Gay friendly Hotels in Westchester, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Gay friendly Hotels

Our top choices for Westchester LGBT-friendly hotels

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,001 reviews)
"Good location for traveling around the area. Everything needed was on the property and Juan in particular in the restaurant and lounge was very engaging and attentive."
United States
Gerald Michael
The price is P6,789
P7,602 total
includes taxes & fees
Jun 7 - Jun 8
Four Points by Sheraton Chicago Westchester/Oak Brook

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, (2,503 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is P11,777
P16,129 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,030 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is P5,493
P7,631 total
includes taxes & fees
May 25 - May 26
Freehand Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,462 reviews)
"My favorite place to stay!"
United States
Teresa
The price is P11,356
P15,336 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,242 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is P7,360
P10,634 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is P8,579
P10,200 total
includes taxes & fees
May 25 - May 26
Aloft by Marriott Chicago Mag Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,557 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is P9,875
P11,740 total
includes taxes & fees
May 25 - May 26
Eurostars Magnificent Mile

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, (1,999 reviews)
"Great location and clean room"
United States
Hyacinthe
The price is P9,804
P11,656 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,836 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is P9,381
P11,153 total
includes taxes & fees
May 25 - May 26
The Wade

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,268 reviews)
"Great location, clean room, comfortable beds. Love this hotel and will stay here again and again!"
United States
Ping
The price is P11,936
P14,011 total
includes taxes & fees
Jun 17 - Jun 18
Ivy Boutique Hotel
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.

Top Westchester Hotel Reviews

Frequently asked questions

Searching for an LGBTQ-friendly accommodation in Westchester?
Book a place where you can be yourself! You'll find LGBTQ-friendly hotels in Westchester on Expedia. People like Westchester for its shopping and restaurants.
What is the top LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds.
What should I do while I'm visiting Westchester?
During your vacation, get out and explore all that Westchester has to offer. You and your traveling companions may want to visit Wrigley Field, Navy Pier, and United Center. While you're here, capture some great memories of your trip with stops at Michigan Avenue and Soldier Field.
What is a gay-friendly hotel in Westchester?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual, and transgender travelers 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 Westchester, hotels affiliated with IGLTA 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 Westchester?
Stay at an LGBTQ-friendly hotel in Westchester and you won't have to hide your same-sex relationship or your sexuality when you check-in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer community-specific packages, exclusive tours, and opportunities for social interaction.

Explore a world of travel with Expedia