The Robey stands out as the finest choice among Hotels Near Logan Square Chicago, offering a seamless blend of style, comfort, and convenience for travelers looking to explore the area in sophistication.
Located in Chicago’s trendy Wicker Park neighborhood, The Robey provides excellent amenities like a rooftop pool, lounge, and spacious rooms, all while ensuring guests are close to essential shopping, dining, and transit options in the vibrant surrounding area.
While The Robey takes center stage, other fantastic Hotels Near Logan Square Chicago can meet the preferences of diverse travelers, whether you’re looking for personalized service, cost-effective lodging, or a unique boutique experience. These options ensure that no matter your budget or desires, you’re sure to find superb accommodations without venturing far from Logan Square.
Regardless of where you decide to stay, you’ll be just minutes away from the Logan Square Chicago and the numerous attractions that make Chicago an exciting place to explore!
NOTE // The details in this guide aim to be as precise as possible. Nonetheless, it’s advisable to verify the latest updates on hotel websites or contact them directly for the most recent information.
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LAST UPDATE: 02/28/2025
Accommodation Roundup
Best Overall: The Robey (Check Availability) Best for Authentic Vibes: Ray’s Bucktown Bed and Breakfast (Check Availability) Best for Modern Travelers: Hyatt Place Chicago Wicker Park (Check Availability) Best for Budget Lodgers: Hostel 424 (Check Availability) Best for Spacious Stays: Milwaukee Suites by Cloud9 (Check Availability) |
5 Best Hotels Near Logan Square Chicago
The Robey
NOTE: The Robey is a standout hotel due to its historic charm and modern renovations. Located in a prime area, it features exceptional rooftop amenities and offers breathtaking views of the Chicago skyline, making it a memorable experience for its visitors. |
Hotel Information:
- Parking: YES — Paid valet parking is available at a rate of $45 per night per car.
- Pet-Friendly: YES — Pets are welcome for an additional $50 per night.
- Recreation: YES — The hotel provides a fitness center, an outdoor pool, and a rooftop lounge. There is no additional charge for these amenities.
- Food & Drink: YES — The hotel operates an in-house restaurant serving breakfast, lunch, and dinner. Other popular dining options are also within walking distance.
- Amenities: Free Wi-Fi, Rooftop Terrace, Outdoor Pool, Fitness Center, Concierge, Lounge Area, and 24-Hour Front Desk available at no extra cost.
- Minimum Stay: 1 night

Location: 2018 W North Ave, Chicago, IL 60647
Distance to Logan Square Chicago: 0.8 miles.
Reviews: ★★★★☆ 4.4/5
Insider Tip: Check out the rooftop called Cabana Club at sunset for amazing views while enjoying one of their signature cocktails.
Ray’s Bucktown Bed and Breakfast
NOTE: Nestled in the Bucktown neighborhood, Ray’s Bucktown Bed and Breakfast offers a cozy and charming experience with a touch of home-like comfort. Personalized service and its quaint, artistic décor make it a standout choice for travelers who seek a laid-back and uniquely local experience. |
Hotel Information:
- Parking: YES — Free on-site parking is available for guests.
- Pet-Friendly: YES — Pets are welcome for a surcharge of $20 per night.
- Recreation: YES — Ray’s offers a steam room and sauna for guests to unwind after a day in the city.
- Food & Drink: YES — A delicious complimentary homemade breakfast is served daily, and there are many restaurant options nearby for lunch and dinner.
- Amenities: Free WiFi, Complimentary Breakfast, Steam Room, Sauna, Shared Kitchen Access, Baggage Storage, Free On-Site Parking.
- Minimum Stay: 1 night

Location: 2144 N Leavitt St, Chicago, IL 60647
Distance to Logan Square Chicago: 1.7 miles
Reviews: ★★★★★ 4.8/5
Insider Tip: Don’t miss the homemade banana pancakes during breakfast—guests rave about them!
Hyatt Place Chicago Wicker Park
NOTE: Hyatt Place Chicago Wicker Park blends modern luxury with convenience. It offers stunning city views, spacious rooms, and a rooftop bar that provides a chic space to relax and take in the vibrant Wicker Park area. |
Hotel Information:
- Parking: YES — Paid on-site valet parking is available at $35 per night.
- Pet-Friendly: YES — Pets are welcome for an additional $75 per stay.
- Recreation: YES — Offers a 24-hour fitness center for guests staying active during their visit.
- Food & Drink: YES — The hotel boasts a rooftop bar serving drinks and light food as well as a complimentary breakfast for hotel guests. There are nearby popular dining spots too.
- Amenities: Free High-Speed Internet, Rooftop Bar, Fitness Center, 24-hour Business Center, Complimentary Breakfast, Room Service, Valet Parking.
- Minimum Stay: 1 night

