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

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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)
"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 €106
includes taxes & fees
7 Jun - 8 Jun
Four Points by Sheraton Chicago Westchester/Oak Brook
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, (2,508 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is €227
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (3,025 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is €106
includes taxes & fees
25 May - 26 May
Freehand Chicago
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,459 reviews)
"My favorite place to stay!"
United States
Teresa
The price is €214
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is €140
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,237 reviews)
"Nice place to stay"
United States
Jimmie
The price is €163
includes taxes & fees
26 May - 27 May
Aloft by Marriott Chicago Mag Mile
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,556 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is €164
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile
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, (1,998 reviews)
"Great location and clean room"
United States
Hyacinthe
The price is €142
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Chicago Downtown South Loop
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,835 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is €156
includes taxes & fees
25 May - 26 May
The Wade
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,271 reviews)
"Great location, clean room, comfortable beds. Love this hotel and will stay here again and again!"
United States
Ping
The price is €154
includes taxes & fees
25 May - 26 May
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.
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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 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, 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.

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