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Gay friendly Hotels in Sleepy Hollow

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Check availability on Sleepy Hollow Gay friendly Hotels

Our top choices for Sleepy Hollow LGBT-friendly hotels

Restaurant

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.0 out of 10, Very good, (1,006 reviews)
"The room was clean, the hotel is conveniently located, and super close to the airport."
United States
Fabian
The price is S$239
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Chicago – Midway Airport S by IHG
Exterior

2. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,631 reviews)
"It is a great location with nice rooms"
United States
Phillip
The price is S$247
includes taxes & fees
20 Sept - 21 Sept
Crowne Plaza Chicago West Loop by IHG
Pool

3. 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, (2,154 reviews)
"Great place to stay at"
United States
Aran
The price is S$351
includes taxes & fees
27 Sept - 28 Sept
Hilton Garden Inn Chicago Downtown South Loop
Exterior

4. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,191 reviews)
"Enjoyable stay and a delicious breakfast."
United States
Lori
The price is S$373
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
Lobby lounge

5. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,006 reviews)
"Great stay right in the Loop and convenient to the L."
United States
Scott
The price is S$240
includes taxes & fees
27 Sept - 28 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Lobby

6. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,436 reviews)
"Excellent stay!!"
United States
steve
The price is S$229
includes taxes & fees
27 Sept - 28 Sept
River Hotel
Nightclub

7. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,290 reviews)
"Great location."
United States
Yiyang
The price is S$246
includes taxes & fees
20 Sept - 21 Sept
Central Loop Hotel
2 restaurants; breakfast, lunch, dinner and brunch served

8. The Hoxton, Chicago

The Hoxton, Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay!"
United States
Jordan
The price is S$548
includes taxes & fees
27 Sept - 28 Sept
The Hoxton, Chicago
City view from property

9. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,318 reviews)
"A great hotel in a bustling area. We had a great stay."
United States
Joel
The price is S$422
includes taxes & fees
4 Oct - 5 Oct
Hyatt House Chicago/West Loop-Fulton Market
Property amenity

10. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,347 reviews)
"Had a great stay, would definitely book here again!"
United States
Isayra
The price is S$291
includes taxes & fees
20 Sept - 21 Sept
citizenM Chicago Downtown
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 Soldier Field, Navy Pier and Wrigley Field. While you're here, capture some great memories of your trip with stops at United Center and Michigan Avenue.
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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