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New Yorkers 1st Choice
Loved by locals

Unique spots with scenic views in the Loop

You want a view that feels distinct and memorable, not just another generic skyline shot.

Based on 751 Opinions
+748
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Updated May 2026
01
Seville Chicago image 1
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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.

Spectacular rooftop views offer a beautiful panorama of the city. Large windows and a top deck provide consistently great cityscapes that enhance the atmosphere.

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.

People are saying

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

"The rooftop views here are absolutely gorgeous."

"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.

02
Staypineapple, An Iconic Hotel, The Loop Chicago image 1

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 room had amazing, beautiful views of the Chicago Theater."

"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.

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.

Skating here offers incredible city views, especially at night. The skyline and lake create a stunning backdrop from the ice skating ribbon and park areas.

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.

People are saying

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

"The city skyline views from the skating ribbon are incredible."

"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 offer stunning views of the Chicago skyline. The hotel features a gorgeous view visible from the bar and common areas.

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.

People are saying

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

"It's so easy to walk everywhere and feel like you're in the center of it all."

"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
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.

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

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.

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 rooftop bar has an awesome view of Millennium Park."

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
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.

Upstairs club and rooftop bar offer incredible city views. The bar provides a spectacular view alongside dining and a sweet coffee spot.

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.

People are saying

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

"The city views from the high floors are amazing."

"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.

07
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 on the 31st floor offer breathtaking lake views. Upgrades and perks like early checkout and welcome drinks come with membership benefits.

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.

People are saying

"The hotel staff were lovely and accommodating."

"The city and lake views from the rooms are fantastic."

"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.

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.

Rooms offer amazing lake views that overlook the water. The setting provides a gorgeous and peaceful scene from comfortable, clean rooms.

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

People are saying

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

"The hotel's classic style feels timeless and sophisticated."

"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.

Big windows offer mesmerizing city views that you can enjoy from upstairs seating or inside. The atmosphere highlights the pleasant street scenes visible through the windows.

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.

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 city views 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.

Rooms offer great city views, including sights of the Willis Tower. Some guests receive complimentary upgrades to rooms with these views.

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

People are saying

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

"The location is ideal, putting 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 on the 12th and 14th floors offer landmark and amazing city views. The views stand out as a key feature alongside the room's comfortable style and decoration.

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.

People are saying

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

"The bartenders here are amazing and so welcoming."

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

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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