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Stay Streeterville, Chicago

The Drake

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

The Drake in Streeterville, Chicago
Photo: w_lemay · CC BY-SA 2.0 · license

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.

  1. 1
    Gibsons 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
  2. 2
    Magnificent 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
  3. 3
    Shaw'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
  4. 4
    Chicago Architecture Center River Cruise

    90-minute docent-led boat tour of the skyscrapers along the Chicago River.

    Activity · 0.8 mi straight-line
  5. 5
    The 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
  6. 6
    Chicago 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.

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.

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.

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Plan Chicago

Curated recommendation, not live listing data. Confirm hours, prices, bookings and access before you go.