A frozen river with a city skyline in the background.

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Check availability on Uptown Gay-Friendly Hotels

Our top choices for Uptown LGBT-friendly hotels

A hotel room with two beds, a large window with a city view, a painting on the wall, and a lamp on the nightstand.

1. Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (999 reviews)
"The rooms are clean, and the place is in a good condition."
United States
Oscar
The price is ₹9,726
₹11,417 total
includes taxes & fees
22 Nov - 23 Nov
Heart O' Chicago
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and framed artwork on the wall.

2. Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG
3.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (2,175 reviews)
"Great location, near restaurants and the university. friendly and helpful staff."
United States
Katharine
The price is ₹10,864
₹12,437 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Chicago North-Evanston by IHG
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

3. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,433 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is ₹8,753
₹13,179 total
includes taxes & fees
22 Nov - 23 Nov
Claridge House Chicago, Tapestry Collection by Hilton
A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,742 reviews)
"Amazing place to stay"
United States
Shanequa
The price is ₹13,330
₹19,105 total
includes taxes & fees
22 Nov - 23 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

5. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,187 reviews)
"it was a little more outdated than we thought from the pictures we saw but it was still very clean and staff was very helpful"
United States
Jordan
The price is ₹8,753
₹10,406 total
includes taxes & fees
22 Nov - 23 Nov
Best Western River North Hotel
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

6. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,955 reviews)
"Great stay"
United States
KURT
The price is ₹10,880
₹12,935 total
includes taxes & fees
22 Nov - 23 Nov
The Whitehall Hotel, BW Premier Collection
A theater with a marquee reading "The Drake" and a classic facade with arched windows.

7. The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,643 reviews)
"Fantastic hotel! Staff, service, atmosphere were all top notch!"
United States
stephanie
The price is ₹13,091
₹15,564 total
includes taxes & fees
22 Nov - 23 Nov
The Drake
A modern interior with a dining area, sofas, and artwork on the walls.

8. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,341 reviews)
"Great stay"
Canada
Robert
The price is ₹9,590
₹11,594 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

9. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,157 reviews)
"Convenient location and loved the room."
United States
Ashaleigh
The price is ₹12,056
₹14,333 total
includes taxes & fees
22 Nov - 23 Nov
The Wade
A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

10. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,026 reviews)
"Great location and staff were amazing to us!"
United States
jaimie
The price is ₹14,534
₹20,052 total
includes taxes & fees
12 Nov - 13 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Uptown Hotel Reviews

Frequently asked questions

How do I find a gay-friendly hotel in Uptown?
If you're interested in booking a place that will welcome you to Uptown, Expedia has all the LGBTQ-friendly hotels you'd wish for. Discover the people, places and traditions found only in Uptown.
What is there to see in Uptown?
During your trip, get out and enjoy everything Uptown has to offer. You and your travelling companions may want to visit Lake Michigan, Aragon Ballroom and Riviera Theatre. While you're here, create some great memories of your trip with stops at Montrose Beach, Montrose Harbor and Aragon Entertainment Center.
What is an LGBTQ-friendly hotel in Uptown?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Uptown, these hotels will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from a gay-friendly hotel in Uptown?
Stay at a gay-friendly hotel in Uptown and get a warm welcome from a community you belong to. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.

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