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Raffaello Hotel - Chicago Hotels
Rating: 4.0 Stars
$126

Raffaello Hotel

201 E Delaware Pl, Chicago - Map
 
 
"Night in Chicago"
Very nice older and rustic hotel. The staff was very nice and helpful. The beds were very comfortable and extremely quiet. The elevators were very small but that feature added to the rustic feel. We would stay there again
Traveller from colorado springs
Located on Chicago's fabled Gold Coast, this boutique hotel is adjacent to the John Hancock Tower, steps from stylish shops …More
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$395

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago - Map
 
 
Room was not ready upon arrival/check in and for the price per night it should have been.
A Traveller
This family-friendly Chicago hotel is within a 5-minute walk of Wrigley Building and Tribune Tower. Millennium Park and Ford …More
MileNorth Hotel - Chicago Hotels
Rating: 4.0 Stars

MileNorth Hotel

166 E Superior Street, Chicago - Map
 
 
"Great location but hotel itself needs improvement"
Great location, walking distance to Michigan Ave, various bus and L stops. Clean, and staff was very helpful. Doormen were super friendly! However, for downtown Chicago and the price you pay, Mile North should make several improvements. We had multiple issues with our keycards. (They still use the older version of magnetic, inserting cards) We had a "suite" and the bed was a very uncomfortable, double (not even queen!) sized bed. Bathroom had no fan and no towel racks or robe hooks (other than inside the shower). Sink was inside the room with toilet and shower, making it difficult for a family of four to all get ready at once. We did not bring a car, but be aware that the parking was $62 PER DAY! Wifi is additional EVEN IN THE LOBBY. They will also automatically charge you a ridiculous "resort fee" for fitness center (which we never used) and a "business center". (which was 2 iMacs in the middle of the lobby) Plan on paying additional for breakfast, too. The hotel boasts of a rooftop with spectacular views, however they do not allow access before 5pm and no one under 21. We asked if we could just take our kids up just for a few minutes during the day or before they opened as a bar and were told no, which was surprising. The lobby bar closed at 10:30pm even on weekends (never stayed at a hotel which the bar closed that early) and the rooftop bar had private events 2 out of 3 nights we were there. If one wanted a late-night drink, you'd be out of luck.
Traveller from St. Louis, MO
Situated in Chicago, this boutique hotel is steps from Northwestern Memorial Hospital and Chicago Water Tower. John Hancock …More
The Langham, Chicago - Chicago Hotels
Rating: 5.0 Stars

The Langham, Chicago

330 North Wabash, Chicago - Map
 
 
"Excellent customer service"
Celebrated my 30th here. Christopher Dean made our stay super special. Upgraded our room and gave us two birthday drinks! Room was clean and the view was spectacular. No complaints. Perfect location. Ended the night at the bar where we were greeted with friendliness. Won't stay anywhere else.
A Traveller
Located in the heart of Chicago, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford …More
Loews Chicago Hotel - Chicago Hotels
Rating: 4.5 Stars

Loews Chicago Hotel

455 North Park Drive, Chicago - Map
 
 
"In Chicago for the American Public Health Associat"
This is an excellent hotel in all respects, the staff are super friendly, the room is wonderfully clean, spacious, and quiet, and the hotel is a 7 minute walk from Michigan Ave. I highly recommend it!
Traveller from San Francisco
Located in the heart of Chicago, this luxury hotel is within a 10-minute walk of Tribune Tower and Wrigley Building. Chicago …More
Ramada Plaza Chicago North Shore - Wheeling Hotels
Rating: 2.5 Stars

Ramada Plaza Chicago North Shore

1090 South Milwaukee Avenue, Wheeling - Map
 
 
3.2 out of 5 (538 reviews)
Situated in Wheeling, this hotel is within 3 mi (5 km) of River Trail Nature Center, Heritage Park, and Grove National …More
Club Quarters Hotel, Central Loop - Chicago Hotels
Rating: 4.0 Stars

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago - Map
 
 
"Pleasant and comfortable"
This was a convenient place from where to explore the city both for both work and play. Loved being able to walk to Union Station and to Millennium Park, the Art Institute and to see a variety of fabulous architecture.
A Traveller
Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony …More
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
$152

Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
"Nice location"
The hotel is very clean and modern. The rooms are very small, but overall it's a great hotel for the price.
A Traveller
Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab …More
PUBLIC Chicago - Chicago Hotels
Rating: 4.0 Stars

PUBLIC Chicago

1301 N State Pkwy, Chicago - Map
 
 
"Nice, Quiet and convenient"
Hotel was very clean and quiet. I will try to stay at the Public Chicago on my next stay if I am able.
A Traveller
PUBLIC Chicago is 2 blocks from Lake Michigan beaches, 3 blocks from Rush Street restaurants and nightlife, and a half-mile …More
The James Chicago - Chicago Hotels
Rating: 4.5 Stars

The James Chicago

55 East Ontario Street, Chicago - Map
 
 
"Nice Hotel in the Heart of River North"
At first our check in was delayed because our room wasn't ready at 5 PM. I spoke to the front desk about the need to get ready for our dinner reservations at 630. They were very accommodating by giving us a free room upgrade and a discount at the the Primehouse restaurant on site (which I would also recommend when you visit). The studio suite was spacious and comfortable for the wife and I. Beautiful bathrooms with robes. This hotel is just off Michigan Avenue so very close to shopping and the Chicago River. I look forward to staying here once again when we return to Chicago.
Traveller from New York
Right on Magnificent Mile, The James Chicago puts guests in the middle of Chicago's famed shopping district filled with …More

