The Best Chicago Staycations

June 5, 2023

The Best Chicago Staycations

An aerial view of the Chicago skyline featuring skyscrapers along the lakeshore during a colorful sunset.

Picture this: You've been putting in long and grueling hours at work and had what felt like the longest week of your life. You could really use a break but you don't have the luxury of taking an extended vacation due to time constraints, the logistics of planning or budget restrictions.


That's where a staycation can come into play – a chance to escape the monotony of everyday life while enjoying all that Chicago offers. From world-class museums and vibrant neighborhoods to delicious food and stunning architecture, there is always something new and exciting to check out in the bustling city you get to call home.


So pack your bags and join us on a journey to play tourist while discovering the best staycations in Chicago.


Palmer House

17 E Monroe St, Chicago, IL 60603

Grand hotel lobby with a vaulted, ornately painted ceiling, marble columns, elegant chandeliers, and plush seating.

Palmer House, situated on Monroe Street in the heart of downtown Chicago Theatre District, has a fascinating history that dates back to the Great Chicago Fire. 


The hotel that stands there today is the first fireproof hotel in the world and boasts impressive amenities that were groundbreaking at the time, like elevators, electric lights, and telephones. 


A weekend stay at the Palmer House Hilton feels like a luxurious staycation that transports you back in time as the hotel retained much of its grandeur, with original brass knobs on the doors and a marble-filled lobby that exudes warmth and elegance. 


Enjoy a delicious meal under a canvas of Greek Mythological frescos in Lockwood Restaurant and Bar and take a post-dinner stroll through the inviting labyrinth of the hotel with a cocktail in hand. Or, unwind with some rest and relaxation at the indoor pool and spa where their extensive menu of treatments includes massages, facials, and body wraps.


Waldorf Astoria

11 E Walton St, Chicago, IL 60611

An outdoor café courtyard with wooden tables, beige umbrellas, green hedges, and blue window awnings.

With its enchanting chateau-style architecture, Waldorf Astoria Chicago will make you feel like you've stepped into a fairytale. 


Their rooms are beautifully designed with marble bathrooms, soaking tubs, and floor-to-ceiling windows that provide stunning views of the city – perfect for anyone looking for a lavish and pampered staycation experience


From its indoor lap pool and Pilates studio to in-room spa treatments and complimentary laundry and dry cleaning, you'll have everything you need to unwind and relax. You’ll even be able to indulge in two Michael Mina restaurants offering elevated French cuisine and a classic French patisserie. 


Waldorf Astoria Chicago is also located in the heart of the Gold Coast neighborhood, offering walkable access to some of the neighborhood’s top shopping and dining destinations.


The Publishing House Bed & Breakfast

108 N May St, Chicago, IL 60607

A modern living room features a large, gray concrete fireplace, a glass coffee table, and an exposed brick wall with shelves.

Sometimes the comfort of a good old bed and breakfast is just what you need.


Housed in a 110 year old historic building,
The Publishing House is a charming B&B that boasts eleven one-of-a-kind rooms, each outfitted with cowhide rugs, clawfoot tubs, and funky vintage furniture. With such wildly different accommodations, you'll have an excuse to come back again and again. 


The common spaces are just as impressive as the private ones, with no detail overlooked to make the entire space feel like a home away from home. Cozy up with a book in the downstairs office nook or head up to the sprawling living and dining room, where you'll find comfortable seating, a sleek grand piano, and delicious snacks. 


Don't forget to check out the wine bar downstairs, The Press Room, for a glass of vino and a few bites before hitting the town. 


But the real star of the show is breakfast, cooked fresh and in house each morning, which will surely tempt you out of bed with the heavenly smell of just-baked pastries and fresh juice. 


Hotel EMC2

228 E Ontario St, Chicago, IL 60611

An interior view of a modern, stylish restaurant with dark wood paneling, varied bar and table seating, and ambient light.

Have you ever stayed at a hotel with a theme? Get ready for a whole new level of immersive experience at Hotel EMC2.


This boutique hotel takes its "art and science" theme seriously, furnishing each room with steampunk-chic decor and leather accents that'll make you feel like you're in a sci-fi time machine. They even provide a room service robot named Cleo that can bring toiletries and other small items directly to your door upon request. 


But that's not all - each room is decked out with futuristic touches like a smart TV that controls the lights, a backlit mirror, and a glass shower (with a curtain for privacy) that sits between the bathroom and the bed. 


You can also enjoy their in-house restaurant, Albert, featuring contemporary fare like homemade pasta and smoked duck in a two-story space with towering bookcases and murals. After dinner, head up to the Archive Lounge on the second floor for a craft cocktail or local beer. 


Talbott Hotel

20 E Delaware Pl, Chicago, IL 60611

A cozy, dimly lit lounge featuring a stone fireplace, plush velvet chairs, circular tables, and wood-paneled walls.

The Talbott is a recently renovated Gold Coast gem flaunting modern interiors with a cozy, intimate vibe. 


The moment you step foot inside the lobby, you'll be greeted with a cozy ambiance that makes you feel right at home. The rooms are equally as impressive, featuring plush bedding, stylish furniture, and sleek design touches that give off an air of sophistication and comfort.


But perhaps the best part of The Talbott is its prime location. You'll be just steps away from some of downtown Chicago's most popular attractions, like the iconic Michigan Avenue shopping district, Oak Street Beach, and the Museum of Contemporary Art. 


After a day of exploring the city, head back to the hotel's in-house restaurant, Talbott Cucina, where you can indulge in casually creative American cuisine with a Mediterranean twist in a space that feels warm and inviting. 


And if you're looking for more dining options, you won't have to venture far; local favorites we all know and love like Maple & Ash, Gibsons Bar & Steakhouse, and Le Colonial are just around the corner.


The Emily Hotel

311 N Morgan St, Chicago, IL 60607

A modern lounge area with brown banquette seating, patterned chairs, decorative wall art, and several indoor plants.

Searching for a foodie's paradise to launch your Chicago staycation? Look no further than The Emily Hotel in the trendy Fulton Market District. 


The sleek and stylish lobby will set the tone for your stay, and the rooms offer modern-minimalist decor with just the right amount of retro flair. With a stocked minibar filled with gourmet treats and drinks, you can satisfy your cravings without even leaving your room. 


When it's time to venture out for a meal, you'll have plenty to choose from. The hotel's in-house restaurant, Fora, serves up globally-inspired cuisine for brunch and dinner. If the weather's right, head to the outdoor patio with its cozy fire pits or make your way to Selva, the rooftop bar with stunning views and expertly crafted cocktails. 


And if you want to explore beyond the hotel, the surrounding Fulton Market District boasts an array of highly acclaimed restaurants like Aba, Rose Mary, and Roister. With so many culinary delights to sample, you'll never want to leave this foodie's paradise.


Time to Play Tourist

Take a break from your daily routine, pack your bags, and indulge in a Chicago staycation that will leave you feeling rejuvenated and inspired. Who knows, you may even discover a new favorite spot right in your own backyard.


If you’re looking for more gems and other great finds in the city, check out our blogs
here.

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