Beautiful Boutique Hotels in Chicago’s Gay Boystown Neighborhoods




Many first time visitors to Chicago choose to stay downtown, near all of the hustle and bustle of Michigan Avenue. Once you have been there, done that, visitors realize all that Chicago has to offer beyond downtown. Plus, the entire LGBT community is 3 miles  north of downtown and cabs can get expensive going back and forth.


Why not stay in the heart of Boystown and experience Chicago as the locals do? Stay in a  neighborhood away from the craziness of touristy downtown. Dine where the locals dine, away from the big name chain restaurants. In Boystown/Lakeview you get  small, intimate restaurants and a treasure trove of shopping neighborhoods with unique shops and art galleries! Golf courses, the Lincoln Park Zoo, Wrigleyville and the Cubs Stadium, Old Towne, marinas and harbors, Hollywood gay beach, Andersonville, plus endless waterfront  walking and bike paths, are all very accessible!

We recently had family in over the holidays. They have stayed  downtown before and we wanted to show them the neighborhoods of Chicago so we had them stay at the Majestic…what a beautiful spacious property!  Located at 528 West Brompton Avenue.  52 rooms on 3 floors.

For years, visitors and locals alike have branded The Majestic Hotel the pre-eminent boutique hotel in Chicago. Offering the atmosphere of a well-appointed, upscale English country estate, this 100 percent, non-smoking Hotel offers the perfect haven of relaxation amidst the  energetic city life found in the  popular Lakeview neighborhood.

The City Inns of Chicago are comprised of three properties – The Majestic Hotel, The Willows Hotel & The City Suites – each welcome you with an abundance of personality, style and charm that epitomizes the essence of their environments.

Exuding the charm of historic buildings – circa 1920s – The City Inns are a collection of boutique hotels that combine a stylish, unique and alluring atmosphere with a location that is ideal and accessible – just 10 minutes north of downtown Chicago’s business, financial and shopping districts – and brimming with the quintessential qualities of an upscale, city hotel.

The  Willows
  is  at   555 West Surf Street.  55 rooms on 4 floors. 19th-century French Provincial style, opens onto a tree-lined street in Lakeview, a lively area three blocks from the lake and central to stores, restaurants, and movie theaters.  The complimentary continental breakfast and afternoon cookies make it an inviting alternative to local bed-and-breakfasts. Workout buffs don’t despair: although there is no on-site fitness center, guests have access to a local Bally’s Health Club, which attracts many local gay guys.

City Suites
is at 933 W. Belmont Ave with  45 rooms. Just steps from the El stop on Belmont Avenue, this former transient dive has been transformed into a charming small hotel. Most rooms are suites, with separate sitting rooms and bedrooms, all decorated in a homey and comfortable style. The overall feel is that of a bed-and-breakfast, with added amenities such as plush robes and complimentary continental breakfast.  A bonus –  or drawback, depending on how you look at it, is It’s a little noisier and the neighborhood is very bustling here, since the location is right on a main street.  You also  get free access to Bally’s health club 5 blocks away, and it has a very large gay clientèle.

The City Inns pride themselves on their personalized care, premier service and exceeding the needs of their discriminating leisure and business travelers. The staff is passionate here and  ensure an enjoyable and memorable stay – something you don’t often see in the big hotels downtown. These properties boast a welcoming “neighborhood” charm yet with all the services and amenities of a full-service hotel. Many packages are available depending on your interests. Everything from theatre and dining to comedy and baseball!
For Valentines (or anytime) ask about the Cupids Arrow promotion. 

Beautiful Boutique Hotels in Chicago’s
 Gay Boystown Neighborhoods!


The Best of Gay Chicago