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Located right in Boystown, an iconic area that's recognised as the US' first official "Gay Village", City Suites offers great-value rooms in an art decor setting and complimentary breakfast. Each bright, modern room features air conditioning, free WiFi, minibar, flat screen TV, mini-fridge. A microwave is available on request. The nearby metro provides easy access to Chicago's top attractions. Many good restaurants, Steamworks gay sauna, Roscoe's Tavern gay bar and other gay venues are within 10 minutes away.

Located in Boystown, in the heart of Chicago's gay nightlife, the unassuming Best Western PLUS offers great value for money apartment-style rooms - perfect for gay couples. Each well-appointed room features free WiFi, flat screen TV, microwave, fridge and free bottled water. The suites include separate sitting area. There's gym and sauna onsite. Many gay-popular bars, restaurants and nightclubs are at your doorstep.

Hotel Majestic offers great-value English manorial style rooms in a peaceful setting, located just 5 minutes' walk to the beach, with easy pedestrian access to the Boystown gay scene. Guest rooms feature flat screen TV, free WiFi. Suites include microwave and separate sitting area. Continental breakfast is included, and free cookies are available in the afternoon. You'll also have access to the gym. The staff are helpful and friendly. Many good restaurants and bars are nearby. A popular Chicago hotel on Travel Gay.

Located in Lakeview, close to Lincoln Park and the Boystown gay nightlife, The Willows Hotel offers European style rooms, surrounded by many of Chicago's top attractions. Guest rooms feature free WiFi, flat screen TV, minibar, work area. Free coffee & tea 24 hours. Continental breakfast is served each morning. Guests have free access to the gym. The Willows' great location and stylish rooms make it a popular choice with gay guests.

This flashy upmarket hotel is super stylish and just a 13-minute drive to the gay nightlife of Boystown. Just east of the Magnificent Mile, this is a fabulous location. The gorgeous rooms come with marble bathrooms boasting rain showers and deep soaking tubs. Oh, and there's even a TV conveniently placed in the bathroom mirror. Needless to stay, some people stay here just for the bathrooms. All of the rooms have stylish decor and bamboo flooring. There's a bar in the lobby with a selection of bar snacks. In the morning a breakfast menu is available - although breakfast isn't included. This hotel is surprisingly affordable considering how sexy it is.

A popular choice on Travel Gay. Hotel Lincoln, A Joie de Vivre Hotel is located near Lincoln Park, less than 10 minutes to the beach and  Boystown. There are plenty of bakeries, dive bars and pubs in the area. Housed in a historic building, the large guest rooms feature free WiFi, flat screen cable TV, iPod dock, tea & coffee-making facilities. The Lincoln has its own restaurant and rooftop bar. Gay scene-wise, Sidetrack gay bar, BERLIN club, Steamworks sauna and other gay venues in Boystown are within 10 minutes away from the Lincoln.

The Hotel at Midtown is centrally located in Midtown Chicago, a short journey from the Boystown gay bars, sightseeing and popular shopping areas. Guest rooms are modern, spacious, air-conditioned and include an in-room safe, flat screen cable TV, tea & coffee-making facilities, free WiFi, a laptop-sized safe. Limousine service. We like The Hotel's outdoor pool and state-of-the-art gym. There's also a restaurant and a bar onsite, or you can try other dining options in the area. Parking is included.

In the heart of the Gold Coast neighbourhood, this iconic tower rises from downtown Chicago’s famed Magnificent Mile with unrivalled Lake Michigan and skyline views. From here, you’re just steps from shopping on glamorous Michigan Avenue, tasting the best of our gourmet city, exploring Navy Pier and more. This Victorian hotel features a range of amenities, including valet parking, a kids club and free Wi-Fi. A gym is available to those wishing to keep active while travelling.

The Peninsula Chicago is the five-star hotel that brought traditional Asian service to a city already renowned for the warmth of its hospitality, Chicago. The hotel has received a Forbes Travel Guide Five-Star rating each year since its opening and has been named the #1 hotel in Chicago by U.S News and World Report. This hotel is located half a block from Michigan Avenue and a 25-minute walk to Millennium Park, art Institute of Chicago and Navy Pier. The walls are decorated with framed art and floor-to-ceiling windows making the rooms are large and airy. The hotel has features like the half Olympic pool as well as a temporary ice rink in the winter.  You have the option to have brunch at the Lobby, where they serve high tea and weekend chocolate buffets. It is located a 10-minute drive away from the gay hotspots Boystown, where popular bars like The Elixir Lounge can be found.