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    Chicago Hotel & Travel Guide

    As Nelson Algren once famously penned, “Chicago is an October sort of city even in spring.” While we’d be delighted to tell you that the Windy City boasts golden and rust-colored foliage year-round, it’d be more accurate to assume Algren was writing about the feeling the city gives you while walking out of the many Chicago hotels. Although you’ll feel small when walking in the shadow of the Willis Tower and while gazing at the behemoth cats inside the Lincoln Park Zoo, the city emanates a warmness that will make you feel like you’ve been there your whole life—especially through the many autumns of your life. Cozy up inside one of the best places to stay in Chicago and let the city’s welcome soak in as you gaze out over the skyline.

    Things to do in Chicago

    If you decide to stay at one of the hotels near O’Hare Airport, head downtown and let yourself wander aimlessly through the city; steely skyscrapers rise up all around you, but your feet will eventually carry you to Navy Pier. From the unique position of the pier, you can look back at the city and get a sense of its grandeur. A quick ride on the Navy Pier Ferris wheel will leave you feeling infatuated with the Windy City and its scenic views of Lake Michigan. Afterward, bid the choppy slate-colored waters adieu and head toward the Magnificent Mile. You’ll try your darndest to take it all in, but with sparkling lights announcing the names of department stores, artisan boutiques, art galleries, and quaint cafes, you’ll need more than a magnificent minute to explore all the shopping and entertainment the area has to offer.

    You return shopping bags stuffed to the brim to your Chicago lodging but are still itching to explore the Midwestern city. Set out from a boutique hotels in Chicago to see one of the most iconic spots in the city—Wrigley Field. Home to the Chicago Cubs, the stadium has seen more than its fair share of victories, losses, and die-hard fans pass through its hallowed halls. The crowd’s heartfelt cheers will have you sitting on the edge of your seat as men in white, blue, and red take to the mound to instill a bit of hometown pride. And while you might be tempted to load up on traditional baseball fare, such as a piping hot Chicago dog, you’re better off waiting until you exit the stadium to enjoy a Midwestern feast.

    Eating and Drinking

    The city is teeming with diverse culinary options to explore. But first things first, you need to try the dish that has become iconic in this region of the United States—the deep dish, that is. As you sit down at an unassuming pizza joint and admire its classic red cups, you overhear a local speaking to another diner. “I only eat here when I’m showing tourists around, real Chicagoans don’t eat deep-dish on the regular.” You laugh as the waiter nudges you and whispers, “He’s in here every week.” The dish might be carb-centric, but you find that locals and tourists alike are drawn to the doughy haven known as deep-dish pizza. Your mouth will be watering as you prepare yourself to take a bite of the flaky, buttery pizza crust cooked in a deep pan, topped with crumbling seasoned sausage, a mountain of gooey cheese, and homemade tomato sauce—an Italian cherry on top.

    You’re not sure you can eat anymore, but as you walk through Chicago’s various neighborhoods, you feel yourself salivating once again. In Chinatown, your nostrils are accosted by the sweet and spicy smells of roast duck hanging in charming windows, while in Pilsen, you can’t help but guffaw over the array of Mexican eateries that call out to you with their colorful store fronts and promises of homemade tortillas. You decide to grab dinner in the West Loop; a decision your future self will thank you for. Known to be the neighborhood with the most contemporary restaurants, there’s always something new and delicious to sink your teeth into in the West Loop. Whether you’re looking for artisan charcuterie boards paired with a nice glass of red wine, comforting sauce-laden French food, or a cheeseburger that feels less dirty diner and more upscale American, you’ve come to the right place.

    Green Spaces Galore

    Arguably, once you’ve finished sampling the best cuisine the city has to offer, you’ll want to walk it off. Millennium Park presents the ideal space for an after-dinner stroll before heading back to your hotel in Chicago. Not only does the expansive 25-acre space offer numerous lawns where you can walk, sit, watch the clouds roll in, and lazily lay to read your favorite book, but numerous public art installations as well.

    You’ll want to fetch your camera from inside your leather satchel as you walk about Millennium Park. The most iconic art piece at the heart of the park is Cloud Gate, better known to locals as The Bean. The massive stainless steel installation is representative of the city as a whole, though it might be gray and steely, it attracts thousands of visitors and has drawn admiration from locals and tourists alike.

    Day Trips from Chicago

    Now that you’ve figured out what to eat and where to stay in Chicago, you’re curious as to what other Midwestern treasures are in your midst. Rent a car and drive 148 miles northwest to Madison, Wisconsin. This charming city is oozing with personality, as well as its fair share of cheese curds and craft beer. Whether you spend your day out of Chi-town sampling the best brews the lakeside city has to offer or attending a live performance at the oldest venue in the city, Majestic Theatre, you’ll find you almost don’t want to leave. But the intoxicating promises of Chicago improv theatre and deep-dish pizza will have you returning to Illinois by the end of the evening.

    That Toddlin’ Town

    There are so many things to do in Chicago that you’ll need more than a few days there to soak in all the city has to offer. Reserve cheap hotels in Chicago with Travelocity today and prepare to experience the city of eternal Octobers—any time of year.

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