The Guesthouse Hotel A Chic Apartment Hotel And An Awesome Place To Stay In Chicago
The Guesthouse Hotelpens itself as a luxury home away from home, offering affordable, comfortable accommodation in the Lincoln Park neighborhood of the city. Stop outside this highly rated hip Chicago hotel and you can explore the upscale stores on central Armitage Avenue, or the cafés, restaurants, and sweet shops of Clark Street and the historic
Andersonville neighborhood. The Guesthouse offers one, two, and three bedrooms suites that easily offer the same size accommodation as many city apartments do, and are all beautifully appointed throughout with granite kitchens, private balconies, or patios with gas grills, and some have soaking tubs.
With chic, modern contemporary decor, and long stays available, The Guesthouse really does offer visitors to the city the perfect crash pad no matter how long they intend to stay. Opt for a penthouse suite if you can as they come with a private rooftop deck offering truly gorgeous skyline views!
- To book, check prices or availability for The Guesthouse Hotel
Dont Forget Your Chicago Travel Insurance
Hey, I know, paying for insurance is no fun. But neither is paying medical bills.
Trust me, you dont want to know what that experience is like in the USA. Just get insured.
Its good to get lost sometimes, but its also good not to get too lost. There are people that want you home in one piece.
Theres one travel insurance provider The Broke Backpacker trusts for all his wildest shenanigans World Nomads!
And then let the shenanigans begin.
Where To Stay In Chicago Neighborhoods & Area Guide
Chicago, the most populated city in the state of Illinois and the Midwestern United States and the third most populated city in the US, is nestled along the Great Lakes shoreline. Well-recognized for its vibrant city life, music scene , shopping avenue, futuristic architecture, miles of sandy beaches, highly-distinguished colleges and universities, and prominent cultural attractions, Chicago has a gorgeous skyline that floats impressively over the banks of Lake Michigan.
A victim of a huge fire in 1871 that almost destroyed the entire city, Chicago is also known as the Second City for it literally is the second and improved version of the original metropolitan. Chicago is also known for literature. In fact, there are numerous world-renowned creative representations about this unprecedented city, including Karen Abbotts Sin in the Second City, Theodore Dreisers Sister Carrie, and Carl Sandburgs Chicago Poems.
Here is a fun fact Most of us may know Chicago as the Windy City, however, in reality, it doesnt even count in the list of Americas top windy cities.
Let us now explore some of the hippest neighborhoods in the metropolitan to help you decide where to stay in Chicago during your next visit.
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Lincoln Park Good Area For Families
Located on the North Lakeside, Lincoln Park is the largest park in Chicago, and further boasts one of the citys most affluent neighborhoods. Warmer seasons make for ideal beach-going, while the Lincoln Park Conservatory lets guests explore a paradise of tropical flora & fauna.
The Lincoln Park zoo is a crowd-pleaser for all ages, and the Chicago History Museum offers visitors a special treat in the form of a giant, climbable Chicago-style hot dog.
The Steppenwolf Theater Company, where award-winning stars such as John Malkovich and Gary Sinise honed their acting skills, is still up and running, while the lesser-known but equally worthwhile Theatre on the Lake has its own ongoing roster of shows and events.
And of course, an afternoon in Lincoln Park is its own main attraction, with the parks lily pond, pavilion, and sprawling green making it the perfect picnic site.
BEST PLACES TO STAY IN LINCOLN PARK
Romantic Vacation Rentals In Chicago
Chicago offers the perfect setting for a couples retreat. Romantic vacation homes can be found near places like the Lincoln Park Conservatory, a domed garden space with vibrant wildflowers and exotic plants, and the Chicago Theatre, a baroque-style auditorium with national musical and comedy acts. The North Avenue Beach, a popular lakeside beach with dining and shopping, is also great for couples.
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Best Airbnb For Digital Nomads
- $
- 2 Guests
- Full kitchen
This sunny, artists loft is a dream come true for those living the digital nomad life. It looks like something out of a mood board, with dozens of stunning plants inside the apartment AND on the lovely outdoor deck. The property features a comfy king-sized bed with shared spaces, making this a social space perfect for connecting with other unique travelers.
The location is almost unmatched with plenty of delicious restaurants nearby, and the Chicago River and lakefront are both within walking distance too! Youll also have convenient access to public transport to get virtually anywhere you want to visit in Chicago. Dont miss out on a chill evening on the deck, a truly blissful space that couldnt possibly be more floral come summers!
The studio is also particularly art-based, so expect unique vibes and an absolutely perfect space for creation of any kind. Youre not going to find lighting like this in any other Chicago Airbnb! With a comfy queen-sized bed and a room filled with plenty of sunlight, youre staying in digital nomad heaven.
Private Room/bath Wicker Park Free Street Parking
It may not always be easy to find a cheap Airbnb in Chicago, but this private room is definitely an option thats great value. Situated in West Wicker Park, this area is just a couple of train stops to the restaurants and nightlife of Logan Square. Its also very easy to get the train into downtown Chicago or over to OHare International Airport.
