Gay friendly Hotels in Sleepy Hollow

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Check availability on Sleepy Hollow Gay friendly Hotels

Tonight
28 Jan - 29 Jan
Tomorrow
29 Jan - 30 Jan
This weekend
30 Jan - 1 Feb
Next weekend
6 Feb - 8 Feb

Our top choices for Sleepy Hollow LGBT-friendly hotels

Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,058 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is S$120
includes taxes & fees
4 Feb - 5 Feb
Aloft Chicago Mag Mile
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,765 reviews)
"Great stay"
United States
Jennifer
The price is S$119
includes taxes & fees
8 Feb - 9 Feb
Hilton Chicago/Magnificent Mile Suites
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,016 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is S$136
includes taxes & fees
24 Feb - 25 Feb
The Godfrey Hotel Chicago
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,903 reviews)
"Good staff, clean room , and location excellent"
United States
jesus
The price is S$115
includes taxes & fees
18 Feb - 19 Feb
Hilton Garden Inn Chicago Downtown Riverwalk
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,465 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is S$292
includes taxes & fees
28 Feb - 1 Mar
Hyatt Regency Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4,974 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is S$136
includes taxes & fees
29 Jan - 30 Jan
River Hotel
Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,517 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is S$121
includes taxes & fees
9 Feb - 10 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3,917 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is S$107
includes taxes & fees
10 Feb - 11 Feb
The Whitehall Hotel, BW Premier Collection
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,399 reviews)
"Great location!"
United States
christine
The price is S$136
includes taxes & fees
29 Jan - 30 Jan
Club Quarters Hotel, Central Loop, Chicago
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, (2,353 reviews)
"Great stay"
United States
Blake
The price is S$199
includes taxes & fees
3 Feb - 4 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
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.
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Top Sleepy Hollow Hotel Reviews

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

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