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

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Check availability on Westchester Gay-Friendly Hotels

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Westchester LGBT-friendly hotels

Bar (on property)
Lobby
Lobby
Premium bedding, pillow-top beds, in-room safe, desk

1. Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
Westchester
United States
Arnetta
฿3,650
฿4,087 total
includes taxes & fees
2 Sept - 3 Sept
Four Points by Sheraton Chicago Westchester/Oak Brook
Free daily buffet breakfast
Indoor pool
Reception
Premium bedding, desk, laptop workspace, blackout curtains

2. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
Schiller Park
United States
Christine
฿3,285
฿3,777 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Chicago-O'Hare International Airport
Coffee/tea maker, fridge, microwave, stovetop
Desk, laptop workspace, blackout curtains, iron/ironing board
Desk, laptop workspace, blackout curtains, iron/ironing board
Interior

3. Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport
Schiller Park
United States
AARON
฿3,849
฿4,425 total
includes taxes & fees
8 Sept - 9 Sept
Sonesta Simply Suites Chicago O'Hare Airport
Restaurant
Snack bar
Restaurant
Lobby

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Ashley
฿3,774
฿4,761 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Chicago – Midway Airport S by IHG
Cocktail bar
Interior detail
Cocktail bar
Interior

5. Freehand Chicago

Freehand Chicago
Downtown Chicago
United States
Rebekah
฿2,158
฿4,143 total
includes taxes & fees
31 Aug - 1 Sept
Freehand Chicago
Interior detail
Front of property
50-inch LCD TV with cable channels, streaming services
View from property

6. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Beth
฿4,697
฿6,568 total
includes taxes & fees
30 Aug - 31 Aug
Staypineapple, An Iconic Hotel, The Loop
Exterior
Hypo-allergenic bedding, in-room safe, desk, laptop workspace
Cocktail bar
Lobby

7. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
United States
Timothy
฿3,782
฿5,470 total
includes taxes & fees
7 Sept - 8 Sept
Claridge House Chicago, Tapestry Collection by Hilton
Exterior
Bar (on property)
Room, 1 King Bed with Sofa bed, Non Smoking, Corner (Panoramic City View) | Premium bedding, desk, iron/ironing board, free cots/infant beds
Bar (on property)

8. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
Downtown Chicago
United States
Paige
฿4,737
฿6,222 total
includes taxes & fees
8 Sept - 9 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Restaurant
In-room safe, desk, laptop workspace, bed sheets
2 bars/lounges
Garden

9. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
Downtown Chicago
United States
Dawn
฿5,612
฿6,673 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Central Loop
Exterior
Lobby lounge
Lobby
Hypo-allergenic bedding, in-room safe, desk, laptop workspace

10. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
Mexico
Evelyn
฿5,712
฿6,792 total
includes taxes & fees
31 Aug - 1 Sept
Crowne Plaza Chicago West Loop by IHG
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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