The Robey offers stylish rooms in Chicago's Wicker Park area, close to a train station, and 10 minutes walk to all the shops and restaurants on the Magnificent Mile. Modern guest rooms feature free WiFi, hardwood floors, high-quality linen, terrazzo tiled bathrooms, flat screen TV and Bluetooth speakers. There's a restaurant & cafe bar onsite. The view of Chicago's skyline from the rooftop lounge is amazing. Gay-scene-wise, WANGS and Progress Bar can be reached in 20 minutes by taxi.

The Viceroy Hotel Chicago is a luxury 5-star hotel located just a few minutes walk away from Oak Street Beach. Only a 10-minute walk from Michigan Avenue, this hotel is perfect for those looking to shop! The hotel combines modern and classic, with a completely glass building that has features such as fireplaces, velvet couches and walls of poetry. There is an outdoor rooftop pool that is open on a seasonal basis. There is also a rooftop lounge, the Devereaux, where you can enjoy drinks in the evening. The Viceroy offers an upscale dining option in the form of Somerset, which serves seasonal American dishes. Alternative options are plenty and closeby. Gay nightlife hotspot Boystown is where you'll find popular bars such as Sidetrack and Scarlet Bar which are both around a 10-minute drive away.

Sophisticated and stylish, The Kimpton Gray Hotel blends modern elegance with historic charm in the heart of Chicago’s Loop.  Housed in a former office building from the 1920s, this LGBTQ+ friendly hotel offers a luxurious stay with sleek rooms, curated art, and high-end amenities. Enjoy craft cocktails at the rooftop bar or a relaxing dinner at the on-site restaurant.  Its central location makes it easy to explore nearby attractions like Millennium Park, the Art Institute, and Chicago’s financial district.

In a city celebrated for its stunning architecture, lively jazz scene, and world-class cuisine, the InterContinental Chicago Magnificent Mile stands out as a true gem. Just steps from Chicago’s top shopping and dining, including the acclaimed Michael Jordan’s Steak House and Casa Chi—a cocktail-focused Nikkei concept by Richard Sandoval—this historic luxury hotel perfectly blends contemporary style with timeless elegance.  With a nod to the hotel’s majestic history and offering un-rivalled views over downtown Chicago, the stylish guest rooms are the perfect place to relax. Unwind in the spacious bathrooms, adorned with marble vanities. Rest easy with plush goose-down bedding and premium linens. Snuggle up with your furry travel companion in pet-friendly guest rooms, with both King and Queen bed options. They also offer year-round onsite activations from Thursday’s Live Jazz Nights in our lobby to Pour Decisions Boozy Tea at Casa Chi as have a plethora of happenings steps from your guestroom door. Learn more about their seasonal activations here. The hotel also has a Stay with Pride rates for over Chicago Pride season, check it out here. The hotel is also hosting a Dive Into Pride: Gods & Goddesses Pool Party, get your tickets here.

Make The Renaissance Chicago Downtown Hotel your home away from home in the Chicago Loop. From the moment you step into this Chicago hotel's modern lobby, they provide everything you need for a first-class stay in the Theatre District. Delight in contemporary hotel rooms and suites near the Riverwalk, each of which offers a host of fantastic amenities. Enjoy panoramic views of the downtown Chicago skyline from your hotel room. Take a refreshing swim in the hotel's heated indoor pool or unwind with a cocktail and creative American cuisine at Raised, An Urban Rooftop Bar, offering a sensational rooftop setting and a unique, modern ambiance with a rotating seasonal cocktail menu that uses only the freshest ingredients. Plan your wedding or business event in the Loop in the hotel's 40,000 square feet of trendy, light-filled event spaces. This upscale Chicago Theater District hotel also features professional planning and catering services. Popular attractions like the Chicago Theatre are just steps away. Style and substance blend seamlessly at Renaissance Chicago Downtown Hotel. The hotel also offers year-round onsite activities from Friday’s Live Music Nights in the lobby to Evenings at Renaissance, featuring rotating events on mixology, culinary demos and fun pop ups from local Chicago vendors and businesses. Rest and relax with our riverfront views before visiting the Northalsted Market Days this August 8-10. The 1/2 mile long summer festival features all-day lineups of live music on 4 stages, 250+ vendors, food and drink, dance exhibitions, drag performance, and more!