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

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Check availability on Sleepy Hollow LGBT-Friendly Hotels

Tonight
30 Apr - 1 May
Tomorrow
1 May - 2 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

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, (2,481 reviews)
"Great place to stay "
United States
Mark
The price is €271
includes taxes & fees
8 May - 9 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,419 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is €172
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is €147
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown
Pool

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, (1,967 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is €133
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown South Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,052 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is €160
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is €205
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1,003 reviews)
"A fantastic hotel for solo travelers - perfect area, close to museums and restaurants, great bar"
United States
Michelle Renee
The price is €151
includes taxes & fees
8 May - 9 May
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 reviews)
"Great stay again. Great views. "
United States
JohNyra
The price is €250
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,137 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is €138
includes taxes & fees
26 May - 27 May
River Hotel
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,202 reviews)
"Beautiful inside and out with tons to do within walking distance."
United States
Valerie
The price is €140
includes taxes & fees
25 May - 26 May
The Godfrey Hotel Chicago
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 Navy Pier, Wrigley Field and United Center. While you're here, capture some great memories of your trip with stops at Soldier Field 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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