A calm lake with ducks, autumn trees, and a grassy park area.

Gay friendly Hotels in Westchester, Chicago

  • 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 Gay friendly Hotels

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Westchester LGBT-friendly hotels

A bar area with a wooden bar counter, blue bar stools, and a variety of liquor bottles.
A reception desk with a digital screen, name tags, and a poster advertising local favorites.
A modern hotel lobby with a bar area, seating arrangements, and a television screen.
A modern living room with a stone wall, a flat-screen TV mounted above a fireplace, and a blue armchair.

1. Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
Westchester
United States
Kyle
P6,782
P7,595 total
includes taxes & fees
Sep 2 - Sep 3
Four Points by Sheraton Chicago Westchester/Oak Brook
A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
An indoor swimming pool with clear windows, green chairs, and a tiled deck.

2. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
United States
Christine
P7,047
P8,103 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Chicago-O'Hare International Airport
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.

3. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Ruhama
P6,237
P7,171 total
includes taxes & fees
Sep 10 - Sep 11
Comfort Suites Chicago O'Hare Airport
A compact kitchen with a dining table, a microwave, a coffee maker, and a refrigerator.
A modern hotel room with a kitchenette, a dining area, and a bedroom.
A modern, well-lit living room with a dining area, kitchen, and a flat-screen TV.
A building with a sign reading "SONESTA Simply Suites" at the entrance.

4. Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport
Schiller Park
United States
Wayne
P7,109
P8,174 total
includes taxes & fees
Aug 29 - Aug 30
Sonesta Simply Suites Chicago O'Hare Airport
A modern bar area with a bar counter, seating, and large windows offering a view of the street.
A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.
A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.
A modern lobby with a vending machine, a statue, and an exit sign.

5. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
P7,029
P8,868 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Chicago – Midway Airport S by IHG
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.
A modern kitchen with a central island, bar stools, a chandelier, and a large flat-screen TV.
A spacious living room with a large window, a sofa, a black chair, and a coffee table.
A modern hotel room with a large bed, a chair, a small table, and a window with a view.

6. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
United States
Christie
P7,046
P10,192 total
includes taxes & fees
Sep 7 - Sep 8
Claridge House Chicago, Tapestry Collection by Hilton
A corridor with ornate black metal railings and a patterned carpet.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.

7. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
P9,569
P13,210 total
includes taxes & fees
Aug 30 - Aug 31
Staypineapple, An Iconic Hotel, The Loop
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.
A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

8. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Dawn
P10,670
P14,817 total
includes taxes & fees
Aug 30 - Aug 31
Sable at Navy Pier Chicago, Curio Collection by Hilton
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

9. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Mexico
Mariana
P8,880
P10,558 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Chicago/Magnificent Mile Suites
A hotel with a stone facade, multiple windows, and a well-lit entrance.
A modern living room with a fireplace, sofas, and a coffee table.
A spacious hotel lobby with a large seating area, a bar, and a view of the city.
An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.

10. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
Rosemont
United States
Augustine
P8,567
P9,765 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Rosemont Chicago O'Hare
View all properties

Top Westchester Hotel Reviews

Frequently asked questions

Searching for an LGBTQ-friendly accommodation in Westchester?
Book a place where you can be yourself! You'll find LGBTQ-friendly hotels in Westchester on Expedia. People like Westchester for its shopping and restaurants.
What is the top LGBTQ-friendly accommodation in Westchester?
Four Points by Sheraton Chicago Westchester/Oak Brook is a top LGBTQ-friendly hotel, and features free WiFi and pillowtop beds.
What should I do while I'm visiting Westchester?
During your vacation, get out and explore all that Westchester has to offer. You and your traveling companions may want to visit United Center, Wrigley Field, and Soldier Field. While you're here, capture some great memories of your trip with stops at Navy Pier and Michigan Avenue.
What is a gay-friendly hotel in Westchester?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual, and transgender travelers are proudly welcomed. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Westchester, hotels affiliated with IGLTA prioritize a diverse environment in which guests are welcomed, respected, and not obliged to declare or hide their sexual orientation.
What can I expect from an LGBTQ-friendly accommodation in Westchester?
Stay at an LGBTQ-friendly hotel in Westchester and you won't have to hide your same-sex relationship or your sexuality when you check-in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer community-specific packages, exclusive tours, and opportunities for social interaction.

Explore a world of travel with Expedia