Neighborhood 48H guide

Magnificent Mile / Streeterville: Where to Stay & What to Do in 48 Hours

Michigan Avenue’s shops, the 1869 Water Tower, the Billy Goat Tavern and Navy Pier.

The 1869 Chicago Water Tower on Michigan Avenue
Photo: HaSt · CC BY-SA 4.0 · Wikimedia Commons

The Magnificent Mile is North Michigan Avenue from the river to Oak Street, with the old Water Tower near its north end. Streeterville fills the land east of it to the lake and Navy Pier.

Why stay here

Central, walkable to the lake and the Loop, with the city’s grandest hotels.

Who it's for: Shoppers, families and first-timers who want big hotels.

Pros

  • Luxury hotels
  • Walk to the lake and Navy Pier
  • Shopping on Michigan Avenue

Cons

  • Crowded sidewalks
  • Expensive
  • Mostly chains

48H on the Mag Mile

Michigan Avenue, the Water Tower and a lower-level burger.

  1. 10:00 – Michigan Avenue walk

    From the river north to the Water Tower.

  2. 12:30 – Billy Goat Tavern

    The ‘cheezborger’ grill on lower Michigan Avenue.

  3. 16:00 – Navy Pier

    Lakefront pier with the Centennial Wheel and boat tours.

Named recommendations

Real places with links to their official site or a Maps place page. We do not invent hours, prices, or ratings.

Eat

  • Eat

    Billy Goat Tavern

    430 N Michigan Ave (lower level)

    Lower Michigan Avenue grill, famous from Saturday Night Live’s ‘cheezborger’ sketch.

    Official site / map →

Shop

See / do

Outdoors

Where to stay

Specific named properties—not vague city-wide searches. Expedia stays use tracked Creator links; others open the hotel's official site.

Roam48 may earn a commission when you book a stay through Expedia or Vrbo links on this page, at no extra cost to you. All commercial stay links use rel="sponsored nofollow".

Vacation rentals

Prefer an apartment or whole home in this neighborhood? Browse Vrbo listings for Magnificent Mile / Streeterville.

Chicago requires short-term rentals to be registered with the city, and some buildings and precincts ban them. Look for the city registration number on the listing before you book.

Browse vacation rentals in Magnificent Mile / Streeterville on Vrbo →

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