Stay Streeterville, Chicago
The Drake
A place to stay in Streeterville, Chicago, pricey ($$$).

Why go
1920 lakefront hotel at the top of the Magnificent Mile, known for afternoon tea in the Palm Court.
It is one of 19 curated places we feature in Chicago, alongside 6 activities, 5 sights and 4 places to eat. 2 more of our picks sit within about half a mile in a straight line, so it pairs easily with Gibsons Bar & Steakhouse and Magnificent Mile.
- Type
- Stay · Cities
- Neighborhood
- Streeterville
- Price
- $$$
Nearby
Our closest curated picks, including 4 beyond Chicago. Distances are straight-line, not walking or driving.
- 1Gibsons Bar & Steakhouse
Gold Coast steakhouse open since 1989, known for huge cuts, martinis and a packed bar on big nights.
Food · The Loop & Chicago River · 0.2 mi straight-line - 2Magnificent Mile
Michigan Avenue's shopping stretch north of the river, with about a million lights strung through its trees in winter.
Sight · 0.4 mi straight-line - 3Shaw's Crab House
River North seafood house since 1984, with an oyster bar and a formal dining room for crab legs and lobster.
Food · The Loop & Chicago River · 0.7 mi straight-line - 4Chicago Architecture Center River Cruise
90-minute docent-led boat tour of the skyscrapers along the Chicago River.
Activity · 0.8 mi straight-line - 5The Langham, Chicago
Luxury hotel in Mies van der Rohe's AMA Plaza tower, right on the river beside the Wabash Avenue bridge.
Stay · The Loop & Chicago River · 0.8 mi straight-line - 6Chicago Riverwalk
A 1.25-mile promenade along the main branch of the river, lined with cafes, boat docks and the city's architecture.
Activity · The Loop & Chicago River · 0.8 mi straight-line
On these curated routes
The Drake is a stop on our Chicago & Milwaukee route. Open it to see the full day-by-day plan.
More to do in Chicago
The Drake is our only stay pick in Chicago; here is what else we recommend there. See the full Chicago guide.
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Millennium Park
Cloud Gate, Crown Fountain and free summer concerts at Pritzker Pavilion.
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Art Institute of Chicago
Huge collection including Nighthawks, A Sunday on La Grande Jatte and the Thorne Miniature Rooms.
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Chicago Riverwalk
1.25-mile path along the river's main branch with wine bars, kayak rentals and bridge views.
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Skydeck Chicago
Glass ledges 103 floors up in Willis Tower.
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Navy Pier
Lakefront pier with the Centennial Wheel, boat tours and skyline views.
-

Lincoln Park Zoo
Free zoo set in a lakefront park, with conservatory and nature boardwalk nearby.
When to go
Average daily highs in Chicago run from 32°F in January to 77°F in July; May is usually the wettest month.
Modelled monthly averages for Chicago from NASA POWER, not a forecast. Full Chicago weather by month.
Getting there
Map links open a live search for The Drake, so hours and directions come straight from the map app.
- Coordinates
- 41.90046, -87.62425
- Destination
- Chicago, Illinois
- Website
- thedrakehotel.com
The Drake: quick answers
Which TripsCircle routes include The Drake?
The Drake appears on Chicago & Milwaukee, a curated route you can open on TripsCircle and plan with your group.
Add The Drake to your crew's plan
Save it to a shared TripsCircle itinerary, settle the timing with a quick poll, and split the costs with everyone going to Chicago.
Plan Chicago
- Chicago travel guide 19 places
- Best time to visit Chicago weather by month
- Chicago to Milwaukee 81 mi straight-line
Lists & regions
Also in Chicago
- Chicago Riverwalk Activity
- Au Cheval Food
- Art Institute of Chicago Sight
- Green Mill Cocktail Lounge Drinks
- Lincoln Park Zoo Outdoors
- Christkindlmarket Shopping
Curated recommendation, not live listing data. Confirm hours, prices, bookings and access before you go.

