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Check availability on Hillside Gay-Friendly Hotels

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, (1002)
"Nice place to stay"
United States
Roque
The price is ₹8,359
₹9,361 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

Best Western Plus Chicago Hillside
3.0 star property
Hillside
7.6 out of 10, Good, (1004)
"Great Hotel"
Canada
Noor
The price is ₹8,226
₹9,212 total
includes taxes & fees
21 Dec - 22 Dec
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, (2635)
"The room was spotless and the staff where great!"
United States
Maria
The price is ₹5,383
₹7,905 total
includes taxes & fees
5 Jan - 6 Jan 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, (2947)
"Great location and great staff!!"
United States
lynne
The price is ₹6,921
₹8,125 total
includes taxes & fees
11 Dec - 12 Dec
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4844)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ₹6,938
₹8,145 total
includes taxes & fees
9 Jan - 10 Jan 2026
River Hotel
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, (2751)
"Great food clean room friendly staff"
United States
MARINA
The price is ₹7,622
₹11,586 total
includes taxes & fees
6 Jan - 7 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (1748)
"Clean and staff was courteous. "
United States
HANNAH
The price is ₹6,400
₹7,512 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2110)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
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, (1476)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is ₹6,191
₹9,906 total
includes taxes & fees
4 Jan - 5 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
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, (2267)
"Smooth check in and beautiful hotel"
United States
Monique
The price is ₹8,034
₹12,491 total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
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.
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.