Streeterville · Chicago, IL$$
DoubleTree by Hilton Chicago – Magnificent Mile
The pool
- Rooftop pool
- Downtown views
- Cabanas
- Seasonal
- Day passes from $45
Why it's on the list
High above Streeterville, a seasonal rooftop deck with a panoramic downtown sweep, cabanas for the afternoon, and day passes from $45. Unfussy, well-placed, and a real value for the elevation.
The stay
The DoubleTree is the straightforward sightseeing base — an unfussy big hotel in Streeterville, two blocks off the Magnificent Mile with Navy Pier, the Water Tower, and the lakefront all on foot. Nobody books it for the design; you book it for the address and the rooftop deck, and both deliver. At $$ it's the value way into this part of downtown — the pick for a first-visit or family Chicago trip where the days are for the city and the deck is for the late afternoon, remembering the pool runs roughly Memorial Day to Labor Day.
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