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New Yorkers 1st Choice
Guide to the Loop

Unique spots with a nice view

You want a unique environment paired with a perspective you cannot get at street level.

Based on 739 Opinions
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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
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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.

Building design blends historical charm with modern updates. Location sits in a brilliant spot. Remodeling keeps some old details for a unique vibe.

People are saying

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

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

"It's a unique building, blending historic charm with modern updates."

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
Seville Chicago image 1
Restaurant

Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.

Dishes feature unique and flavorful tastes that stand out. The Moroccan wings have a unique spice and fall off the bone, while the sea bass offers a distinct flavor that exceeds expectations.

Amazing views from the rooftop and top deck offer spectacular cityscapes. Large windows and thoughtful design create an aesthetically exhilarating atmosphere with beautiful sights throughout.

People are saying

"You'll love the inventive cocktails, many are sweet."

"The nice view from the rooftop is stunning."

"The food here has unique, flavorful tastes."

Good to know

1

Happy hour runs from 3:30 to 5:30pm on weekdays.

2

Happy hour offers great deals on food and drinks.

3

The restaurant is located on the 16th floor of the Hilton hotel.

03
Maggie Daley Park Ice Skating Ribbon image 1

Ice skating ribbon features a unique track shape with varying elevations that create a more fun experience than typical oval rinks. Skating offers amazing city skyline views and a vibe that feels like skating on a river in the woods. The atmosphere is lively with music and crowds, especially during evening sessions when city lights enhance the scenery.

A ribbon-shaped ice rink with elevation changes creates a unique skating loop. The uphill and downhill slopes offer a different feel from traditional flat rinks.

Views of the city skyline and lake stand out, especially from the ice skating ribbon. Skating here offers stunning cityscapes and a unique perspective of downtown and the surrounding buildings.

People are saying

"The ice skating ribbon offers a fun, unique experience with slopes."

"The ice skating ribbon at these parks feels like skating on a river in the woods."

"I experienced a unique skating ribbon with slopes and hills."

Good to know

1

Reservations are required in advance as time slots fill up quickly.

2

Ice skating is available from mid-November through mid-March.

3

The park has two entrances, one with lockers and restrooms.

04
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.

Rooms feature high tech amenities and offer great city views. The overall vibe is cozy and modern, making it a unique stay for couples or solo travelers.

Rooms offer stunning views of the Chicago skyline. The hotel features modern decor and a gorgeous view from the bar area.

People are saying

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

"The location's nice view lets you walk to everything downtown."

"It's a fun, funky, and unique place with a modern style."

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.

05
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.

Rooms feature unique design with beautiful spaciousness and practical touches like many outlets and good lighting for makeup. Drinks include classic cocktails and creative house specials.

A rooftop bar and an upstairs club offer incredible city views. The bar and coffee spot also provide spectacular vistas while dining.

People are saying

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

"The views from my room were amazing and clean."

"The bartender's attention to detail and charisma make for a unique experience."

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.

06
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.

Communication before, during, and after the stay stands out as unique. The host shows how to use the elevator technology, which feels new. Waking up to the panoramas offers a distinct experience.

Rooms on the 31st floor offer a breathtaking lake view. Upgrades include early and late checkout and a welcome drink.

People are saying

"The hotel staff were lovely and accommodating."

"The city and lake views from the room are incredible."

"The service here is outstanding; the staff is so attentive and friendly."

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.

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 show detailed character with a style that stands out from modern hotels. The space features amazing architecture and a unique atmosphere that feels more inviting than sterile.

Rooftop offers a spectacular view. Rooms on the 7th floor overlook Millennium Park with excellent views and comfortable amenities.

People are saying

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

"The rooftop bar has an awesome view of Millennium Park."

"The food here is unique, with creative starters and perfectly cooked steaks."

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
The Blackstone, Autograph Collection image 1

Historic hotel with classic charm and artistic decor creates an elegant and lively atmosphere. Rooms offer spacious layouts and great views, though noise from hallways and street is noticeable. Fitness center shows signs of wear but remains a notable feature.

Beautiful old hotel with a unique history and museum-like atmosphere. Rooms feature wood walls, unique decor, and great ambient lighting.

Rooms offer incredible lake views that stand out. Spaces feel spacious and clean, adding to the comfort while enjoying the scenery.

People are saying

"The hotel rooms here are spacious and impeccably clean."

"It's a beautiful historical site with a timeless elegance."

"It's a beautiful, unique hotel filled with art everywhere."

Good to know

1

Parking is available at a garage across the street, but no valet service is offered.

2

The hotel charges a nightly resort fee that is not disclosed at check-in.

3

Breakfast and snacks are served Monday through Friday at the hotel restaurant.

09
Nutella Cafe Chicago image 1

Nutella-themed decor creates a bright and inviting space with personalized Nutella jars as a unique feature. The cafe feels cramped and crowded, with small tables placed very close together, often leading to a noisy atmosphere. Outdoor patio seating offers an alternative to the tight indoor space.

A Nutella-themed environment creates a unique culinary adventure with options like Nutella-filled crepes and Nutella lattes. Personalizing your Nutella with your name adds a distinctive souvenir to the experience.

Big windows offer mesmerizing city views that fill the space with light. Seating upstairs provides a pleasant vantage point to enjoy the streets and skyline.

People are saying

"You have to try the Nutella Crepe with bananas; it's very tasty."

"It's a unique spot with a creative menu starring Nutella."

"I loved the nice view of the city from the big windows."

Good to know

1

Expect a wait time of 30-45 minutes during peak hours.

2

The cafe opens at 8 am daily.

3

You can personalize your Nutella with your name for a unique souvenir.

10
The LaSalle Chicago, Autograph Collection image 1

Hotel combines old-fashioned charm with a modern twist in a sheek, elegant setting. Rooms are quiet, cozy, and spacious with attention to detail throughout. Public spaces include a quieter bar with jazz and offer great city views.

Distinctive features include an upside down layout and a sheek atmosphere. The hotel blends classy and quaint elements with an expansive feel.

Rooms offer great city views, including sights of the Willis Tower. Front desk often provides quiet rooms with nice views and sometimes upgrades to city-view rooms at no extra cost.

People are saying

"The hotel staff here is so friendly and helpful."

"The location is ideal, with many places within walking distance."

"It's a unique, beautiful, and classy hotel."

Good to know

1

The Grand Ballroom on the 22nd floor hosts weddings and events.

2

Jazz nights occur every Friday and Saturday at the in-house restaurant.

3

Check-in is located on the 21st floor, right outside the elevators.

11
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 feature unique decor with a modern American art deco style. The hotel offers a boutique experience with a standout lobby and restaurant/bar area.

Rooms on higher floors offer great city views that stand out. The decor and style complement the neat, comfortable rooms with windows showcasing the skyline.

People are saying

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

"The decor here is so unique and charming, with a real retro vibe."

"I had a nice city view from my room."

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.

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