more than enough space left over for two women to spread out and unpack.
The warm welcome continued with the in-room amenities, including a beautiful bouquet of flowers and a Mother’s Day card for my mom, a thoughtful mug and tea gift.
Services/Amenities: Speaking of tea, one of the highlights of our stay was afternoon tea at Palm Court. The Drake is iconic for the ritual in Chicago; peach Bellinis and a harpist accompanied our Mother’s Day celebration. In addition to Palm Court, on-site dining options include Coq d’Or, Cape Cod Room, Lavazza Café and Drake Bros’. In-room dining is also available but is not 24/7.
As part of Hilton International, The Drake offers HHonors benefits, including digital key check-in and express check-out. Other on-site amenities include a 3,000-square-foot fitness center, paid access to the nearby Equinox gym, a business center, several shopping outlets and more than 33,000 square feet of meeting and event space.
The Experience: The Drake exudes a truly special ambience that is hard to explain; while some updates may be needed, the charm and historic quality of the property really cannot be beat. The hotel does a great job translating the hotel’s personality through its staff. And the location is ideal, near the lake and right off of famed Michigan Avenue and its shopping. My mom and I enjoyed the city mostly by foot from our base at The Drake.
GT CHECKLIST
[checklist]
[item check=yes]Doorman/valet[/item]
[item check=yes]Less than 10 minutes for check-in[/item]
[item]Separate tub and shower[/item]
[item check=yes]Large vanity[/item]
[item check=yes]High-quality towels[/item]
[item check=yes]Powerful, unattached hair dryer[/item]
[item check=yes]High-quality bed linens[/item]
[item check=yes]Large, flat-screen television[/item]
[item check=yes]Large desk with convenient outlets[/item]
[item check=yes]Large, complimentary laptop safe[/item]
[item]Complimentary in-room WiFi[/item]
[item check=yes]Complimentary bottled water[/item]
[item check=yes]Stocked minibar[/item]
[item check=yes]Ample lighting[/item]
[item check=yes]In-room coffeemaker[/item]
[item check=yes]Iron and ironing board[/item]
[item check=yes]On-site restaurant[/item]
[item]24-hour room service[/item]
[item]24-hour state-of-the-art fitness center[/item]
[item]Turn-down service[/item]
[/checklist]
The Drake
140 E. Walton Place
Chicago, IL 60611
tel 312 787 2200
thedrakehotel.com
Read This Next
Best in Class: Letter from the Editor
December 2016
Dec 1, 2016
Introducing
FX Excursions
FX Excursions offers the chance for once-in-a-lifetime experiences in destinations around the world.
#globility
Insta FeedDaily
Sep 9, 2026The Ritz-Carlton, Chicago Has a New Take on Group Wellness with Floating Sound Baths
Sound baths are making their way to hotels, corporate wellness programs and cultural venues to accommodate travelers looking for more immersive ways to relax and reconnect. The sound bath trend has become so popular, Atlanta Journal-Constitution named it one of 2026’s biggest wellness trends, highlighting how the practice is becoming a mainstream wellness experience.
Sponsored Content
The World Awaits with Turkish Airlines’ Global Access
Turkish Airlines enjoys the unique position as the airline flying to more countries than any other airline. Its unrivaled global reach is only the beginning of the experience that awaits passengers with Turkish Airlines.
Daily
Sep 9, 2026SeaDream Yacht Club Unveils SeaDream III
Family-owned SeaDream Yacht Club recently announced SeaDream III, the first new yacht to join its fleet in the company’s 25-year history. Reservations are now open.
eFlyer Reviews
Sep 9, 2026Review: La Vid Restaurante
Overlooking one of Quito’s most historic and iconic squares, La Vid Restaurante brings fine Ecuadorian flavors and dishes plaza-side. The restaurant celebrates local ingredients with a more modern twist, leaving you wanting more of both the food and the views.
Sponsored Content
Global Traveler Hosted Trip on the Transcend Connect
JOIN GLOBAL TRAVELER ON ITS NEXT TRIP!
Airlines
Sep 9, 2026La Compagnie to Launch Direct, All-Business-Class Service Between New York, Düsseldorf
Next spring, La Compagnie begins non-stop service between Newark Liberty International Airport and Düsseldorf Airport. The airline reported growing North American demand for travel in the North Rhine-Westphalia region.
eFlyer Lead
Sep 9, 2026The Return of Gateside Goodbyes? New TSA Program Lets Non-Flyers Past Security
It was once a distant memory: walking with loved ones to their gate to see them off, waving goodbye and watching their plane take off. This all ended after Sept. 11, 2001, in which greater security measures were put in place to account for each and every person who goes through security checkpoints. The Transportation Security Administration was established two months after the terrorist attack to prevent other hijackings, creating a unified federal administration to screen bags and passengers. Before, it was up to the individual airlines to hire their own security for screenings.
Sponsored Content
Elevate Your Journey with TAP Air Portugal’s New Economy Prime
Exciting news ahead for TAP Air Portugal, as Portugal’s flag carrier prepares for the launch of its brand-new Economy Prime cabin, offering customers more space, additional privacy and a superior travel experience. Flights boasting the new cabin take off June 1; booking for Economy Prime is now available across all TAP channels and travel agents.
Daily
Sep 9, 2026Aalto Works Architecture Series in Finland Joins UNESCO List
Scattered across Finland’s beautiful, dramatic landscape, Aalto Works is a collection of 13 separate architecturally significant sites designed by Alvar, Aino and Elissa Aalto, which have now officially been included on the UNESCO World Heritage List. This accolade is a significant marker for Finland’s rich cultural heritage and modern architecture. The Aalto Works range from concert halls and experimental dwellings to industrial communities with design celebrating people, well-being and the environment.


ShareThis