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Check availability on Westchester Gay-Friendly Hotels

Our top choices for Westchester LGBT-friendly hotels

Bar (on property)

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, (1,000 reviews)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is Rp1.902.581
Rp2.130.511 total
includes taxes & fees
23 Feb - 24 Feb
Four Points by Sheraton Chicago Westchester/Oak Brook
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,303 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is Rp2.540.367
Rp3.403.061 total
includes taxes & fees
6 Mar - 7 Mar
Palmer House a Hilton Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,088 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is Rp1.666.863
Rp1.956.731 total
includes taxes & fees
23 Feb - 24 Feb
Aloft Chicago Mag Mile
Terrace/patio

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, (2,378 reviews)
"Great stay"
United States
Blake
The price is Rp2.230.566
Rp3.191.759 total
includes taxes & fees
22 Feb - 23 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Property amenity

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,682 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is Rp1.666.863
Rp1.956.731 total
includes taxes & fees
1 Mar - 2 Mar
The Wade
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp2.197.228
Rp3.072.481 total
includes taxes & fees
4 Mar - 5 Mar
Staypineapple, An Iconic Hotel, The Loop
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,203 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is Rp2.047.884
Rp2.996.818 total
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is Rp2.225.649
Rp3.108.344 total
includes taxes & fees
22 Feb - 23 Feb
The Blackstone, Autograph Collection
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,673 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is Rp2.712.441
Rp3.184.135 total
includes taxes & fees
22 Feb - 23 Feb
L7 Chicago by LOTTE
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, (1,864 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is Rp1.435.859
Rp1.685.553 total
includes taxes & fees
26 Feb - 27 Feb
Hilton Garden Inn Chicago Downtown South Loop
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 Westchester Hotel Reviews

Frequently asked questions

Looking for gay-friendly accommodation in Westchester?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Westchester on Expedia. People like Westchester for its shopping and restaurants.
What's the best LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free Wi-Fi and pillowtop beds.
What should I do while I'm visiting Westchester?
During your trip, get out and enjoy everything Westchester has to offer. You and your travelling companions may want to visit Michigan Avenue, United Center and Wrigley Field. 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 Westchester?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Westchester, these hotels 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 Westchester?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Westchester, and you won't have to hide or your sexuality or your gender identity when you check in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer wedding ceremonies and honeymoon packages for same-sex couples.