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New Yorkers 1st Choice
Best of Loop

Cozy hotels

You prefer a hotel that feels like a retreat rather than just a place to sleep.

Based on 518 Opinions
+515
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Updated April 2026
01
Staypineapple, An Iconic Hotel, The Loop Chicago image 1
Staypineapple, An Iconic Hotel, The Loop Chicago image 2
Staypineapple, An Iconic Hotel, The Loop Chicago image 3
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Historic building blends modern amenities with charming style and comfortable rooms featuring exceptional views. Atmosphere stays fun and welcoming with a calm, chill vibe throughout. Complimentary treats and a friendly bar add to the inviting experience.

Rooms feature super comfortable beds with cozy robes and duvets instead of flat sheets. Thoughtful touches throughout add to the warm, inviting feel.

Rooms feature very comfortable beds that stand out for quality. Staff members like Marshay provide kind and helpful service. The hotel offers a pet-friendly environment near major shopping and park areas.

People are saying

"This hotel's location is great for walking everywhere."

"The beds here are so comfortable and the rooms are clean."

"The beds are super comfortable and the rooms feel so cozy."

Good to know

1

Happy hour offers a burger and beer or soda for $10 from 4-6 pm.

2

Every afternoon, enjoy a cookie hour with complimentary beverages.

3

Valet parking is expensive and can be problematic during busy events.

02
Hotel Blake, Ascend Hotel Collection image 1

Spacious rooms offer breathtaking views and artistic, upscale decor with comfortable beds. The lobby and dining areas present a classy, elegant atmosphere while city noise and sirens create a lively urban backdrop. Amenities include a well-equipped gym with views, a cafe downstairs, and convenient valet parking.

Rooms feature cozy lights and modern decor, creating a warm atmosphere. The cafรฉ and lounging area offer a homey feel with clean, comfortable spaces.

Rooms offer spacious, clean accommodations with top tier customer service throughout the stay. The hotel suits both short and extended visits, providing a consistently pleasant experience.

People are saying

"The hotel staff were fantastic, so friendly and helpful."

"The breakfast here is fabulous, right in the heart of the city."

"The rooms felt so cozy and clean."

Good to know

1

Parking costs $60 per day, so plan accordingly.

2

The hotel is within walking distance to Grant Park and Soldier Field.

3

Rooms are clean, modern, and comfortable for a pleasant stay.

03
citizenM Chicago Downtown image 1

Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.

Cozy reception lounge welcomes guests on arrival. Rooms feel cozy with blackout curtains and offer high tech features like adjustable curtains, LED lights, and fast WiFi.

Location stands out for being close to everything and easy to get around. Rooms offer comfortable pillows and staff provide personal touches like cards and champagne. The gym ranks among the best hotel gyms experienced.

People are saying

"I loved staying at this hotel; I'll definitely return."

"It's the perfect location for Date Spots, with attractions and shopping within walking distance."

"The rooms are small but feel so cozy and clean."

Good to know

1

The hotel is located in the heart of Chicago, close to major attractions.

2

Parking costs around $50 a night and is located a block away from the hotel.

3

The gym is one of the best hotel gyms available.

04
Hyatt Regency Chicago image 1

Hotel offers modern design with spacious rooms featuring river views and comfortable beds. Common areas buzz with activity, creating a lively atmosphere despite occasional crowding. Amenities include a top-notch gym, club level access, and convenient on-site services like car rental and security.

Rooms feature modern furniture and a cozy bed that create a comfortable atmosphere. Plenty of lounge areas offer inviting spots for socializing.

Central location puts you close to the Riverwalk, jazz spots, and museums. Staff delivers exceptional customer service with top-notch attention throughout your stay.

People are saying

"This hotel's downtown location is perfect for walking everywhere."

"I enjoyed the bar each night with excellent service and atmosphere."

"The rooms felt so cozy with the modern furniture."

Good to know

1

Restaurants remain open until 1am for late-night dining options.

2

Valet parking costs $80 per night, which is quite high.

3

The hotel does not offer shuttle service to O'Hare Airport; taxi costs around $60.

05
Chicago Athletic Association - The Unbound Collection by Hyatt image 1

Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.

Intricate wood carvings and three cozy fireplaces fill the lobby, creating a warm atmosphere. Venetian revival architecture and soft lighting add to the cozy seating and inviting mood throughout.

Rooms combine historic charm with modern comfort, supported by attentive staff who handle situations with care. The hotel offers a central location and a memorable stay experience.

People are saying

"It's a striking historical site with authentic charm and artistic details."

"This hotel's stunning design blends old-world charm with modern comfort."

"The lobby's cozy fireplaces and ample seating create a great atmosphere."

Good to know

1

Happy hour runs daily from 4-6pm with discounted drinks.

2

Expect wedding crowds on weekends due to the hotel's wedding venue status.

3

Reservations are required weeks in advance for dinner at Cindy's Rooftop.

06
Pendry Chicago image 1

Historic building with Art Deco design offers spacious rooms featuring city views and luxurious amenities. Lobby and rooftop lounge provide a resort-like atmosphere with music and entertainment. Downtown location brings loud street noise at all hours, affecting room quietness.

Rooms feature cozy beds and offer amazing city views at night. The rooftop bar has covered private seating with firepit tables creating a warm atmosphere.

