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

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester LGBT-Friendly Hotels

Top Westchester LGBT-Friendly Hotels

Exterior
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, (1007)
"Had an excellent experience staying here"
United States
James
The price is €55
includes taxes & fees
2 Dec - 3 Dec
Four Points by Sheraton Chicago Westchester/Oak Brook
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2579)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is €96
includes taxes & fees
20 Nov - 21 Nov
Freehand Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1890)
"Love this hotel and many stays here great people and great location "
United States
jamie
The price is €63
includes taxes & fees
7 Dec - 8 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2743)
"The place was great. Always a great stay. "
United States
Mario
The price is €109
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3324)
"Great stay!"
United States
Rose
The price is €99
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Hypo-allergenic bedding, pillow-top beds, in-room safe, desk
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, (2236)
"Room was spotless…staff was great!"
United States
Tamika
The price is €122
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
1 bedroom, premium bedding, in-room safe, desk
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3303)
"Great location at reasonable rates"
United States
Noel
The price is €101
includes taxes & fees
20 Nov - 21 Nov
Club Quarters Hotel, Central Loop, Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2912)
"Great location!!"
United States
sarah e
The price is €95
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Mag Mile
Exterior
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3731)
"Great stay"
Canada
Jeremy
The price is €82
includes taxes & fees
25 Nov - 26 Nov
The Whitehall Hotel, BW Premier Collection
Cocktail bar
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, (1445)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is €99
includes taxes & fees
25 Nov - 26 Nov
Claridge House Chicago, Tapestry Collection by Hilton
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.
View all properties

Top Westchester Hotel Reviews

Explore a world of travel with Expedia

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.