Gay friendly Hotels in Sleepy Hollow

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Check availability on Sleepy Hollow Gay friendly Hotels

Top Gay friendly Hotels in Sleepy Hollow

Sable at Navy Pier Chicago, Curio Collection by Hilton
Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2057)
"Amazing property clean comfy bedding and wonderful views"
The price is S$375
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
Enjoy a sea view from the large window, with a comfortable seating area and unique artwork on display.

The Wade

4.5 star property
8.2 out of 10, Very good, (1073)
"Great stay"
The price is S$275
includes taxes & fees
27 Jul - 28 Jul
The Wade
Hyatt Regency McCormick Place Chicago
Experience the vibrant city atmosphere with stunning views of the bustling metropolis and its unique architectural landmarks.

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay especially with the price! "
The price is S$386
includes taxes & fees
25 Jul - 26 Jul
Hyatt Regency McCormick Place Chicago
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2386)
"Amazing Stay!"
The price is S$332
includes taxes & fees
10 Aug - 11 Aug
Swissotel - Chicago
Sheraton Grand Chicago Riverwalk
Relax in our spacious seating area, enjoy a drink at the well-stocked bar, and take in the elegant ambiance.

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very good, (1384)
"Was great place"
The price is S$415
includes taxes & fees
4 Aug - 5 Aug
Sheraton Grand Chicago Riverwalk
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Standing tall in the heart of the city, this hotel boasts a striking curved glass facade.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2731)
"Hotel and breakfast was very good "
The price is S$313
includes taxes & fees
10 Aug - 11 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1508)
"Great location and views from rooms were beautiful. "
The price is S$328
includes taxes & fees
10 Aug - 11 Aug
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Enjoy a meal in the kitchen with a large island and dining area, offering a view of the city skyline.

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1799)
"Great stay, great location and very polite staff "
The price is S$382
includes taxes & fees
8 Aug - 9 Aug
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Conference room with a large, round table and six chairs, offering city views.

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2755)
"Staff was very friendly and efficient from the valet to the front desk. Good location id stay there again"
The price is S$269
includes taxes & fees
6 Aug - 7 Aug
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"A great place "
The price is S$254
includes taxes & fees
13 Jul - 14 Jul
Ivy Boutique Hotel
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.

Frequently asked questions

Searching for gay-friendly accommodation in Sleepy Hollow?
If you're interested in booking a place that will welcome you to Sleepy Hollow, you can trust the hotels listed as LGBTQ-friendly on Expedia. Discover the people, places and traditions found only in Sleepy Hollow.
What is there to see in Sleepy Hollow?
During your trip, get out and enjoy everything Sleepy Hollow has to offer. You and your travelling companions may want to visit Michigan Avenue, Navy Pier and Wrigley Field. While you're here, capture some great memories of your trip with stops at United Center and Soldier Field.
What is an LGBTQ-friendly hotel in Sleepy Hollow?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. Expedia has worked with the International Gay and Lesbian Travel Association (IGLTA) to compile a selection of LGBTQ-friendly hotels worldwide. In Sleepy Hollow, 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 LGBTQ-friendly accommodation in Sleepy Hollow?
Stay at an LGBTQ-friendly hotel in Sleepy Hollow and you'll be around like-minded people, so you can relax and enjoy your trip. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer community-specific packages, exclusive tours and opportunities for social interaction.