Chicago: Hotels with Rooftop Pool

A rooftop pool is a compliment to any hotel. It is lovely for a guest to escape to the roof and take a dip in a beautiful pool. The rooftop also offers a great view of the surrounding neighborhood. The atmosphere of a rooftop pool is unique and creates a special memory of a stay in a Chicago hotel with such a pool.

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Chicago Bed Bugs Watch

+125%

Higher Risk of Bed Bugs in Chicago Hotels

Significant increase in bed bug incidents at Chicago hotels this Winter compared to last year. Make sure to inspect your room for bed bugs upon arrival.

Bed bug reports in Chicago Hotels

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Hotel Palomar Chicago

1
Area: Near North Side, Cook County, 60654
2nd
Good
Hotel Palomar Chicago
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based on 304 hotel reviews
Popular for a romantic getaway
Ranked #2 of 132 Best Hotels in Chicago
High praise was given for the Hotel Fireplace and Kitchen

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The Peninsula Chicago

2
Area: Near North Side, 60611, Cook County
15th
Good
The Peninsula Chicago
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based on 268 hotel reviews
“The hotel is somewhat family-friendly; there were many well-behaved children enjoying the rooftop...”  CitySearch
Prior guests appreciated the Hotel Whirlpool Tub and Molton Brown bath products
Ranked #15 of 132 Best Hotels in Chicago

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The Avenue Hotel Crowne Plaza

3
Area: Near North Side, 60611, Cook County
38th
Good
The Avenue Hotel Crowne Plaza
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based on 362 hotel reviews
Ranked #38 of 132 Best Hotels in Chicago
Guests of The Avenue Hotel Crowne Plaza liked the central location, the incredibly comfortable beds, the impeccably clean rooms and the tastefully decorated rooms. Yet, they disliked the lacking and sometimes broken room amenit...  more
Numerous prior guests enjoyed the Hotel Romantic Atmosphere and Huge Windows

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Doubletree Hotel Chicago-Magnificent Mile

4
Area: Near North Side, 60611, Cook County
45th
Average
Doubletree Hotel Chicago-Magnificent Mile
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based on 358 hotel reviews
Prior guests appreciated the Hotel Indoor Swimming Pool and Kids Pool
Ranked #45 of 132 Best Hotels in Chicago

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Holiday Inn Chicago Downtown

5
Area: Near West Side, 60607, Cook County
77th
Poor
Holiday Inn Chicago Downtown
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based on 162 hotel reviews
Prior occupants thought the Hotel Dirty Rooms and Tired Rooms could have been better
“They have a roof top pool which was fun and workout facility. ”  Yahoo! Travel
Ranked #77 of 132 Best Hotels in Chicago

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Best Western River North Chicago Downtown Hotel

6
Area: Near North Side, 60654, 60610
81st
Poor
Best Western River North Chicago Downtown Hotel
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based on 287 hotel reviews
Reviewers liked the Hotel Balcony and Family Friendly Amenities
Ranked #81 of 132 Best Hotels in Chicago
Cater to families with children

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Chicagos Essex Inn

7
Area: Loop, 60605, Cook County
102nd
Poor
Chicagos Essex Inn
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based on 419 hotel reviews
Other occupants raved about the Hotel Heated Pool and Shuttle Service
“The Details There's a rooftop (fourth floor) swimming pool, surrounded by retractable glass and ...”  CitySearch
Verdict: Poor Quality at a Poor Bang for Your Buck

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