Sleepy Hollow Hotel Guide - LGBT-Friendly Hotels in Sleepy Hollow, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sleepy Hollow LGBT-Friendly Hotels

Our top choices for Sleepy Hollow LGBT-friendly hotels

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, (2,396 reviews)
"Great location, friendly staff. "
United States
Brian
The price is €180
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,719 reviews)
"Walking distance to most of what we wanted to see. "
United States
Tabitha
The price is €133
includes taxes & fees
18 Mar - 19 Mar
The Wade
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,675 reviews)
"Amazing place to stay!"
United States
Nia
The price is €160
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,220 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is €156
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location, quiet and clean. "
United States
Laurette
The price is €200
includes taxes & fees
4 Apr - 5 Apr
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,769 reviews)
"Amazing hotel-- Loved staying here."
United States
Maureen
The price is €175
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,038 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is €104
includes taxes & fees
23 Mar - 24 Mar
River Hotel
Serves breakfast, lunch and dinner

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Room was great, the staff and concierge exceeded expectations!"
United States
Marlon
The price is €235
includes taxes & fees
21 Mar - 22 Mar
JW Marriott Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was very clean & staff was friendly "
United States
Tackia
The price is €169
includes taxes & fees
22 Mar - 23 Mar
The Blackstone, Autograph Collection
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"amazing stay 10/10 would recommend "
United States
laila
The price is €205
includes taxes & fees
29 Mar - 30 Mar
Fairmont Chicago at Millennium Park
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.
View all properties

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.

Explore a world of travel with Expedia