West Town is one of Chicago’s trendiest neighborhoods, known for its vibrant art scene, hip restaurants, and lively nightlife. Whether visiting for business or leisure, here are the top 10 hotels in West Town with convenient access and stylish amenities.


1. The Robey

Why stay here: A boutique hotel in a historic art deco building with stunning skyline views and rooftop pool.

Pros:

  • Iconic architecture and design
  • Rooftop pool and bar
  • Great location near Wicker Park

Cons:

  • Limited parking
  • Some rooms are small

Hotels.com
Expedia
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2. Hotel Zachary

Why stay here: Modern hotel steps away from Wrigley Field, blending sports enthusiasm with urban comfort.

Pros:

  • Proximity to Wrigley Field
  • Stylish rooms and rooftop lounge
  • Pet-friendly

Cons:

  • Can be noisy during games
  • Valet parking only

Hotels.com
Expedia
Orbitz


3. Hotel Chicago West Loop

Why stay here: Upscale accommodations with spacious rooms and easy access to downtown.

Pros:

  • Modern amenities
  • Fitness center
  • Quiet neighborhood

Cons:

  • Limited dining options onsite
  • Parking can be expensive

Hotels.com
Expedia
Orbitz


4. Freehand Chicago

Why stay here: A lively hostel-style hotel perfect for budget-conscious travelers and social guests.

Pros:

  • Affordable rates
  • Trendy bar and social events
  • Central location

Cons:

  • Shared bathrooms in dorm rooms
  • Not ideal for privacy seekers

Hotels.com
Expedia
Orbitz


5. The Willows Hotel

Why stay here: Charming boutique hotel blending historic ambiance with modern comforts.

Pros:

  • Personalized service
  • Cozy atmosphere
  • Close to popular eateries

Cons:

  • Smaller rooms
  • Limited amenities

Hotels.com
Expedia
Orbitz


6. Inn at Lincoln Park

Why stay here: Comfortable and convenient with a classic Chicago vibe near the park.

Pros:

  • Quiet location
  • Spacious suites
  • Close to Lincoln Park Zoo

Cons:

  • Dated decor
  • No pool

Hotels.com
Expedia
Orbitz


7. The Nickson

Why stay here: Modern boutique hotel with a vibrant bar scene and downtown access.

Pros:

  • Stylish interiors
  • Rooftop bar
  • Pet-friendly

Cons:

  • Small fitness center
  • Limited parking

Hotels.com
Expedia
Orbitz


8. Staypineapple, An Iconic Hotel, The Loop

Why stay here: Chic, playful, and comfortable, with great access to Chicago’s attractions.

Pros:

  • Unique design
  • Complimentary bike rentals
  • Friendly staff

Cons:

  • Located slightly outside West Town
  • No pool

Hotels.com
Expedia
Orbitz


9. The Godfrey Hotel Chicago

Why stay here: Upscale hotel with a rooftop pool and vibrant nightlife nearby.

Pros:

  • Rooftop pool and lounge
  • Modern rooms
  • Central location

Cons:

  • Can be noisy at night
  • Parking fees

Hotels.com
Expedia
Orbitz


10. Hotel Julian

Why stay here: Boutique hotel with comfortable rooms and easy access to West Town’s attractions.

Pros:

  • Cozy and quiet
  • Good value
  • Friendly staff

Cons:

  • No pool
  • Limited amenities

Hotels.com
Expedia
Orbitz


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