Location: 1551 W North Ave, Chicago, IL 60622
Distance to Logan Square Chicago: 1.9 miles
Reviews: ★★★★☆ 4.5/5
Insider Tip: Check out the rooftop bar at night to enjoy a view of Chicago’s iconic skyline with a cocktail in hand!
Hostel 424
NOTE: Hostel 424 is an affordable and vibrant option for travelers looking to explore Logan Square without breaking the bank. With its cozy atmosphere and convenient location, it caters well to solo travelers and groups alike, offering basic but comfortable amenities close to the area’s top attractions. |
Hotel Information:
- Parking: YES — Paid Parking on-site is available for $20 per car, per night.
- Pet-Friendly: NO — Pets are not allowed at Hostel 424.
- Recreation: YES — Hostel 424 offers a lounge area, a game room with board games, and a small but functional fitness area for guests at no extra charge.
- Food & Drink: YES — Complimentary continental breakfast is served every morning, and food delivery services from nearby restaurants are popular options for lunch and dinner.
- Amenities: Free Wi-Fi, Lounge Area, Game Room, 24-hour Front Desk, Basic Fitness Center, Shared Kitchen, and Luggage Storage.
- Minimum Stay: 1 night

Location: 1359 N Maplewood Ave, Chicago, IL 60651
Distance to Logan Square Chicago: 0.8 miles.
Reviews: ★★★★☆ 4.2/5
Insider Tip: Hostel 424’s rooftop terrace offers stunning views of the Chicago skyline – don’t miss catching the sunset here!
Milwaukee Suites by Cloud9
NOTE: Milwaukee Suites by Cloud9 offers spacious accommodations ideal for families or business travelers looking for a luxurious but home-like environment. With premium facilities, including full kitchenettes in rooms, it’s a top pick for extended stays or those who prefer a higher-end experience. |
Hotel Information:
- Parking: YES — On-site parking is available for $30 per car, per night.
- Pet-Friendly: YES — Pets are welcome for an additional $50 per night.
- Recreation: YES — The hotel features an indoor pool, a hot tub, and a fitness center, all available for free to guests.
- Food & Drink: YES — A complimentary breakfast buffet is served daily, and fully equipped in-room kitchens allow for self-catering. Additionally, numerous high-quality restaurants are just a short walk away.
- Amenities: Free Wi-Fi, Indoor Pool, Kitchenette, Hot Tub, Fitness Center, Complimentary Breakfast, Business Center, Meeting Rooms, and Laundry Facilities.
- Minimum Stay: 1 night

Location: 1227 N Milwaukee Ave, Chicago, IL 60622
Distance to Logan Square Chicago: 1.5 miles.
Reviews: ★★★★☆ 4.3/5
Insider Tip: Make use of the guest-only afternoon snack hour, featuring delicious local pastries!
Area Guide to Staying Near Logan Square Chicago
The Logan Square area offers a rich blend of eclectic dining, cultural experiences, and historic charm. Staying near this neighborhood ensures a unique Chicago visit full of memorable activities and scenic settings.
Nearby Attractions
Explore the stunning Logan Boulevard, perfect for walking or biking along tree-lined streets. For art lovers, visit the Contemporary Art Chicago Center, just minutes away. Don’t miss Cheshire Bookstore, a quirky spot for book enthusiasts, and drop by Revolution Brewing for amazing local craft beer tastings.
Dining Options Nearby
The Logan Square dining scene is diverse and delectable. Stop by Lula Café, known for its seasonal, farm-to-table dishes. For a quick savory fix, Billy’s Grill offers classic Chicago-style eats. End your day at Johnny P’s Pastry, a local favorite for sweet treats and dessert delights.
Transportation Options in the Area
Getting around Logan Square is simple and efficient. The CTA Blue Line provides quick access to downtown Chicago and nearby neighborhoods. For closer attractions, rideshares like Uber or Lyft are widely available. Many hotels also offer bike rental services, perfect for zipping along Chicago’s scenic streets.
Frequently Asked Questions
What’s The Quietest Hotel Near Logan Square Chicago For A Good Night’s Sleep?
Ray’s Bucktown Bed and Breakfast stands out as the quietest option near Logan Square. Its cozy setup on a residential street minimizes urban noise, and its boutique atmosphere ensures personalized service and limited foot traffic, making it ideal for a restful stay.
Which Hotel Near Logan Square Chicago Has The Fastest Wi-fi For Remote Work?
Hyatt Place Chicago Wicker Park offers the fastest Wi-fi speeds near Logan Square. With modern tech infrastructure, free premium internet, and plenty of comfortable workspace options, it’s perfect for digital nomads and business travelers.
Are There Any Hotels Near Logan Square Chicago With 24-hour Check-in?
The Robey and Milwaukee Suites by Cloud9 provide 24-hour check-in services, making them excellent choices for travelers with late-night arrivals or early morning departures.
Final Words
The Robey is the standout choice for its luxurious design, unique rooftop views, and outstanding amenities, making it the best pick near Logan Square. For budget travelers, Hostel 424 offers affordability and convenience, while Milwaukee Suites by Cloud9 excels in comfort and facilities for longer stays. Ray’s Bucktown Bed and Breakfast and Hyatt Place Chicago Wicker Park also cater to different preferences in style and location. Overall, Logan Square’s charm and connectivity make any of these hotels a great base for your Chicago adventure.

I’m a passionate traveler and entrepreneur, driven by the allure of new destinations and the comfort of a perfect stay. By day, I navigate the world of international hotel business; by night, I’m dedicated to guiding fellow travelers through America’s vast hospitality landscape with HotelScout. Beyond the journey, it’s the connections and memories made that truly resonate with me. Let’s discover the best stays together.