LGBT Welcoming Hotels & Resorts in Westchester from NZ$169

  • 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 Welcoming Hotels

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)
"The rooms were clean and the location was great. The staff made the stay amazing!"
United States
Patrice
The price is NZ$212
includes taxes & fees
15 Mar - 16 Mar
Four Points by Sheraton Chicago Westchester/Oak Brook
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,306 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is NZ$338
includes taxes & fees
27 Feb - 28 Feb
Palmer House a Hilton Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,097 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NZ$169
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
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, (2,384 reviews)
"Great stay"
United States
Blake
The price is NZ$325
includes taxes & fees
23 Feb - 24 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,684 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NZ$194
includes taxes & fees
1 Mar - 2 Mar
The Wade
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is NZ$305
includes taxes & fees
6 Mar - 7 Mar
Staypineapple, An Iconic Hotel, The Loop
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,208 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is NZ$298
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is NZ$308
includes taxes & fees
22 Feb - 23 Feb
The Blackstone, Autograph Collection
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,674 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is NZ$299
includes taxes & fees
22 Feb - 23 Feb
L7 Chicago by LOTTE
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, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is NZ$169
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop
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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

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, Michigan Avenue and Navy Pier. While you're here, capture some great memories of your trip with stops at United Center 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.

Explore a world of travel with Expedia