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Gay Friendly Hotels ($$) in Chicago

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Photo of The Villa Toscana Guest House

The Villa Toscana Guest House

 (42 Ratings)

Elegant & unique accommodations

In the heart of Boystown, Villa Toscana offers a charming Victorian-inspired B&B experience. Mere steps away lie the...

Northalsted · 3447 N Halsted St, Chicago


Photo of Best Western Plus Hawthorne Terrace

Best Western Plus Hawthorne Terrace

 (24 Ratings)

A Boystown secret

Within these old brick ivy-covered walls, this Best Western is an affordable and comfortable choice for staying in the...

Northalsted · 3434 N Broadway, Chicago


Photo of City Suites Hotel

City Suites Hotel

 (15 Ratings)

Art Deco boutique hotel

Located near the shopping district and Boystown you will never be lacking in excitement while staying at the City...

Lakeview · 933 W Belmont Ave, Chicago


Photo of Majestic Hotel

Majestic Hotel

 (10 Ratings)

Stay in a modernized English estate

Near Boystown, the Majestic offers a comfortable alternative to mainstream hotels. The fire-lit lobby and bold decor...

Lakeview · 528 W Brompton Ave, Chicago


Photo of Hyatt Regency Chicago

Hyatt Regency Chicago

 (10 Ratings)

Modern refinement with killer views

A city within a city that delivers incredible music, irresistible cuisine, and a luxurious location that will blow your...

North Loop · 151 E Wacker Dr, Chicago


Photo of Hotel Versey Days Inn by Wyndham Chicago

Hotel Versey Days Inn by Wyndham Chicago

 (9 Ratings)

Casual stay near all the sights

This budget-friendly hotel offers travelers a relaxed and straightforward stay near all of Chicago's most popular...

Lakeview · 644 W Diversey Pkwy, Chicago


Photo of Eurostars Magnificent Mile

Eurostars Magnificent Mile

 (6 Ratings)

Polished hotel in the middle of it all

This refined and bright hotel offers its guests a relaxing and upscale experience. Steps away from Magnificent Mile...

River North · 660 N State St, Chicago


Photo of Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

 (5 Ratings)

Reliable and relaxing airport hotel

This is a good option for staying close to the airport. The rooms are spacious, clean, and quiet and the hotel offers...

Suburbs · 3939 Mannheim Rd, Schiller Park


Photo of Magnolia Studios

Magnolia Studios

 (5 Ratings)

Charming family-owned B&B

Prepare to be transported to the English countryside while enduldging in the quaint elegance of this delightful...

Edgewater · 5705 N Magnolia Ave, Chicago


Photo of W Chicago - Lakeshore

W Chicago - Lakeshore

 (4 Ratings)

Artsy comfort overlooking the lake

Hip and stylish, the W-Lakeshore offers sweeping views of Lake Michigan and Downtown, with access to everything the...

River North · 644 N Lake Shore Dr, Chicago


Map of Gay Friendly Hotels ($$) in Chicago

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