In this Airbnb, youll be a guest of superhost Meta in her gorgeous home. Itll actually be hard to believe that you could stay in such a nice place for such a reasonable rate. But yes, staying here youll indeed have a private bedroom as well as a bathroom all to yourself. The room sleeps two people with a twin-size daybed, however a trundle bed can be added so that guests have separate beds. Both the bedroom and the bathroom have locks, ensuring your privacy.
Other than your personal space, guests also share access to the kitchen, living room, and back deck. The kitchen is fully-equipped allowing you to cook meals if you like. Over in the living room youll find a smart TV with cable and Netflix. Additional perks include Wi-Fi and free street parking.
No matter how long youre staying in the city, were sure that these Airbnbs in Chicago will only enhance your time there. Safe travels and enjoy The Windy City.
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Best Areas To Stay In Chicago Illinois
The Loop
Obviously being right in the center of things is the obvious choice, but in some cities, the center or downtown district is not the best place to be, However in Chicago it is pretty much the heart of the city and definitely one of the most popular spots with the most choice and a large number of chain hotels operating here. Its not the best location for restaurants and things to see and do, as its mainly a business area, but its close by to all the areas that are more tourist orientated.
Magnificent Mile
Just north of the Loop is what is known as the Magnificent Mile. This is Chicagos main shopping street and is lined with high-end luxury shops, restaurants, and night spots. Being right next to the loop, it is very central and is one of the most happening districts in the City. Upmarket Boutique hotels are the order of the day here.
River North
To the West of the Miricle Mile is River North. This is the Party District where people come to be seen. There are plenty of hotel options from budget to high-end luxury. Being right next to the Magnificent Mile and the Loop it is very well placed too. A great place to bag a bargain that is still right in the heart of it.
Gold Coast
Lincoln Park / Old Town
Where ever you choose to Stay you will need to get around town, Find out how in ourGetting Around Chicago Guide.
Amazing Luxury Airbnb In Chicago
- $$$
- Brick and Timber Styled Loft
- 2 Guests
- Washer & Dryer
This one bedroom and one bathroom apartment in the West Loop of Downtown Chicago is a dream. Its got a rustic vibe going on, with exposed brick walls and moody lighting, yet modern with its furnishings and tasteful touches. Its a 900 square foot traditional brick and timber loft that has all the amenities you could need. The washer and dryer make your stay in this Chicago Airbnb even easier. The minibar and Keurig machine are also great additions!
This big, open, stylish loft is the answer to all your Chicago travel problems.
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Choose The Right Time To Travel
Timing your visit to Chicago is everything. This is a popular tourist destination, and even more people visit during federal holidays and school breaks. It may be smart for you to try to schedule your visits around these times. See my full guide to the best time to visit Chicago for more info.
Also, unless you love cold weather, avoid Chicago during the winter Chicago winters are notoriously harsh!
No matter what season youre visiting, be sure to check out our Chicago essentials packing checklist to prepare for your trip!
Industrial Style Chicago Loft With Free Parking
While there may be many short term apartment rentals in Chicago, few offer visitors as much style and value as this loft. Located in the quiet, residential area of South Old Irving, this is one of the older neighborhoods of Chicago. This makes it quite a peaceful part of the city to stay in, while a quick trip on the train takes you to the restaurants and nightlife of Logan Square.
Recently renovated, this one bedroom loft bears a stylized industrial look to it, with exposed brick and a surprising art deco ceiling. In its separate bedroom there is a big king bed with a memory foam mattress, best suited to couples or those traveling solo. Then theres the spacious living area with an entertainment center on one end and a full kitchen on the other. Equipped with a stovetop, oven, microwave, and full-sized refrigerator, it has everything you need to cook for yourself.
Superhosts Dasha and Owen throw in a lot of nice touches to ensure you have a great stay. From self check-in to luggage storage and a free garage spot, they aim to make your experience as seamless as possible.
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Classic Chicago Greystone Apt
Feel like supporting a great cause through your choice of Airbnb in Chicago? Then stay at this private room in Uptown and the proceeds from your stay will go towards local neighborhood causes. Found right in the heart of the Uptown Entertainment District, youre in a great spot for exploring everything Uptown has to offer, from its food scene to live music. Plus, Wrigley Field is just three train stops away.
Inside an old Chicago greystone, this artists apartment belongs to superhost Oliver, who is renting out a private room that sleeps two. Throughout the apartment youll see an incredible range of contemporary artwork and carefully considered modern decor. Even your room has a rotating selection of artwork hanging over the full-sized bed.
Beyond the bedroom, guests have access to a shared bathroom and the kitchen area, which is fully stocked with local tea and coffee. But theres also Wi-Fi in the apartment and the possibility of watching cable TV and using Olivers laundry facilities. Really the biggest bonus though is experiencing Olivers hospitality and admiring all the artwork.
