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Relaxing hotel spots in the Loop

You need a place to stay that prioritizes your downtime as much as you do.

Based on 592 Opinions
+589
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Updated May 2026
01
Staypineapple, An Iconic Hotel, The Loop Chicago image 1
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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 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.

Location offers a quiet retreat after busy days. Rooms provide a comfortable space to unwind near lively nightlife and the beach.

People are saying

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

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

"The staff here are so friendly and welcoming."

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
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.

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.

Rooftop and patio areas offer spacious spots to relax. Communal living spaces feature a mix of designer furnishings that create a pleasant atmosphere for chilling and personal activities.

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 here are small but clean and comfortable."

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.

03
JW Marriott Chicago image 1

Historic architecture blends with modern amenities in a quiet, peaceful setting despite urban surroundings. Spacious rooms offer old school luxury with plush beds and large bathrooms. Public spaces include an elegant lobby and a large bar with ample seating.

Rooms and bathrooms offer luxurious comfort with attention to detail. Services like valet parking and the spa enhance the stay, making it ideal for events like weddings.

A refined space with an Executive Lounge offers premium refreshments and attentive service. Spacious rooms include a deep soaking tub and shower, while the indoor pool and well-equipped fitness center balance wellness and relaxation.

People are saying

"I found the hotel to be absolutely beautiful and gorgeous."

"The Day Lounge is a terrific spot for breakfast."

"The staff's warm welcome made it a truly relaxing spot."

Good to know

1

Check-in is at 4pm and check-out is at 12pm.

2

Valet parking costs $88.00 per night.

3

Self-parking is available for $68.00 per night.

04
The St. Regis Chicago image 1

Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.

Luxury defines the hotel with outstanding service and a professional, kind staff. The environment feels like a home away from home with attentive care from front desk to courtesy drivers.

Incredibly spacious rooms create a calm atmosphere for relaxing. The pool and sauna add to the soothing experience, while the bathtub offers a quiet spot to unwind. The Miru restaurant provides a relaxing vibe with drinks and sushi.

People are saying

"Vince at the Hotel concierge desk went all out to make everything exceptional."

"The city views from the pool and terrace are amazing."

"The staff's attentiveness made this a truly relaxing spot."

Good to know

1

Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.

2

There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.

3

The hotel is located near Riverwalk, providing easy access to attractions.

05
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.

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

Close proximity to key spots makes it easy to explore and then unwind. The atmosphere feels comfortable, safe, and relaxing after a long day.

People are saying

"The hotel staff were lovely and accommodating."

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

"The views from the enormous windows are a truly relaxing spot."

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.

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 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.

A wonderful lobby offers a great spot to relax. Suites provide ample space for kids to run and adults to unwind. The cozy bar area serves as a chill place to wait or relax before checking out.

People are saying

"The hotel staff were so friendly and helpful."

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

"The rooms here are super quiet, making it a truly relaxing spot."

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
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.

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.

1st-floor lobby, coffee shop, and game room offer quiet spots to unwind or work. The space features beautiful holiday decorations and serves amazing drinks to help escape the cold.

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."

"This historic building is a charming Relaxing Spot with old-world charm."

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.

08
Le Mรฉridien Essex Chicago image 1

Hotel offers city views and comfortable beds in tiny rooms with paper-thin walls that let in noise from neighbors and the street. Lobby stands out as the most aesthetically pleasing area, while elevators feel slow and rocky. On-site restaurant provides a comfortable setting with notable food options.

Rooms stay clean and staff remain friendly throughout the visit. Location offers convenient access to local transportation and provides an incredible view.

Comfortable and stylish rooms offer a great place to unwind between outings. The lobby and lounge provide inviting spots to relax or work, and couples can enjoy a massage for added relaxation.

People are saying

"The hotel's rooms are stylish, clean, and really comfortable."

"The staff's kindness made my breakfast truly memorable."

"The rooms are so comfortable and stylish, a truly relaxing spot."

Good to know

1

Expect a $100 daily resort fee, despite being told it would be $17.

2

A $17.61 destination fee is charged without clear explanation.

3

Rooms may not be cleaned properly during your stay.

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