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Hillside Hotel Guide - LGBT-Friendly Hotels in Hillside, Chicago

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Check availability on Hillside LGBT-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Hillside LGBT-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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 star property
Hillside
7.0 out of 10, Good, (1003)
"Room was very clean, staff was courteous and helpful. Would stay there again"
United States
Amanda
The price is €96
includes taxes & fees
21 Jan - 22 Jan 2026
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

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1005)
"Great Hotel"
Canada
Noor
The price is €91
includes taxes & fees
11 Jan - 12 Jan 2026
Best Western Plus Chicago Hillside
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2666)
"It's an excellent place."
United States
Jose
The price is €73
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2020)
"Great stay"
United States
Kramer
The price is €81
includes taxes & fees
11 Jan - 12 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1549)
"Great staff and great location. "
United States
Joe
The price is €93
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
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, (2997)
"Great place to stay"
United States
Elisha
The price is €86
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3337)
"Great hotel "
United States
Anthony
The price is €81
includes taxes & fees
11 Jan - 12 Jan 2026
Club Quarters Hotel, Central Loop, Chicago
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, (2287)
"Great staff and restaurants!!"
United States
Abigale
The price is €115
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1496)
"Nice stay"
United States
Michelle
The price is €87
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry 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
8.2 out of 10, Very good, (2771)
"Excellent place to stay "
United States
Teniesha
The price is €99
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton 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

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.
What is the top LGBTQ-friendly accommodation in Hillside?
Best Western Plus Chicago Hillside is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG and Manor Motel By OYO Near Oak Brook/Chicago Westchester are other good choices for your trip.
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.

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