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Top Westchester Gay-Friendly Hotels

Lobby lounge
Four Points by Sheraton Chicago Westchester/Oak Brook
Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
8.6 out of 10, Excellent, (1015)
"Nice quiet affordable hotel in this area."
The price is ฿2,959
฿3,314 total
includes taxes & fees
10 Nov - 11 Nov
Four Points by Sheraton Chicago Westchester/Oak Brook
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2480)
"Great place"
The price is ฿2,605
฿3,630 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 star property
8.2 out of 10, Very good, (3663)
"Great location , good breakfast"
The price is ฿3,049
฿3,579 total
includes taxes & fees
16 Nov - 17 Nov
The Whitehall Hotel, BW Premier Collection
Cocktail bar
Claridge House
Claridge House
4.0 star property
9.0 out of 10, Wonderful, (1420)
"Wonderful Stay!"
The price is ฿12,026
฿15,076 total
includes taxes & fees
17 Oct - 18 Oct
Claridge House
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3215)
"Great stay "
The price is ฿5,177
฿6,078 total
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
8.8 out of 10, Excellent, (1857)
"We loved the area!"
The price is ฿5,086
฿5,971 total
includes taxes & fees
29 Oct - 30 Oct
Club Quarters Hotel Wacker at Michigan, Chicago
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3084)
"Very nice location and everything was a 10/10"
The price is ฿3,512
฿4,123 total
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (3955)
"Great place to stay. "
The price is ฿4,257
฿4,997 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4748)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is ฿5,086
฿5,971 total
includes taxes & fees
29 Oct - 30 Oct
River Hotel
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1372)
"Great place to stay"
The price is ฿4,390
฿5,154 total
includes taxes & fees
2 Nov - 3 Nov
The Wade
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

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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 Navy Pier. While you're here, capture some great memories of your trip with stops at United Center and Soldier Field.
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.