Hotel Filters
Hotels with Picnic Area Near Five Below
The Langham Chicago
This hotel is a gem in downtown Chicago! Just a short walk to Michigan Avenue and Millennium Park, it's incredibly convenient. Whether you want to unwind with a luxurious spa massage or relax by the indoor pool, this place has it all. Enjoy Mediterranean cuisine at the on-site restaurant or unwind with a drink at the bar. Families will love the kids' club and children's meals, ensuring fun for the little ones. Business travelers are covered too, with meeting rooms and a business center. Rooms come with minibars and free WiFi, making your stay comfortable and hassle-free!
Art Villa
This art-deco styled apartment hotel is a hidden gem in the heart of Chicago! Treat yourself to a full-service spa and unwind in your private rooftop hot tub. Enjoy free WiFi and 24-hour airport shuttle for ultimate convenience. Each room features memory foam mattresses, a private furnished terrace, and a fully-equipped kitchen. Located just minutes from United Center and Chicago Riverwalk, it’s perfect for exploring the city. Don’t miss the picnic area for a relaxing afternoon. Book now for a luxurious getaway!
Chicago Guest House Wrigleyville
Level Chicago - Old Town
Level Chicago - Fulton Market
Hampton Inn by Hilton Chicago West Loop Fulton Market Area
The Penthouse at Grand Plaza
Hotel Lincoln
Lynx606
Ray's Bucktown Bed and Breakfast
Villa d' Citta
Homewood Suites by Hilton Chicago West Loop Fulton Market Area
House 5863- Chicago's Premier Bed and Breakfast
Chicago Getaway Hostel
Chicago Guest House on Newport Avenue
Traveler Reviews
See what other travelers say about Five Below
The Langham Chicago
The Langham Chicago is perfectly located—right across from Trump Tower, with Millennium Park, the Magnificent Mile, riverboat docks, and a wide array of restaurants all within easy walking distance. The front desk staff were exceptionally friendly and helpful. We booked two rooms—one had weak heating, making it slightly chilly; the other had a leaking toilet and water pooling in the shower area upon arrival. However, these were minor issues compared to the overall experience. The hotel’s elegant ambiance, high-quality furnishings, and attention to detail truly stand out. Despite the small setbacks, the location, service, and general luxury make this a top choice for future stays.
Level Chicago - Old Town
Staying at Level Chicago - Old Town was an absolutely fantastic experience. The location is unbeatable—just a short walk from Old Town’s charming streets, great restaurants, and local shops. The room itself was quiet, beautifully decorated, and perfect for relaxing after a day of exploring. I especially loved strolling around the neighborhood—it felt like stepping into a cozy, authentic Chicago vibe. Check-in was a bit slow, but the staff made up for it with incredibly warm and attentive service. They went the extra mile to make sure everything was smooth. This place offers excellent value and comfort—100% recommend! I’ll definitely be back.
Level Chicago - Fulton Market
Staying at Level Chicago - Fulton Market was an absolute delight from start to finish. The cloud lounge was spotless and ideal for quiet work—perfectly peaceful with great ambiance. The entire apartment was immaculately clean, down to the smallest detail, making it feel like a true home away from home. But what truly made the experience unforgettable was Katrina, the staff member who handled our booking. Her professionalism, warmth, and attention to detail stood out—she went above and beyond to ensure everything was perfect. From the moment we arrived, we felt welcomed and well taken care of. The location in the heart of Fulton Market is unbeatable, with easy access to amazing dining, shopping, and nightlife. If you're looking for a stylish, clean, and thoughtfully managed stay in Chicago, this is it—highly recommend!
Hampton Inn by Hilton Chicago West Loop Fulton Market Area
Staying at this Hampton Inn was an absolute delight! Located just minutes from downtown Chicago, all the main attractions are within a 3-kilometer radius—perfect for exploring on foot or by public transit. The room was spacious, impeccably clean, and incredibly comfortable, with a great bed that ensured a restful night’s sleep. The staff were friendly and efficient throughout our visit. While prices did go up during the convention season, the quality of the stay made it well worth it. For a reliable, clean, and centrally located hotel in the West Loop area, this is a top choice. I’d definitely book again when visiting Chicago.
The Penthouse at Grand Plaza
The only place to stay in Chicago—hands down! This penthouse condo is absolutely incredible. It’s not just a room; it’s a full, luxurious living space with top-tier amenities that truly stand out even in a city known for its high-end options. I’ll admit, I was nervous after reading some of the reviews—but don’t let them scare you off. This isn’t a hotel; it’s a sophisticated private condo with high standards. If you’re planning loud parties or leaving a mess, this isn’t your spot. But if you appreciate elegance, cleanliness, and thoughtful hospitality, you’ll love it. James, Jim, and Jeri-Lou were exceptional—straightforward, helpful, and deeply committed to maintaining their property at the highest level. You can tell they care about the building and their guests. The space is massive, and the rooftop deck? Unbelievable. Wake up early around 4:45 or 5 AM, grab a coffee, step outside, and watch the sunrise over the city—there’s nothing like it anywhere else. Every detail is thoughtfully designed. Fully equipped kitchen, premium linens, smart tech, everything you could want. No missing essentials. Honestly, I already can’t wait to come back to Chicago just to stay here again. Huge thanks to Jeri-Lou and the team for making our trip so seamless and memorable. This is more than a rental—it’s an experience.
