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Check availability on Sleepy Hollow Gay-Friendly Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Sleepy Hollow LGBT-friendly hotels

Standard Room, 2 Double Beds, Non Smoking, Microwave | Egyptian cotton sheets, premium bedding, blackout curtains

1. Best Western Plus Chicagoland - Countryside

Best Western Plus Chicagoland - Countryside
3.5 star property
Countryside
8.6 out of 10, Excellent, (1,486 reviews)
"Very good hotel and place to stay"
United States
Nada
The price is ฿4,276
฿4,788 total
includes taxes & fees
16 Aug - 17 Aug
Best Western Plus Chicagoland - Countryside
Restaurant

2. 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, (1,002 reviews)
"a great stay"
United States
Ashley
The price is ฿3,465
฿4,403 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Chicago – Midway Airport S by IHG
City view from property

3. 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, (1,312 reviews)
"Very nice hotel"
United States
Hadi
The price is ฿7,386
฿8,781 total
includes taxes & fees
16 Aug - 17 Aug
Hyatt House Chicago/West Loop-Fulton Market
Exterior

4. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,842 reviews)
"Location is very good and staff is nice!"
United States
Diana
The price is ฿6,067
฿7,811 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

5. 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, (2,440 reviews)
"Great location"
United States
Navin
The price is ฿5,587
฿6,643 total
includes taxes & fees
20 Aug - 21 Aug
Crowne Plaza Chicago West Loop by IHG
Lobby

6. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,326 reviews)
"Unique property, great location. Would stay here again."
United States
Donna
The price is ฿6,345
฿7,544 total
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Mag Mile
Restaurant

7. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,405 reviews)
"Very nice would stay again"
United States
Dawn
The price is ฿7,099
฿8,440 total
includes taxes & fees
23 Aug - 24 Aug
Hilton Garden Inn Chicago Central Loop
Free daily buffet breakfast

8. Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport
2.5 star property
Schiller Park
9.2 out of 10, Wonderful, (2,357 reviews)
"Very nice stay"
United States
Eric
The price is ฿4,327
฿4,975 total
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Chicago-O'Hare International Airport
Terrace/patio

9. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"It’s a clean and well managed hotel."
United States
Jihi
The price is ฿6,563
฿7,803 total
includes taxes & fees
16 Aug - 17 Aug
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Exterior

10. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location staff very friendly and helpful very clean would stay again"
United States
Michele
The price is ฿7,756
฿9,221 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Chicago West Loop Fulton Market Area
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 United Center, Soldier Field and Michigan Avenue. While you're here, capture some great memories of your trip with stops at Navy Pier and Wrigley 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.