The best boutique hotels in Chicago, Illinois offer design-led stays to enhance your travels
Colour, comfort, and a glimpse into the city's past.
America’s biggest cities have no shortage of impeccably designed hotels. From vibrant and colorful stays in Los Angeles, chic and modern high-rises in New York City, to beachside cabanas in Miami, you’ll find artful accommodations to suit every style. Chicago may be known as America’s second city, but take our word for it: it’s second to none when it comes to architecture and design. Here are our picks for the best boutique hotels in Chicago.
The very best boutique hotels in Chicago
1. Chicago Athletic Association Hotel
Staying at the Chicago Athletic Association Hotel is a one-of-a-kind experience that combines historic charm with modern amenities. From the moment you enter the grand lobby, you’ll be transported back to the building’s original purpose as an exclusive athletic club in the early 1900s. The rooms are elegantly designed, with retro-chic furnishings and a few even offering stunning views of the famous Millennium Park.
The property boasts several award-winning restaurants and bars on-site, including the Cherry Circle Room, Cindy’s Rooftop, and The Milk Room – an eight-seater micro bar serving rare, vintage spirits.
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2. The Guesthouse Hotel
Nestled in the charming neighbourhood of Andersonville, surrounded by Vintage stores and trendy eateries, The Guesthouse Hotel gives you a chance to live like a local in Chicago. Rooms here are spacious and come complete with kitchens, living rooms, and expansive closets for longer stays.
One of our favourite parts of the property is the rooftop terrace, where you can take in views of the city while enjoying a drink or two. Fitness fanatics will enjoy the gym facilities which include a Peloton bike. You’ll find the service here impeccable.
Read our full review of The Guesthouse Hotel.
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3. The Robey
When you want to stay outside the hustle and bustle of downtown but still be in the middle of outstanding shops and restaurants, head to The Robey in trendy Wicker Park for a sleek and contemporary experience that highlights fuss-free, industrial style. If you can, try to score a corner suite that affords you floor-to-ceiling windows with views of the neighbourhood.
If you meander to the 13th floor, you’ll stumble upon The Up Room, a gorgeous cocktail bar offering panoramic views, frequented by hotel guests and Chicago locals alike. Meanwhile, Cafe Robey serves up seasonal comfort food by Chef Michael Elliott’s, with mouthwatering options like Biscuits & Gravy and spicy Chilaquiles.
Find out more about The Robey
4. The Talbott
The Talbott is a sophisticated boutique hotel set in the scenic Gold Coast neighbourhood. Originally built in 1927, it underwent a $20 million renovation in 2017, when acclaimed designers combined its rich history with modern amenities. Artful and sophisticated details like plaster, milk-painted wood paneling, and terrazzo tiles seamlessly integrate European design details and make it a one-of-a-kind stay in the Windy City.
When hunger strikes, sink into luxury at the hotel’s fine dining restaurant, Talbott Cucina, which serves up classic American bistro fare with a Mediterranean twist.
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5. The Neighborhood Hotel – Lincoln Park
Perched in the heart of beautiful and bustling Lincoln Park, The Neighborhood Hotel features 14 large, stylish suites that come complete with fully equipped kitchens, washers/dryers, and thoughtfully chosen decor to make you feel right at home in one of the city’s most desirable neighbourhoods. This gem is the perfect home away from home for those who want to feel like a true Chicago local.
When you’re not cooking up a storm in your well-stocked kitchen, take a stroll to North Pond for a Michelin-starred feast complete with Lincoln Park views, or keep it casual at Pequods, known for some of Chicago’s greatest deep-dish pizza.
Find out more about The Neighborhood Hotel
6. Thompson Chicago
Thompson Chicago is a luxurious and sophisticated hotel tucked away in downtown Chicago’s exclusive Gold Coast neighbourhood. The sleek and modern design comes to life with rich, dark hues and high-end furnishings, while sunrise views over Lake Michigan make a stunning wake-up call.
