Search Gay-Friendly Hotels in Uptown

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Check availability on Uptown Gay-Friendly Hotels

Tonight
27 Oct - 28 Oct
Tomorrow
28 Oct - 29 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Uptown Gay-Friendly Hotels

Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2530)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ฿2,620
฿3,651 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1393)
"Great place to stay"
United States
Adam
The price is ฿3,630
฿4,262 total
includes taxes & fees
23 Nov - 24 Nov
The Wade
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very good, (2044)
"Great place to stay."
United States
Ron
The price is ฿3,447
฿4,864 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3365)
"Great location and hotel."
United States
Travis
The price is ฿4,546
฿6,297 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Regency Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2226)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is ฿3,219
฿4,892 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2875)
"Had a great stay!"
United States
Josh
The price is ฿3,532
฿4,147 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4005)
"Great place to stay. "
United States
sherry
The price is ฿3,725
฿4,373 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (3657)
"Excellent location, old style hotel with an independent feel. "
United States
Jose
The price is ฿2,785
฿3,269 total
includes taxes & fees
24 Nov - 25 Nov
The Whitehall Hotel, BW Premier Collection
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.8 out of 10, Excellent, (1875)
"Check in staff was amazing. "
United States
Philip
The price is ฿3,670
฿4,308 total
includes taxes & fees
9 Nov - 10 Nov
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2309)
"Amazing stay!"
United States
Triston
The price is ฿2,335
฿3,739 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Felix River North/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

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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 Hutchinson Street Historic District.
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.