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

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Check availability on Westchester Gay-Friendly Hotels

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

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 modern hotel lobby with a bar area, seating arrangements, and a television screen.
A reception desk with a digital screen, name tags, and a poster advertising local favorites.
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
฿3,616
฿4,049 total
includes taxes & fees
9 Sept - 10 Sept
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 reception desk with a "Welcome to the Prairie State" sign, a Hilton Honors sign, and a wooden wall with a herringbone pattern.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view.
A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

2. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
United States
Christine
฿3,747
฿4,309 total
includes taxes & fees
30 Aug - 31 Aug
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 large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.

3. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Ruhama
฿3,325
฿3,823 total
includes taxes & fees
10 Sept - 11 Sept
Comfort Suites Chicago O'Hare Airport
A compact kitchen with a dining table, a microwave, a coffee maker, and a refrigerator.
A kitchen cabinet with multiple shelves containing kitchen appliances and storage containers.
A modern, well-lit living room with a dining area, kitchen, and a flat-screen TV.
A modern hotel room with a kitchenette, a dining area, and a bedroom.

4. Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport
Schiller Park
United States
Wayne
฿3,747
฿4,309 total
includes taxes & fees
29 Aug - 30 Aug
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 reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.
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.

5. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
฿3,747
฿4,728 total
includes taxes & fees
8 Sept - 9 Sept
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 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.
A modern kitchen with a central island, bar stools, a chandelier, and a large flat-screen TV.

6. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
United States
Christie
฿3,747
฿5,419 total
includes taxes & fees
7 Sept - 8 Sept
Claridge House Chicago, Tapestry Collection by Hilton
A corridor with ornate black metal railings and a patterned carpet.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.
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.

7. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
฿4,686
฿6,546 total
includes taxes & fees
7 Sept - 8 Sept
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 modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Dawn
฿5,573
฿7,768 total
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

9. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
Mexico
Mariana
฿4,862
฿5,780 total
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A hotel with a stone facade, multiple windows, and a well-lit entrance.
A hotel room with a bed, a desk, a chair, a shower, and a window with curtains.
A spacious hotel lobby with a large seating area, a bar, and a view of the city.
A modern living room with a fireplace, sofas, and a coffee table.

10. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
Rosemont
United States
Augustine
฿4,555
฿5,192 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Rosemont Chicago O'Hare
View all properties

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 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, 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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