Nico Osteria is the hotel’s on-site Italian restaurant, and is definitely worth a visit whether you’re a guest or not. If you prefer to head somewhere slightly further afield, take a wander through the neighbourhood and find yourself in good company, with some of the city’s most classic establishments, like Gibsons Bar and Steakhouse, at your doorstep.
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7. Freehand Chicago
The Freehand’s trendy and artistic vibe is evident from the moment you step inside, thanks to its eclectic decor and colourful murals. The rooms are cozy, budget-friendly, and stylish, with comfortable beds and a warm, vintage feel. Depending on your budget, you can opt for a chic but shared bunk-style room, or spring for an ultra-hip, two-bedroom Penthouse Suite.
One of the hotel’s standout features is the Broken Shaker bar, known for its creative cocktails and lively atmosphere. The hotel also offers a communal kitchen, perfect for preparing a quick meal or snack.
Find out more about Freehand Chicago
8. Sophy Hotel
Those after a sophisticated experience will feel right at home at Sophy, a 98-room boutique hotel in the heart of beautiful Hyde Park. Rooms are colorful and bold yet undeniably elegant, and even their standard-sized rooms come with a cozy loveseat, ottoman, full-sized wardrobe, and a modern walk-in shower.
The on-site Mesler restaurant offers an inventive menu of New American cuisine, and the bar serves craft cocktails and an impressive selection of wines. You’ll also be a stone’s throw away from Virtue, a James Beard award-winning restaurant featured previously on the Netflix series Somebody Feed Phil.
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9. The Hoxton Chicago
A stay at The Hoxton Chicago is stylish and comfortable, set in the heart of the hip and urban West Loop. Room sizes range from Snug, Cozy, and Roomy, but all are impeccably (if not minimally) designed and well-equipped for short and longer stays. Plus, you’ll find a nod to local artists woven throughout the hotel, including locally-sourced bath products.
The hotel’s dining options are exceptional. In the gorgeous lobby, you’ll find Cira, a Mediterranean-inspired restaurant and bar that’s perfect for catching up with friends or hunkering down with your laptop. For views and incredible cuisine, head to the rooftop restaurant, Cabra Chicago, which serves Peruvian dishes from highly-acclaimed Chicago chef Stephanie Izard. When you’re ready to wind down, the basement speakeasy, Lazy Bird, features live jazz music and a stellar cocktail menu.
Find out more about The Hoxton Chicago
10. Nobu Hotel Chicago
When you’re looking for unadulterated luxury, there’s no better option than Nobu Hotel Chicago. The hotel’s sleek and sophisticated design combines Japanese-inspired minimalism with modern elegance, creating a serene and peaceful atmosphere. The rooms are beautifully designed, with comfortable beds, luxurious linens, and high-end amenities, like your own Nespresso machine.
Of course, the hotel’s Nobu Restaurant offers world-class Japanese cuisine that can’t be missed. In addition, the rooftop restaurant offers a “cocktail-driven experience” with some of the city’s best views of the skyline. Should you find yourself jonesing for more variety, the location in the West Loop neighbourhood provides easy access to some of Chicago’s top restaurants.
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11. The Publishing House Bed & Breakfast
The Publishing House Bed & Breakfast in Chicago is a unique and charming accommodation option, located in the vibrant West Loop neighbourhood. The hotel is housed in a restored 110-year-old building that was formerly a publishing house, hence the name. You’ll find a beautiful blend of modern and vintage styles featuring exposed brick walls, original woodwork, and artfully collected decor. The rooms are spacious and quirky — the perfect respite for those looking for laidback luxury. You’ll also find a cozy communal area with a fireplace, perfect for relaxing after a long day of exploring the city.
The Publishing House also offers what some would consider one of the best breakfasts in the city, featuring locally-sourced ingredients available exclusively for guests. Head downstairs for an intimate dinner at the Press Room in the evening, which boasts a thoughtfully curated menu and an outstanding wine list.
Learn more about The Publishing House Bed & Breakfast
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