Find Gay friendly Hotels in East Side, IL

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Our top choices for East Side LGBT-friendly hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2650)
"The room was spotless and the staff where great!"
United States
Maria
The price is NT$1,845
NT$2,721 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, (2969)
"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,488
NT$2,921 total
includes taxes & fees
Jan 15 - 2026/1/16
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4861)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,619
NT$3,075 total
includes taxes & fees
Dec 21 - Dec 22
River Hotel
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, (2268)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,867
NT$4,438 total
includes taxes & fees
Jan 15 - 2026/1/16
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (2750)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,636
NT$4,020 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (3783)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,411
NT$2,830 total
includes taxes & fees
Dec 21 - Dec 22
The Whitehall Hotel, BW Premier Collection
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4253)
"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,712
NT$3,183 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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, (3496)
"Great place to stay "
United States
RaShawna
The price is NT$2,815
NT$3,305 total
includes taxes & fees
Jan 12 - 2026/1/13
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, (3411)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,384
NT$6,071 total
includes taxes & fees
Jan 5 - 2026/1/6
Hyatt Regency Chicago
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1525)
"Great staff and great location. "
United States
Joe
The price is NT$3,181
NT$3,734 total
includes taxes & fees
Jan 6 - 2026/1/7
The Wade
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 East Side Hotel Reviews

Frequently asked questions

Looking for a gay-friendly hotel in East Side?
Ready to leave ordinary life behind? If you want to book a place where you'll feel at ease in East Side, you can trust the lodging options listed as LGBTQ-friendly on our website. Discover the people, places, and traditions found only in East Side.
What is there to see in East Side?
During your trip, get out and discover all that East Side is known for. You and your traveling companions may want to visit Lake Michigan, Calumet Park, and Munson Beach. While you're here, create some great memories of your trip with a stop at Calumet Beach.
What is an LGBTQ-friendly hotel in East Side?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travelers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In East Side, these hotels prioritize a diverse environment in which guests are welcomed, respected, and not obliged to declare or hide their sexual orientation.
What can I expect from an LGBTQ-friendly accommodation in East Side?
Stay at a gay-friendly hotel in East Side and you won't have to hide your same-sex relationship or your sexuality when you check-in. Many of our LGBTQ-friendly accommodations offer wedding ceremonies and honeymoon packages for same-sex couples.

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