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Hotels for Trendsters in Chicago 

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  • 1
    MileNorth

    MileNorth

    Class:
    4.5
    9 reviews

    Mile North hotel in Chicago, has a really beautiful rooftop bar which over looks the magnificent mile! Not so much for families it's more of a luxury drinks place that serves some food.

    Popular withTrendstersLocalAdventure
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  • 2
    theWit, a Doubletree Hotel

    theWit, a Doubletree Hotel

    Class:
    5
    14 reviews

    This boutique hotel has a popular rooftop bar as well, perfect for summer evenings and weekend afternoons.

    Popular withTrendstersLGBTNightlife
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  • 3
    Hotel Felix

    Hotel Felix

    Class:
    4.5
    7 reviews
    Fair - 74% of guests recommend

    Walking in from the busy streets of Chicago, you'll feel instantly at ease upon entering the Hotel Felix. Running water flows in a small fountain while a large fireplace warms the lobby area, creating a calm and soothing energy that you don't even have to visit the hotel's in-house spa to feel. From the retro-looking Hotel Felix sign on the ...

    Popular withTrendstersDesignGreen
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  • 4
    Trump International Hotel & Tower Chicago

    Trump International Hotel & Tower Chicago

    Class:
    4.5
    22 reviews
    Excellent! - 94% of guests recommend

    This hotel is a MUST if visiting Chicago. Even if you don't spend the night, be sure to grab a delicious cocktail on the outdoor patio for unmatched views of the city!

    Popular withLuxuryTrendstersDesign
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  • 5
    Radisson Blu Aqua Hotel Chicago

    Radisson Blu Aqua Hotel Chicago

    4
    7 reviews
    Excellent! - 91% of guests recommend

    Purely from an architectural standpoint, this hotel is a treat to look upon. Designed by Chicago’s renowned Studio Gang architects, the Aqua building that houses Radisson Blu features a wave-like exterior that captures the spirit of the open seas. Inside, the hotel looks nearly as enchanting, treating visitors to a feast of design and luxury. A sparkling lobby surrounds guests ...

    Popular withTrendstersBusinessLuxury
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  • 6
    Waldorf Astoria Chicago

    Waldorf Astoria Chicago

    Class:
    4.5
    9 reviews
    Excellent! - 92% of guests recommend

    The staff... impeccable. The grounds... luxe. The rooms... comfortable and posh. It was worth every damn penny spent!!! Seriously, it truly was amazing.

    Popular withLuxuryTrendstersDesign
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  • 7
    Hotel Allegro Chicago - a Kimpton Hotel

    Hotel Allegro Chicago - a Kimpton Hotel

    Class:
    4
    7 reviews
    Very Good! - 82% of guests recommend

    Put on your leopard print bathrobe and unleash your inner sex kitten at the Hotel Allegro Chicago. Seriously, there's leopard print bathrobes in the closet! Awesome. Next, head out in the North Loop neighborhood to check out a show in the theatre district and do some shopping along the Magnificent Mile.

    Popular withGreenLuxuryTrendsters
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  • 8
    Hotel Lincoln, a Joie de Vivre Hotel

    Hotel Lincoln, a Joie de Vivre Hotel

    Class:
    4.5
    7 reviews

    Considering its size and location, it’s surprising that Hotel Lincoln still feels like a boutique hotel. Its amenities rival that of downtown hotels, but I thought this spot felt pretty bustle-free. There’s a downstairs café, and visitors can enjoy elegant dining inside the building at Perennial Virant. In the warmer months, the J. Parker rooftop lounge offers fancy cocktails and ...

    Popular withStudentsTrendstersOutdoor
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  • 9
    Hampton Inn Majestic Chicago

    Hampton Inn Majestic Chicago

    Class:
    4.5
    6 reviews
    Excellent! - 91% of guests recommend

    Located in the Majestic Building, this hotel is beautiful from the inside out. Framed playbills and Broadway scenes line the lobby and breakfast area walls to celebrate the hotel's shared habitation with Chicago's Bank of America Theatre. From the valet parking workers to the sales representatives, everyone at the hotel was incredibly welcoming and made sure to greet me with ...

    Popular withDesignBudgetTrendsters
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  • 10
    Hampton Inn and Suites Chicago - Downtown

    Hampton Inn and Suites Chicago - Downtown

    Class:
    4.5
    4 reviews
    Excellent! - 89% of guests recommend

    Soft, tranquil music and a large floral backdrop made me feel instantaneously calm as I walked into the Hampton Inn and Suites. Yellow and gray decor throughout the lobby also had a warming affect while chrome silver accents kept it feeling modern. The rooms were open and airy and I loved how the pale green walls almost looked like they ...

