A suburban street with a stone house, a tree, and a clear sky.

Search Gay-Friendly Hotels in Winnetka

  • 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 Winnetka Gay-Friendly Hotels

Tonight
30 Sep - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Winnetka LGBT-friendly hotels

A hotel lobby with seating areas, a large cityscape artwork on the wall, and a patterned carpet.
A modern hotel lobby with a bar area, seating, and multiple computer stations.
A modern lobby with two blue armchairs, a small round table, and a framed abstract artwork on the wall.
A large hotel with a prominent Hampton Inn & Suites sign, a Caribana Island Bar & Grill, and a parking lot.

1. Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
Skokie
United States
Jason
฿4,929
฿5,643 total
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn & Suites Chicago-North Shore/Skokie
A hotel room with a large bed, a bedside table with a lamp, a wall-mounted phone, and a built-in shelf.
A hotel kitchen with a coffee machine, a sign for Energize Protein, and a tiled backsplash.
A reception area with a stone counter, a map on the wall, and a seating area with a sofa and armchairs.
A hotel room with a sofa, a small coffee table, a desk with a chair, a flat-screen TV mounted on the wall, and a kitchenette in the background.

2. Best Western Glenview -Chicagoland Inn and Suites

Best Western Glenview -Chicagoland Inn and Suites
Glenview
United States
Ermir
฿3,597
฿4,064 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Glenview -Chicagoland Inn and Suites
A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.
A multi-story building with a sign reading "Embassy Suites."
A spacious outdoor lounge area with multiple seating options including sofas and chairs, arranged around a central coffee table.
A bar area with wooden chairs and tables, a counter with bottles and glasses, and a wooden ceiling structure.

3. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
Deerfield
United States
Shibu
฿4,106
฿4,680 total
includes taxes & fees
11 Oct - 12 Oct
Embassy Suites by Hilton Chicago North Shore Deerfield
A spacious lobby with a reception desk, seating area, and a large glass door entrance.
A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.
A hotel room with a large bed, a desk, a chair, a television, and a sofa.
A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.

4. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
United States
Shane
฿2,826
฿3,136 total
includes taxes & fees
18 Oct - 19 Oct
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a clear blue sky.
A gym with treadmills, exercise bikes, and a mirrored wall.
A hotel room with a bed, a nightstand, a lamp, and a sofa.
A spacious lobby with a high ceiling, a fireplace, a television, and a seating area with a green sofa and patterned rug.

5. Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
Prospect Heights
United States
Terry
฿3,829
฿4,287 total
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express & Suites Prospect Heights by IHG
A three-tiered fruit basket on a wooden table against a wall with framed pictures.
A multi-story hotel with a modern design, featuring balconies with railings, large windows with curtains, and a parking area in front.
A motel reception desk with a clock, a welcome sign, and a sign listing room types and rates.
A kitchen counter with a microwave, two large containers, and baskets of bread and pastries.

6. Heart O' Chicago

Heart O' Chicago
Edgewater
United States
Jenn
฿3,098
฿3,637 total
includes taxes & fees
1 Oct - 2 Oct
Heart O' Chicago
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.

7. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
James
฿3,188
฿3,665 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Suites Chicago O'Hare Airport
A hotel with a stone facade, multiple windows, and a well-lit entrance.
A hotel room with a bed, a desk, a chair, a shower, and a window with curtains.
An outdoor patio with wicker furniture, a pergola, and a view of the cityscape.
A spacious hotel lobby with a large seating area, a bar, and a view of the city.

8. Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
Rosemont
United States
Richard Joseph
฿4,929
฿5,619 total
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Rosemont Chicago O'Hare
A compact kitchen with a dining table, a microwave, a coffee maker, and a refrigerator.
A modern hotel room with a kitchenette, a dining area, and a bedroom.
A modern, well-lit living room with a dining area, kitchen, and a flat-screen TV.
A building with a sign reading "SONESTA Simply Suites" at the entrance.

9. Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport
Schiller Park
United States
Taylor
฿3,896
฿4,479 total
includes taxes & fees
19 Oct - 20 Oct
Sonesta Simply Suites Chicago O'Hare Airport
A multi-story hotel with a modern design, featuring a large entrance and a parking area in front.
A hotel room with a dining area, a TV mounted on the wall, a cabinet with drawers, and a magazine on the coffee table.
A restaurant with multiple tables, dark wooden walls, and framed artwork on the back wall.
A reception area with a counter, seating, and a plant.

10. Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont
Rosemont
United States
carrie
฿4,534
฿5,933 total
includes taxes & fees
30 Oct - 31 Oct
Sonesta Chicago O'Hare Airport Rosemont
View all properties

Top Winnetka Hotel Reviews

Frequently asked questions

Searching for LGBTQ-friendly accommodation in Winnetka?
If you're searching for a place that will welcome you to Winnetka, Expedia has all the gay-friendly hotels you'd wish for. Discover the people, places and traditions found only in Winnetka.
What should I see while I'm in Winnetka?
During your trip, get out and enjoy everything Winnetka has to offer. You and your travelling companions may want to visit Lake Michigan, Maple Street Beach and Elder Lane Beach. While you're here, capture some great memories of your trip with stops at Wrigley Field, Navy Pier and Michigan Avenue.
What is an LGBTQ-friendly hotel in Winnetka?
LGBTQ-friendly hotels welcome all travellers who identify as LGBTQIA+. You'll find a selection of LGBTQ-friendly accommodation options on our site. In Winnetka, these hotels will provide lesbian, gay, bisexual and transgender adventurers with the information needed to design the trip of a lifetime.
What can I expect from LGBTQ-friendly accommodation in Winnetka?
Stay at a gay-friendly hotel in Winnetka and you'll be around like-minded people, so you can relax and enjoy your trip. Many of our LGBTQ-friendly accommodation options offer community-specific packages, exclusive tours and opportunities for social interaction.

Explore a world of travel with Expedia