Best Hotel In Chicago: The Langham
The Langham is the best hotel in Chicago with its unbeatable downtown location and high-end luxuries. On-site youll find a spa, pool, and restaurant you can enjoy before or after embarking on your Chicago itinerary. The Langham will make you feel like royalty with its luxurious room design and stunning common spaces, and youll soon see why its the very best out of all Chicago hotels!
Chicago is the largest city in the Midwest and is a central hub for arts and entertainment, music, food, and culture. Its one of the best cities you can visit while exploring the USA, so as you can imagine, deciding where to stay can seem daunting at first. You want to get this right!
I get itnow lets begin with Chicagos most famous neighborhood: Downtown/The Loop. Located at the center of the city, this part of Chicago is bursting with history and culture, landmarks, restaurants, and bars. Youll also find iconic spaces like Grant Park which is perfect for a summer picnic. Keep in mind that the Chicago Loop is made up of several sections including the West Loop, where youll find some seriously delicious eats and admirable architecture.
North of Downtown are Streeterville and River North. Two of the citys trendiest neighborhoods, both are great spots for sampling infamous Chicago foods and enjoying exciting nights out on the town.
If youre still not sure where to stay in Chicago, fear not. Lets dive deep into each neighborhood!
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Gold Coast And Lincoln Park
The Gold Coast is an exclusive neighborhood in the northern parts of Chicago right next to Lake Michigan.
With its beautiful combination of modern highrise buildings and traditional stand-alone homes, The Gold Coast contributes a great deal to the citys skyline.
This affluent part of town is for the most part very calm and quiet and would, therefore, be perfect if you are looking to escape the hustle and noise of livelier Chicago districts.
A little further north you will find the Lincoln Park community.
Here, you will find the world-famous zoo with the same name, numerous galleries and a thriving food scene.
Regional Specialties In Chicago
Chicago has plenty of regional specialties derived from the citys working-class roots. In addition to the world-famous deep-dish pizza, popular dishes included thin-crust pizza, Chicago-style hot dogs, Italian beef sandwiches, the francheezie hot dog variation, and gyros. You can also find unique dishes from hidden gems in the city, all within reach of your vacation rental.
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The Publishing House Bed And Breakfast
Perhaps one of the most unique boutique hotels one can find in Chicago is The Publishing House Bed and Breakfast. This historic building was built in 1909 and once housed the Free Methodist Publishing House.
After 2017, this was reopened as bed and breakfast with its own distinctive charm.
· Amenities
The hosts are incredible cooks, and each guest is personally served a lavish breakfast to start their day.
· Accessibility
The Publishing House Bed and Breakfast lie outside the Loop, yet very close to the downtown area.
The neighborhood of this bed and breakfast is surrounded by bars and live music, restaurants, boutiques, and galleries. It is also located near top attractions like the Willis Tower and The Art Institute of Chicago.
If The Art Institute of Chicago is on your list, buy a skip-the-line ticket in advance to save time and money.
· Whats unique about The Publishing House Bed and Breakfast?
The owners of The Publishing House Bed and Breakfast took inspiration from the publishing history of the building.
They dedicated each room to 11 authors who have written books about Chicago, from Audrey Niffenegger to Upton Sinclair. As a result, each room has unique vintage décor and layouts.
A Romantic Getaway In The Heart Of Chicago
Dayuse offers you a selection of the best love hotels to take a break for a few hours with your loved one. A romantic journey in charming love hotels, with their rooms full of privacy, their spa that makes you forget all the problems and their chic but gourmet restaurants. Surprise your lover and break the routine by booking a few hours in these bubbles of pleasure, where love is the only thing that matters.
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Unique Places To Stay In Chicago Illinois
Categories Illinois
The Windy City has so much to offer when it comes to culture, arts, and recreation. It is one of the largest cities in the United States, but its not as fast-paced and crowded as New York City. Just as there are numerous places to visit in Chicago for those passing through, there are also several unique places to stay in Chicago for those who want to get the best of the city.
As travelers or visitors, we usually tend to gravitate to well-known places, especially when it comes to lodging options.
But if youre like us and want to have a unique adventure, why not book more interesting places? There are numerous hotels and accommodations in Chicago with rich history and gorgeous designs.
Let us give you a peek into some of the more unique places to stay in Chicago.
Stay In Unique Hotels In Chicago For An Experience To Remember
So you see, there are quite a number of interesting places to stay in Chicago. From budget to luxury, Chicago offers a wide range of hotels with unique qualities that would make your trip to the Windy City a memory you will never forget.
When choosing good places to stay in Chicago, always take into consideration the amenities, accessibility, and stand-out quality of the property.
We also recommend securing travel insurance before the actual trip. That way, you know you are protected financially if you ever encounter accidents or inconveniences in Chicago.
Are you ready to plan your Chicago trip? Start booking your flight and accommodation today!
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