Hotel Lincoln
Staying at Hotel Lincoln was an absolute delight. The lake-view room offered breathtaking views of the water—just opening the curtains in the morning felt like a little escape. Right outside the hotel, a short walk across the street leads straight to Lincoln Park and the Museum of History, making it incredibly convenient for exploring without needing transportation. The neighborhood is quiet yet vibrant, with plenty of dining options nearby. The location, comfort, and overall experience made this stay unforgettable. Highly recommend this gem in Chicago.
Ray's Bucktown Bed and Breakfast
This place was once Ray's professional photography studio, and as a fellow photographer, I really appreciated the connection. Talking with Ray about birds and his travels was one of the highlights of my stay. The indoor parking was a huge plus—no more worrying about weather or finding a spot. Breakfasts were generous and delicious, and the staff went out of their way to explain all the amenities in the building. There are plenty of fun games for kids, making it a great choice if you're traveling with family. The whole experience felt warm and personal—like staying at a friend’s home. I loved every moment, and I’d definitely come back whenever I visit Chicago again.
Villa d' Citta
Absolutely fantastic stay at Villa d'Citta! The location is perfect—nestled in a charming neighborhood of Chicago, just a short walk or transit ride from the city’s main attractions. While parking nearby can be tricky, we found a spot after a bit of patience, and overall, we were lucky to stay close to the hotel. The building itself is beautifully designed with a rustic-chic aesthetic that feels both warm and sophisticated. When we first arrived, we were surprised not to find a private bathroom inside our room—but upon contacting the host, we learned it was actually located on the hallway level, spacious and clean. The room itself was cozy and comfortable, with a great bed that made for a restful night’s sleep. Breakfast was outstanding—freshly prepared each morning with homemade pastries, fresh fruit, coffee, and more. It felt like a personal touch, not just a standard offering. Everything about this place felt thoughtfully curated. Highly recommend Villa d'Citta for travelers who value charm, comfort, and authenticity in their Chicago experience.
Homewood Suites by Hilton Chicago West Loop Fulton Market Area
This place exceeded all my expectations! The location is perfect—right in the heart of Fulton Market, with easy access to downtown Chicago via public transit. The rooms are spacious, spotlessly clean, and thoughtfully designed with modern amenities that make you feel right at home. I wasn’t sure what to expect when I booked, but I’d stay here again in a heartbeat. From the welcoming staff to the quiet, comfortable atmosphere, every detail feels intentional. It’s rare to find such a great balance between comfort, convenience, and value. Highly recommend for anyone visiting Chicago—this is definitely a top choice.
Chicago Getaway Hostel
I couldn't have asked for a better stay! Chicago Getaway Hostel exceeded all my expectations. The staff were incredibly friendly and helpful from check-in to checkout—always smiling and ready to assist. The room was spotless, well-maintained, and cozy, with clean linens and a peaceful atmosphere perfect for a good night's sleep. Breakfast was a real highlight: fresh fruit, hot coffee, and a variety of options that made starting the day feel special. Located just steps away from public transit, getting around downtown Chicago was super easy. For the price, this place offers unbeatable value. I’ll definitely be back next time I visit Chicago!
Ruby Room
My stay at Ruby Room Hotel was absolutely delightful. The room was incredibly comfortable and quiet, making it the perfect retreat after a day of exploring Chicago. It's perfectly located just steps away from a wide variety of dining options—great for breakfast, dinner, or late-night snacks. I loved how convenient everything was, and the staff were friendly and helpful. This place truly makes your visit to Chicago feel seamless and enjoyable. I’d definitely come back.
Holiday Inn Express Chicago - Magnificent Mile
I can't recommend this Holiday Inn Express Chicago - Magnificent Mile enough. The location is unbeatable—right across from Trader Joe's, so grocery shopping is a breeze. It's just a 7-8 minute walk to Trump Tower, and less than 20 minutes to Millennium Park. From there, it's only a few more minutes to the shores of Lake Michigan—perfect for a relaxing evening stroll. The front desk staff were incredibly friendly and helpful. We arrived at 10 AM, and even though check-in wasn't available yet, they gladly stored our luggage at no extra cost. When we returned around 2:30 PM, we were told to wait about 25 minutes. But instead of leaving us waiting in limbo, the staff actually came to check on us—and discovered a room was already ready! They apologized and made sure we were taken care of right away. While the amenities aren't flashy, the rooms are clean, comfortable, and well-maintained. For the price and convenience, this place offers outstanding value. I’ll definitely be back if I ever visit Chicago again.
Other Destinations You Might Like
Explore more amazing destinations