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Check availability on Hillside Gay-Friendly Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Hillside Gay-Friendly Hotels

Free continental breakfast on weekdays
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2.5 star property
Hillside
7.0 out of 10, Good, (1004)
"Nice place to stay"
United States
Roque
The price is 2.452.503 ₫
2.746.313 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Lobby sitting area
Best Western Plus Chicago Hillside

Best Western Plus Chicago Hillside

3.0 star property
Hillside
7.6 out of 10, Good, (1004)
"Great Hotel"
Canada
Noor
The price is 2.413.474 ₫
2.702.609 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Best Western Plus Chicago Hillside
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2620)
"Accommodation and great customer serbice!"
United States
Haidee
The price is 1.656.626 ₫
2.409.067 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Freehand Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2099)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2991)
"Great stay"
Canada
Lorrington Ashford
The price is 3.005.767 ₫
4.302.429 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2945)
"Great location and great staff!!"
United States
lynne
The price is 2.373.390 ₫
2.786.121 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Aloft Chicago Mag Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3134)
"Amazing and will be staying again!"
United States
Angie
The price is 2.278.454 ₫
2.674.676 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Eurostars Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3433)
"Great hotel located in nice area."
United States
Robert
The price is 2.767.900 ₫
3.249.237 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites
Pool
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, (1735)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
The price is 1.877.615 ₫
2.203.824 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Bar (on property)
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, (4216)
"Great location. "
United States
Rodger
The price is 2.162.422 ₫
2.538.466 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/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 Hillside Hotel Reviews

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Frequently asked questions

How do I find gay-friendly accommodation in Hillside?
Whether you are travelling with your partner or flying solo, you'll find Hillside hotels that are members of the International Gay & Lesbian Travel Association on our website. The restaurants is something travellers enjoy about this welcoming area.
How many LGBTQ-friendly hotels are there in Hillside?
There are currently 3 gay-friendly hotels in Hillside.
What is there to see in Hillside?
During your trip, get out and enjoy everything Hillside has to offer. You and your travelling companions may want to visit Wrigley Field, Michigan Avenue and United Center. While you're here, create some great memories of your trip with a stop at Fresh Meadow Golf Club.
What is an LGBTQ-friendly hotel in Hillside?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Hillside, hotels affiliated with IGLTA 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 LGBTQ-friendly accommodation in Hillside?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Hillside, and get a warm welcome from a community you belong to. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer wedding ceremonies and honeymoon packages for same-sex couples.