Gay friendly Hotels in Crestwood

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Crestwood Gay friendly Hotels

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Gay friendly Hotels in Crestwood

Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2136)
"Stayed many times, great fun!"
The price is S$202
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2076)
"Beautiful property, will definitely stay there again."
The price is S$334
includes taxes & fees
21 Aug - 22 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1274)
"nice hotel in a great location"
The price is S$581
includes taxes & fees
31 Jul - 1 Aug
Claridge House
Holiday Inn Express Crestwood by IHG
Free buffet breakfast

Holiday Inn Express Crestwood by IHG

2.5 star property
7.8 out of 10, Good, (1001)
"Place was great breakfast was a plus and staff was really nice."
The price is S$165
includes taxes & fees
18 Aug - 19 Aug
Holiday Inn Express Crestwood by IHG
The Drake
48-inch flat-screen TV with cable channels, TV, pay films

The Drake

4.0 star property
8.8 out of 10, Excellent, (1252)
"Awesome place to stay"
The price is S$260
includes taxes & fees
18 Aug - 19 Aug
The Drake
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Excellent location and great vibe. "
The price is S$316
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (535)
"It was a wonderful place to stay! "
The price is S$220
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection River North
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1020)
"nice hotel and nice staff and close to everything "
The price is S$186
includes taxes & fees
24 Aug - 25 Aug
Best Western River North Hotel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1001)
"Great stay"
The price is S$223
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel Chicago Downtown, Autograph Collection by Marriott
Meeting facility

Hotel Chicago Downtown, Autograph Collection by Marriott

4.0 star property
9.0 out of 10, Wonderful, (1002)
"the hotel was in an amazing location, very clean and comfortable for 4 people, and the beds were very comfortable!"
The price is S$263
includes taxes & fees
14 Aug - 15 Aug
Hotel Chicago Downtown, Autograph Collection by Marriott
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.

Top Crestwood Hotel Reviews

Frequently asked questions

How do I find a gay-friendly hotel in Crestwood?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Crestwood on Expedia. People like Crestwood for its shopping and restaurants.
What's the best LGBTQ-friendly hotel in Crestwood?
Holiday Inn Express Crestwood by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi.
What are the top places to visit in Crestwood?
During your trip, get out and enjoy everything Crestwood has to offer. You and your travelling companions may want to visit Hollywood Park. While you're here, capture some great memories of your trip with a stop at Soldier Field.
What is a gay-friendly hotel in Crestwood?
LGBTQ-friendly hotels, also known as gay-friendly hotels, welcome all travellers who identify as LGBTQIA+. We have worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of gay-friendly hotels worldwide. In Crestwood, hotels affiliated with IGLTA 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 a gay-friendly hotel in Crestwood?
Take a holiday from the ordinary; stay at a gay-friendly hotel in Crestwood, and you'll be around like-minded people, so you can relax and enjoy your trip. Many of our LGBTQ-friendly accommodation options offer wedding ceremonies and honeymoon packages for same-sex couples.