Rooms include a legit wet bar. Staff greet guests warmly, creating a welcoming vibe. This hotel serves as a reliable choice for stays in the city.

People are saying

"The hotel staff were so friendly and helpful."

"The bar has rare liquors and a delicious cocktail menu."

"The rooms felt so cozy, like a warm hug."

Good to know

1

The Cadillac experience is available only on select days and hours.

2

Escalade service operates on Fridays and Saturdays for rides within a two-mile radius.

3

Happy hour is offered daily at the restaurant.

07
Sports Illustrated Resorts Chicago image 1

Hotel offers great views and modern, comfortable rooms with thoughtful amenities like in-room kettles and a well-equipped gym. Rooftop bar and club create a loud atmosphere with bass noise permeating halls late into the night. Design is upscale and clean, but overall vibe is not warm or welcoming.

Suites and rooms offer super cozy and comfortable spaces that invite relaxation. The second floor and Cerise restaurant both provide a very cozy atmosphere.

Rooms stay clean and nice with friendly staff providing excellent service. The hotel sits in a great location near theaters and Michigan Avenue, offering strong overall value.

People are saying

"The hotel staff went above and beyond to make me feel welcome."

"The rooftop has stunning city views and is a great place to unwind."

"The rooms felt so cozy and comfortable, I almost took a nap."

Good to know

1

Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.

2

Happy Hour offers complimentary drinks for guests from 4-5pm daily.

3

Reservations for special events like birthday celebrations are recommended for personalized services.

08
Canopy by Hilton Chicago Central Loop image 1

Quiet, spacious rooms with luxurious decor and modern amenities create a cozy, home-like atmosphere. Heavy carpeting and thoughtful design keep noise low despite nearby urban sounds. Facilities include a well-equipped fitness center, free water refill stations, and a rooftop restaurant open for dinner.

Rooms feel like a cozy home with a clean, modern design. The space combines comfort and beautiful details for a welcoming atmosphere.

Boutique hotel offers a beautiful setting with a great location near the Amtrak station. Features include a free water refill station on the ground floor.

People are saying

"This hotel's decor is beautifully designed and visually appealing."

"The bartenders here are amazing and so welcoming."

"The rooms felt so cozy and beautifully designed."

Good to know

1

Parking at the hotel costs $75 a day, which can be high on weekends.

2

The hotel is located just 2 blocks from Union Station, making it accessible.

3

Wi-Fi issues may occur, as some guests reported authentication problems.

09
Swissotel Chicago image 1

Rooms offer panoramic views of the lake, river, and cityscape, creating a striking backdrop. The atmosphere feels upscale and spacious, with a large gym featuring impressive equipment and scenic views. Efficient escalators connect floors smoothly, supporting a steady flow of guests.

Rooms feel clean and cozy with amazing views of the lake and river. Beds are comfortable, and spaces are peaceful and spacious.

Service goes above and beyond with friendly staff and excellent cleaning. Beds and pillows offer exceptional comfort. Location sits close to major attractions.

People are saying

"The hotel staff were lovely and accommodating."

"The beds here are incredibly comfortable, making for a great night's sleep."

"The room felt peaceful and cozy, perfect for retreating after a conference."

Good to know

1

Expect hidden fees like a $25 resort fee not disclosed at booking.

2

Parking costs $87 per night, which is considered high.

3

The hotel bar closes at 10:30 PM on weekends.

10
Club Quarters Hotel Wacker at Michigan, Chicago image 1

Rooms offer gorgeous river views and feel cozy and intimate despite their small size. The atmosphere stays calm and quiet inside, contrasting with the noisy urban surroundings. Amenities include free coffee and water stations, with a 24-hour gym available for quick workouts.

Rooms feel intimate and cozy with a clean, comfortable bed. Spaces range from spacious to petit, all maintaining a cozy vibe with hot showers.

Located right by the River Walk and Michigan Avenue, the hotel offers incredible views and easy access to public transportation. It features a 24-hour gym and welcomes dogs, all at a reasonable price for downtown.

People are saying

"I enjoyed the spectacular view of the Chicago River from my room."

"This hotel's location is awesome, right on the river walk."

"The rooms felt cozy, comfortable, and clean."

Good to know

1

The hotel is located right in front of the River Walk.

2

The location is convenient for sightseeing and getting around Chicago, with the L nearby.

3

There was only one elevator servicing 30 floors, causing long wait times.

11
Fairmont Chicago, Millennium Park image 1

Hotel offers amazing city views and a quiet workspace with beautiful decor. Gold Lounge provides a relaxing retreat with light food and drinks. Efficient elevators and a well-equipped 24-hour gym support convenience and fitness needs.

Rooms feel like home with clean, cozy decor. A cozy hotel bar in the lobby offers helpful staff and great drink picks.

Exceptional hospitality and a central location make this hotel stand out. The amenities support a comfortable stay, with options like upgrading to a gold room enhancing the experience.

People are saying

"The city views from the room are amazing."

"The hotel staff made my stay feel special and welcomed."

"The staff here makes you feel so cozy and at home."

Good to know

1

Reservations are required for the holiday bar during the festival.

2

Parking can be confusing; plan to arrive early to find the garage.

3

Expect extra charges for amenities, even if not used.

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