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, (2649)
"The room was spotless and the staff where great!"
United States
Maria
The price is ₩85,910
₩126,710 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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, (2967)
"The room was very clean, the location was excellent."
United States
Craig
The price is ₩111,610
₩131,019 total
includes taxes & fees
Dec 22 - Dec 23
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, (2750)
"Excellent place to stay "
United States
Teniesha
The price is ₩128,351
₩193,760 total
includes taxes & fees
Jan 11 - Jan 12, 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, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is ₩136,076
₩209,744 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (3498)
"Great place to stay "
United States
RaShawna
The price is ₩119,217
₩139,949 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Chicago/Magnificent Mile Suites
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 ₩113,357
₩133,069 total
includes taxes & fees
Jan 15 - Jan 16, 2026
River Hotel
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3481)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is ₩168,883
₩198,252 total
includes taxes & fees
Dec 28 - Dec 29
voco Chicago Downtown - Riverwalk by IHG
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3163)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ₩140,981
₩165,499 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Eurostars Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3410)
"I always love staying at this place when I visit"
Canada
William
The price is ₩204,128
₩282,728 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Regency Chicago
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1763)
"Great check in and responsive front desk staff. Housekeeping staff did a great job during our visit! "
United States
Steven
The price is ₩107,602
₩126,316 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Downtown South 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 East Side Hotel Reviews

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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.