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Check availability on Sleepy Hollow Gay-Friendly Hotels

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Sleepy Hollow LGBT-friendly hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,005 reviews)
"Overall great stay"
United States
Allen
The price is ₹13,387
₹16,679 total
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Chicago – Midway Airport S by IHG
A modern hotel lobby with a bar area, seating arrangements, and large windows offering a view of the cityscape.

2. Hampton Inn & Suites Chicago-Burr Ridge

Hampton Inn & Suites Chicago-Burr Ridge
2.5 star property
Burr Ridge
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean rooms , good breakfast"
United States
Issa
The price is ₹12,189
₹13,405 total
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Chicago-Burr Ridge
A bathroom with a marble sink, a large mirror, and shelves with toiletries.

3. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,338 reviews)
"Great stay!"
United States
Alan
The price is ₹15,963
₹21,805 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

4. 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, (2,693 reviews)
"It is a great location with nice rooms"
United States
Phillip
The price is ₹14,981
₹17,812 total
includes taxes & fees
25 Oct - 26 Oct
Crowne Plaza Chicago West Loop by IHG
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

5. 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, (1,305 reviews)
"A great hotel in a bustling area. We had a great stay."
United States
Joel
The price is ₹18,588
₹22,099 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Chicago/West Loop-Fulton Market
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.

6. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
7.8 out of 10, Good, (3,183 reviews)
"Clean rooms delicious breakfast and delicious dessert in the restaurant!"
United States
Maribel
The price is ₹8,670
₹9,968 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

7. 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, (1,443 reviews)
"The location was perfect for my visit"
United Kingdom
Mark
The price is ₹11,767
₹16,816 total
includes taxes & fees
1 Nov - 2 Nov
Claridge House Chicago, Tapestry Collection by Hilton
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

8. 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, (2,709 reviews)
"Amazing place to stay"
United States
Shanequa
The price is ₹22,055
₹29,542 total
includes taxes & fees
4 Oct - 5 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

9. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,663 reviews)
"Great location - very centrally located."
United States
Synova
The price is ₹11,400
₹13,554 total
includes taxes & fees
1 Nov - 2 Nov
Club Quarters Hotel, Central Loop, Chicago
A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

10. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,236 reviews)
"My family and I had a great stay. Room was clean, friendly staff, good location."
United States
Amanda
The price is ₹20,225
₹25,201 total
includes taxes & fees
31 Oct - 1 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
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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