Find Gay friendly Hotels in Grand Boulevard, IL

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Check availability on Grand Boulevard Gay friendly Hotels

Our top choices for Grand Boulevard LGBT-friendly hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2640)
"The room was spotless and the staff where great!"
United States
Maria
The price is NT$1,825
NT$2,691 total
includes taxes & fees
Jan 4 - 2026/1/5
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2961)
"Great location and great staff!!"
United States
lynne
The price is NT$2,464
NT$2,893 total
includes taxes & fees
Jan 14 - 2026/1/15
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2744)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is NT$2,471
NT$3,816 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2261)
"This place was amazing !"
United States
Jayla Danyell
The price is NT$2,890
NT$4,455 total
includes taxes & fees
Jan 13 - 2026/1/14
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4854)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,594
NT$3,045 total
includes taxes & fees
Dec 16 - Dec 17
River Hotel
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3483)
"Great place to stay "
United States
RaShawna
The price is NT$2,532
NT$2,973 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Chicago/Magnificent Mile Suites
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3393)
"I always love staying at this place when I visit"
Canada
William
The price is NT$4,242
NT$5,896 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Regency Chicago
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3795)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is NT$2,388
NT$2,803 total
includes taxes & fees
Dec 16 - Dec 17
The Whitehall Hotel, BW Premier Collection
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$2,920
NT$3,427 total
includes taxes & fees
Jan 12 - 2026/1/13
Eurostars Magnificent Mile
Exterior
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2292)
"Great stay"
United States
Jeremy
The price is NT$3,026
NT$4,550 total
includes taxes & fees
Jan 11 - 2026/1/12
The Allegro Royal Sonesta Hotel Chicago Loop
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 Grand Boulevard Hotel Reviews

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Frequently asked questions

Looking for a gay-friendly hotel in Grand Boulevard?
If you're interested in a place that will welcome you to Grand Boulevard, you can trust the hotels listed as LGBTQ-friendly on Expedia. Visitors are sure to enjoy all Grand Boulevard has to offer including its restaurants.
What are the top places to visit in Grand Boulevard?
During your trip, get out and discover all that Grand Boulevard offers. You and your traveling companions may want to visit Harold Washington Cultural Center, State Street, and Oscar S. De Priest Residence. While you're here, create some great memories of your trip with stops at Chicago Defender Original Site, Chicago Defender Newspaper Headquarters, and Savoy Ballroom Site.
What is an LGBTQ-friendly hotel in Grand Boulevard?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual, and transgender travelers are proudly welcomed. You'll find a selection of LGBTQ-friendly accommodations on our site. In Grand Boulevard, 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 Grand Boulevard?
Stay at a gay-friendly hotel in Grand Boulevard and you won't have to hide or your sexuality or your gender identity when you check-in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer wedding ceremonies and honeymoon packages for same-sex couples.