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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 Rp973.791
Rp1.436.245 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
Lobby
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 Rp1.315.034
Rp1.543.717 total
includes taxes & fees
14 Jan - 15 Jan 2026
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 Rp1.291.730
Rp2.005.011 total
includes taxes & fees
11 Jan - 12 Jan 2026
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, (2260)
"This place was amazing !"
United States
Jayla Danyell
The price is Rp1.542.418
Rp2.377.441 total
includes taxes & fees
13 Jan - 14 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby
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 Rp1.384.281
Rp1.625.008 total
includes taxes & fees
15 Dec - 16 Dec
River Hotel
View from room
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 Rp1.351.322
Rp1.586.317 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 Rp2.263.856
Rp3.146.100 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago
Bar (on property)
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 Rp1.274.228
Rp1.495.815 total
includes taxes & fees
18 Dec - 19 Dec
The Whitehall Hotel, BW Premier Collection
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3152)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is Rp1.558.066
Rp1.829.014 total
includes taxes & fees
12 Jan - 13 Jan 2026
Eurostars Magnificent Mile
Lobby
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 Rp1.614.662
Rp2.428.124 total
includes taxes & fees
11 Jan - 12 Jan 2026
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 an LGBTQ-friendly hotel in Grand Boulevard?
If you're looking for a place where you'll feel at ease in Grand Boulevard, you can trust the lodging options listed as LGBTQ-friendly on our website. 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 enjoy everything Grand Boulevard has to offer. You and your travelling 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, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Grand Boulevard, these hotels operate in a spirit of inclusiveness, prioritising a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from a gay-friendly hotel in Grand Boulevard?
Take a holiday from the ordinary; stay at an LGBTQ-friendly hotel in Grand Boulevard, and the staff will help you explore the local gay scene and the LGBTQ+ culture. 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.