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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 The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

 (9 Ratings)

Chic accomodations in Chicago's theater district

Surrounded by theaters and shopping, the Allegro offers both luxury and refinement! Enjoy comfortable Art Deco rooms, a...

North Loop · 171 W Randolph St, Chicago


Photo of Fairmont Chicago Millennium Park

Fairmont Chicago Millennium Park

 (7 Ratings)

Bright, sophisticated and funky downtown hotel

This clean and modern hotel has it all. For guests with environmental sensitivities, book one of the new...

Downtown · 200 N Columbus Drive, Chicago


Photo of Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

 (5 Ratings)

Renowned historic hotel

Opulence and elegance can be found in every corner of this immaculate hotel. Every US president has spent the night...

3rd place in Best of GayCities 2023 - Wander Luxe

North Loop · 17 E Monroe 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 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


Photo of Crowne Plaza Chicago West Loop, an IHG Hotel

Crowne Plaza Chicago West Loop, an IHG Hotel

 (3 Ratings)

Mainstream downtown hotel

Packed with amenities and refined comfort, this mainstream stay isn't too far from the gay center in Boystown....

Downtown · 25 S Halsted St, Chicago,, Chicago


Photo of Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

 (3 Ratings)

Glittering and modern high-rise hotel

This stunning hotel is steps away from Michigan Avenue, the Museum of Contemporary Art, the Art Institute, and...

Gold Coast · 20 E Chestnut St, Chicago


Photo of 21c Museum Hotel Chicago

21c Museum Hotel Chicago

 (3 Ratings)

Stylish hotel and mod museum

It's rare to find such a luxurious space that encompasses a hotel, art museum, and renowned restaurant. Immerse...

River North · 55 E Ontario St, Chicago


Map of Pet-friendly Hotels in Chicago

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