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  • 11
    ACME Hotel Company

    ACME Hotel Company

    4.5
    3 reviews
    Excellent! - 89% of guests recommend

    This is definitely one of the most distinct hotels that I’ve been to. First off, it has an awesome bar called the Berkshire Room, which has a fantastic layout. It really captures your attention as you walk in and the space swallows you up. At the bar, you can get customized drinks by merely telling the bartender what type of ...

    Popular withTrendstersNightlifeDesign
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  • 12
    Fairfield Inn & Suites Chicago Downtown

    Fairfield Inn & Suites Chicago Downtown

    Class:
    4
    8 reviews
    Excellent! - 85% of guests recommend

    I really loved everything about this hotel. The exterior is lush with trees that pop against the building's red and brown bricks. The lobby area was unlike anything I'd ever seen with green, glowing lights casting a green tint across the white walls and floor-to-ceiling curtains. Old-fashioned chairs are given a modern makeover in cool blue and navy while the ...

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  • 13
    W Chicago Lakeshore

    W Chicago Lakeshore

    Class:
    4
    14 reviews

    A very hip and modern hotel overlooking Lake Michigan. The lobby at night turns into a swanky nightclub. I absolutely love the decor!

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  • 14
    The Drake

    The Drake

    Class:
    4.5
    18 reviews
    Excellent! - 86% of guests recommend

    I have never stayed at the Drake, however I have ate New Year's Day brunch there. It was fantastic and the ambiance at the hotel only added to the experience.

    Popular withHistoryLuxuryTrendsters
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  • 15
    Chicago South Loop Hotel

    Chicago South Loop Hotel

    Class:
    4
    3 reviews
    Good! - 76% of guests recommend

    Walking into the sunny and spacious lobby of the South Loop Hotel, I was greeted by two handsome bellmen dressed in dapper suits and ties. They were extremely attentive and friendly. Unlike many of the historic hotels in the city, the South Loop Hotel was built only four years ago and the modern, upscale atmosphere definitely reflects that. The beds ...

    Popular withTrendstersBudgetLuxury
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  • 16
    SpringHill Suites Chicago Downtown / River North

    SpringHill Suites Chicago Downtown / River North

    4
    5 reviews
    Excellent! - 86% of guests recommend

    I really loved the fresh feel of this hotel, particularly the bright turquoise, green and magenta furniture and decor throughout the lobby and the rooms. It kept it feeling hip and modern, especially in comparison to the more classic feel of the adjoining Residence Inn. A floor-to-ceiling, open-backed desk separated the small living space from the bedroom area and bathroom, ...

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  • 17
    Marriott Chicago Downtown Magnificent Mile

    Marriott Chicago Downtown Magnificent Mile

    Class:
    4
    8 reviews
    Good! - 79% of guests recommend

    If you are looking for a place to stay that is within walking distance from prestige retail stores, trendy restaurants, and vibrant nightlife then this hotel is for you. This Marriott hotel offers its usual luxurious amenities and is located in the heart of the Magnificent Mile.

    Popular withBusinessLocalTrendsters
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  • 18
    The James Chicago - Magnificent Mile

    The James Chicago - Magnificent Mile

    Class:
    5
    13 reviews
    Excellent! - 90% of guests recommend

    The James serves up modern luxury with all the amenities. Rooms are spacious (by downtown hotel standards), with city views and complimentary WiFi. The hotel is also home to David Burke's Primehouse, named the city's best steakhouse by Chicago Magazine. For smaller bites, head to the newly opened Burke's Bacon Bar, which serves up pork-centric sandwiches. For late night sips, ...

    Popular withLuxuryTrendsters
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  • 19
    Park Hyatt Chicago

    Park Hyatt Chicago

    Class:
    4.5
    11 reviews
    Excellent! - 94% of guests recommend

    Great property all around. I'd add this to the Trump as my other favorite hotel in Chicago. Exceptional design, comfortable rooms, and excellent F&B. What really stood out for me is the service level. The staff are warm and attentive and it feels like they really care about guests in a very unpretentious and genuine way. This is a true ...

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  • 20
    Raffaello Chicago

    Raffaello Chicago

    Class:
    5
    6 reviews
    Very Good! - 82% of guests recommend

    Location, amenities, and a killer bar—the Raffaello has it all. This place drips with luxury, from the grand red brick building to the marble lobby to the in-room personal shoeshine machines. And even though the hotel is located literally next door to the John Hancock Center and the Mag Mile, the truth is you don't even need to leave the ...

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