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

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Check availability on Countryside LGBT-Friendly Hotels

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Countryside LGBT-friendly hotels

Exterior
Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
3.5 star property
Countryside
7.8 out of 10, Good, (1339)
"Clean room, friendly staff, hospitality was great"
United States
Anita
The price is €90
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2663)
"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, (2017)
"Great stay"
United States
Kramer
The price is €74
includes taxes & fees
24 Jan - 25 Jan 2026
Club Quarters Hotel Wacker at Michigan, 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, (2991)
"Great place to stay"
United States
Elisha
The price is €86
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile
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, (1541)
"Great staff and great location. "
United States
Joe
The price is €93
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade
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, (3333)
"Great hotel "
United States
Anthony
The price is €83
includes taxes & fees
29 Dec - 30 Dec
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, (2278)
"Great staff and restaurants!!"
United States
Abigale
The price is €113
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Egyptian cotton sheets, premium bedding, pillow-top 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, (3816)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is €76
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3398)
"The Hotel was amazing great location "
United States
Donnisha
The price is €169
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago
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, (1493)
"Nice stay"
United States
Michelle
The price is €90
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry 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 Countryside Hotel Reviews

Frequently asked questions

How do I find an LGBTQ-friendly hotel in Countryside?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Countryside on Expedia. The restaurants is something travellers enjoy about this welcoming area.
What is the top LGBTQ-friendly place to stay in Countryside?
Holiday Inn Chicago SW-Countryside ConfCtr by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds.
What should I do while I'm visiting Countryside?
During your trip, get out and enjoy everything Countryside has to offer. You and your travelling companions may want to visit Michigan Avenue, Wrigley Field and United Center. While you're here, capture some great memories of your trip with stops at Soldier Field and Navy Pier.
What is a gay-friendly hotel in Countryside?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In Countryside, hotels affiliated with IGLTA will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from LGBTQ-friendly accommodation in Countryside?
Stay at a gay-friendly hotel in Countryside and you'll be around like-minded people, so you can relax and enjoy your trip. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.

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