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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, (1,000 reviews)
"Staff was super nice. Rooms were clean and comfortable "
United States
Shannon
The price is ฿3,134
฿3,509 total
includes taxes & fees
2 Feb - 3 Feb
Four Points by Sheraton Chicago Westchester/Oak Brook

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,050 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is ฿2,575
฿3,023 total
includes taxes & fees
2 Feb - 3 Feb
Aloft Chicago Mag Mile

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, (1,512 reviews)
"Clean room, staff was very nice and it was in a very nice location! "
United States
Mary
The price is ฿1,755
฿2,971 total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,943 reviews)
"Would stay there again"
United States
Zach
The price is ฿2,603
฿3,056 total
includes taxes & fees
24 Jan - 25 Jan
River Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,746 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ฿2,493
฿2,926 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Chicago/Magnificent Mile Suites

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,715 reviews)
"would definitely stay again, good price point "
United States
Abby
The price is ฿1,675
฿2,513 total
includes taxes & fees
2 Feb - 3 Feb
Freehand Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,004 reviews)
"Great room, great price, AMAZING location! Made my daughter's and I NYE a great one! "
United States
Melita Jackson
The price is ฿2,449
฿3,610 total
includes taxes & fees
18 Feb - 19 Feb
The Godfrey Hotel Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,197 reviews)
"Hospitality over all was top tier! Will definitely stay again "
United States
Margie
The price is ฿2,681
฿3,147 total
includes taxes & fees
22 Feb - 23 Feb
Eurostars Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,190 reviews)
"Very nice Hotel, great atmosphere friendly staff. I had a great stay!"
United States
Lucie Saint Jean
The price is ฿3,196
฿3,751 total
includes taxes & fees
27 Jan - 28 Jan
citizenM Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,215 reviews)
"Amazing staff and stay "
United States
Melissa
Silversmith Hotel Chicago Downtown
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

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 Wrigley Field, Michigan Avenue 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 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.