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New Yorkers 1st Choice
Loved by locals

Scenic views in West Town

You want to be able to look out at the horizon while you sit.

Based on 493 Opinions
+490
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Updated May 2026
01
The Robey image 1
The Robey image 2
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Hotel blends industrial chic with a soulful ambiance and lively bars. Rooftop offers unobstructed skyline views of Chicago. Location near transit and shops adds local flavor and convenience.

Rooftop bar offers unique views of downtown with an unobstructed Chicago skyline. Dining inside also provides close-up scenes of trains passing by.

People are saying

"The hotel staff were so helpful and friendly."

"The rooftop offers what might be the best view in the city."

"The staff here are so nice and helpful."

Good to know

1

The Cabana Club is open to the public from 4-6 PM for happy hour.

2

Happy hour features discounted drinks and appetizers at The Robey.

3

Story hour at the Clever Coyote takes place every Sunday.

02
The Up Room image 1

Rooftop bar boasts unbeatable city skyline views with both indoor and outdoor lounges. Cocktails are well-crafted and flavorful, perfect for quiet evenings or dates. Atmosphere stays peaceful and spacious, ideal for relaxing nightcaps.

Unbeatable nighttime skyline views stand out here. The rooftop offers some of the most breathtaking city vistas that feel like a European rooftop bar.

People are saying

"The city skyline views are spectacular, day or night."

"The cocktails here are amazing with unbeatable city views."

"The city skyline views are amazing, day or night."

Good to know

1

Reservations are recommended as the space fills quickly, especially on weekends.

2

The Up Room closes at midnight, but no new guests are allowed after 11pm.

3

Happy hour is a great time to visit on weeknights for discounted drinks.

03
Ignite Glass Studios image 1

Colorful blown glass art creates a vibrant setting with unique artistic displays. Rooftop patios provide awesome city views and a stunning skyline backdrop. Interactive glassblowing demos add creative energy and hands-on fun.

Rooftop patios offer large spaces with awesome city views and a skyline backdrop visible through glass displays.

People are saying

"These Date Spots are so fun and hands-on, you'll learn a lot."

"The rooftop has amazing skyline views for cocktails."

"The rooftop offers amazing skyline views."

Good to know

1

Reservations are recommended for private events and classes to ensure availability.

2

Parking is available on-site, making it convenient for guests.

3

The glassblowing demonstration is a highlight and typically occurs during special events.

04
The Golden Arm - Formerly The Ruby Room image 1

Historic building features spacious rooms with quiet atmosphere and comfortable beds. Guests enjoy scenic skyline views and balconies overlooking a garden pond. Shared kitchen and hidden patio add to the cozy, retreat-like feel despite narrow stairs.

Rooms offer views of the skyline and downtown. Some units have balconies overlooking a backyard pond and garden.

People are saying

"The beds were super comfortable and it was quiet at night."

"This hotel's beds are so comfortable; I slept great."

"The location is perfect for exploring nearby shops and restaurants."

Good to know

1

The location is great, being far enough from Michigan Ave's heavy traffic.

2

It is within easy walking distance to shopping, dining, and nightlife.

3

Parking is limited and mostly pay-by-the-hour, which could be an issue.

05
Professor Pizza Slice & Pie - West Town image 1

Rooftop patio offers fantastic city views and a trendy tavern-style decor filled with nostalgic art. Atmosphere shifts from chill and cozy indoors to a loud day club with DJs on weekends, attracting lively crowds enjoying excellent music and spacious seating.

Rooftop patio offers a fantastic view of the city. The atmosphere pairs well with incredible city views visible from multiple spots.

People are saying

"The pizza here is insanely delicious with fresh, flavorful toppings."

"The city views from the rooftop patio are fantastic."

"The city views from the rooftop patio are fantastic."

Good to know

1

Expect a 40-minute wait for a table during peak hours.

2

Only online orders for pickup are accepted; no dine-in or curbside service.

3

A QR code is required to order and pay upfront.

06
Wolf & Company image 1
Restaurant

Upscale vibe meets neighborhood coziness with a gorgeous patio overlooking the 606 trail. Creative craft cocktails impress with balance and presentation. Unique market and butcher shop add a grocery twist to the dining experience.

Outdoor seating offers great views of the 606 with a delightful atmosphere. The patio stays empty around mid-afternoon, making the veranda a pleasant spot to enjoy the scenery.

People are saying

"I found the burgers to be incredibly tasty and flavorful."

"The outdoor seating offers gorgeous views of the 606 trail."

"You can get great views from inside or on the veranda."

Good to know

1

The establishment has had issues with food safety, including unrefrigerated ingredients.

2

Dishes were washed in the hand washing sink, raising health concerns.

3

The bathroom is located far from the patio, which may be inconvenient.

07
Outset image 1
Live music venue

Intimate venue shines with top-notch acoustics and a modern design. Balcony offers great views and solid sound but no seating. Outdoor patio adds comfortable seating and bars, keeping energy high and space lively.

Good views exist from almost anywhere in the venue. The balcony offers great views and good sound, though it lacks seating like booths or chairs.

People are saying

"I loved the awesome outdoor seating with a bar."

"The bathrooms here are spacious and really clean."

"The scenic views from anywhere in the venue were pretty decent."

Good to know

1

Entry is not permitted until after 10:45 pm for events starting at 10 pm.

2

Tickets must be purchased in advance via Ticketmaster; no door sales available.

3

Parking is available on the street, but can be difficult to find if arriving late.

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West Town, Chicago

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