I’ve had the pleasure of exploring many cities across the world. Chicago, the Windy City, has always stood out for its amazing blend of culture, food, architecture, and energy. During my multiple visits to Chicago, I’ve stayed at a variety of accommodations—ranging from high-end luxury hotels to budget-friendly hostels. I’ll guide you through the best hotels and hostels in the city, helping you find the perfect place to stay depending on your budget and preferences. Whether you’re looking for a luxurious experience or something more affordable, there’s something for everyone in Chicago.
1. The Langham, Chicago (Luxury Option)
I’ll start with one of the most luxurious hotels I’ve stayed in: The Langham, Chicago. This hotel is located in the heart of Chicago’s downtown and is a true gem when it comes to opulent accommodations. The Langham is a five-star hotel that combines classic luxury with modern amenities. It’s housed in a beautiful landmark building and is just a short walk from popular attractions like Millennium Park, the Art Institute of Chicago, and the Chicago Riverwalk.
Booking and Advantages
Booking a stay at The Langham is straightforward through its official website or popular booking platforms like Booking.com and Expedia. While the price can be steep—starting at around $400 per night for a standard room—the experience is absolutely worth it if you’re looking to splurge. I found that booking directly through the hotel’s website offered some exclusive perks, such as free room upgrades and early check-in/late check-out.
Hotel Review
The room I stayed in was spacious and elegantly decorated, with floor-to-ceiling windows offering incredible views of the Chicago River and skyline. The bed was incredibly comfortable, and the bathroom had a luxurious marble finish with a soaking tub and rain shower. One of the standout features for me was the attention to detail—everything from the soft linens to the high-quality toiletries felt designed to pamper.
The hotel also boasts a world-class spa, and I highly recommend booking a treatment. After a long day of sightseeing, I indulged in a relaxing massage that left me feeling completely rejuvenated. There’s also an indoor pool and a state-of-the-art fitness center, making it easy to unwind or stay active.
Facilities and Services
- Dining: The hotel has a sophisticated restaurant, Travelle Kitchen + Bar, which serves creative American cuisine. They offer breakfast, lunch, and dinner, with an impressive selection of wines and cocktails. The atmosphere is chic, and the service is impeccable.
- Services: The Langham is known for its exceptional service. The staff is attentive, friendly, and goes above and beyond to make your stay memorable. There’s also a concierge available to assist with booking tickets, tours, and recommendations.
- Location: As mentioned, the Langham is ideally located near the Chicago River, and it’s within walking distance to many major attractions. If you’re in the city for sightseeing, you’ll love the fact that you’re just a stone’s throw away from the Magnificent Mile, the Chicago Theatre, and the Navy Pier.
Overall Experience
My stay at The Langham was nothing short of spectacular. The combination of elegant design, top-notch service, and prime location made it the perfect base for exploring Chicago. Though it’s a luxury hotel, it’s also a peaceful retreat from the city’s hustle and bustle. If you have the budget to stay in style and comfort, this hotel is an absolute must.
2. The Peninsula Chicago (Another Luxury Option)
If you’re seeking another luxurious option in Chicago, I highly recommend The Peninsula Chicago. This five-star hotel is known for its exceptional service, high-end amenities, and central location in the heart of the Gold Coast neighborhood.
Highlights
- Location: The Peninsula Chicago is ideally located near luxury shopping on the Magnificent Mile, and it’s also a short walk to Navy Pier, the John Hancock Center, and Millennium Park.
- Dining: The hotel offers world-class dining options, including The Lobby, a space renowned for its Afternoon Tea service, and Shanghai Terrace, which offers delicious Chinese cuisine.
- Facilities: With an indoor pool, state-of-the-art fitness center, and rejuvenating spa, The Peninsula is the perfect place for relaxation after a busy day in the city.
3. The Robey (Boutique Hotel in Wicker Park)
For those who prefer a more unique and trendy experience, The Robey is a chic boutique hotel located in the vibrant Wicker Park neighborhood. This hotel is housed in a 1920s Art Deco building and features a blend of contemporary design and retro flair.
Highlights
- Location: Wicker Park is an up-and-coming area that’s known for its hip bars, restaurants, and art scene. It’s also just a short subway ride from downtown, making it an excellent choice for visitors who want to explore a less touristy side of Chicago.
- Facilities: The rooftop bar offers stunning panoramic views of the city skyline, and the rooms are stylish and comfortable. The Robey has a laid-back yet sophisticated vibe, making it ideal for younger travelers or anyone looking for something a little more offbeat.
4. Freehand Chicago (Budget-Friendly Option)
If you’re traveling on a budget but still want a stylish place to stay, I’d recommend Freehand Chicago. It’s a boutique hostel that offers private rooms as well as dormitory-style accommodations. Located in the River North neighborhood, Freehand provides a fun and social atmosphere with a hip, artsy aesthetic.
Highlights
- Location: Freehand Chicago is located near the Magnificent Mile and is walking distance to many restaurants, bars, and attractions like the Chicago Riverwalk and the Museum of Contemporary Art.
- Services: The hostel has a cool café, The Broken Shaker, that serves craft cocktails and light bites. It’s an excellent place to meet fellow travelers or relax after a day of sightseeing.
- Affordable Options: Dormitory beds start at around $40 per night, while private rooms start at $120 per night. It’s an affordable and stylish option for travelers who want to stay in the city center without breaking the bank.
5. HI Chicago Hostel (Affordable and Convenient)
Another budget-friendly option is HI Chicago Hostel, one of the most well-known hostels in the city. Located just a few blocks from Millennium Park and the Art Institute of Chicago, HI Chicago is perfect for backpackers or anyone looking for an affordable, clean, and centrally located place to stay.
Highlights
- Location: The hostel is situated in a prime location in the Loop, which makes it easy to explore downtown Chicago on foot.
- Facilities: Free Wi-Fi, daily events, a fully equipped kitchen, and a lounge area make this hostel a great place to meet people and make the most of your stay in Chicago.
- Affordability: Rates start at around $30 per night for dormitory-style beds, making it an excellent choice for budget-conscious travelers.
6. The Drake Hotel (Historic Luxury)
For those seeking a more traditional luxury experience with historical significance, The Drake Hotel is an iconic option in Chicago. Opened in 1920, The Drake is known for its classic elegance and proximity to Oak Street Beach, the Magnificent Mile, and nearby luxury shopping.
Highlights
- Location: Situated on the lakefront, The Drake offers fantastic views of Lake Michigan, as well as easy access to Chicago’s famous shopping and dining districts.
- Facilities: The hotel features several fine-dining restaurants, an upscale bar, and even a well-regarded spa. The rooms are spacious and elegantly appointed.
- History: Staying here gives you a taste of old-world charm, and the Drake is often frequented by celebrities and dignitaries.
No matter what type of traveler you are, Chicago has an abundance of accommodation options that can cater to your needs. From the luxurious Langham and Peninsula hotels to more budget-friendly options like Freehand and HI Chicago Hostel, you’ll find a place to stay that suits your budget and style.
I personally loved my stay at The Langham Chicago for its prime location, exceptional service, and luxurious amenities. However, I also understand the appeal of a more affordable experience, like Freehand or HI Chicago Hostel, where you can still enjoy the city without overspending.
When planning your trip to Chicago, I recommend using popular booking platforms like Booking.com, Expedia, and Hotels.com to find the best deals. You can also visit the hotel’s website directly to secure additional perks like free breakfast or discounted room upgrades. No matter where you stay, Chicago will undoubtedly provide an unforgettable experience!
