Chicago is famed for its spectacular structure, hip neighborhoods, skyscraper-dotted skyline, vibrant dwell music scene, and unbelievable assortment of inventive locations to remain! From intimate boutiques to glossy excessive rises, these are the locations that made the ‘Windy Metropolis’ unforgettable for me…
1.theWit Resort

This place wowed me! I found it housed in a putting glass constructing and inside it was a up to date and putting design haven with lashings of glass which let in large swathes of sunshine, stylish, eclectic decor with splashes of daring colours, modern artwork installations, and retro-chic furnishings. I discovered the vibe was playful however nonetheless refined and splendid – it felt like a singular modernist oasis within the coronary heart of the town!
My glossy and trendy visitor room got here with a person design with floor-to-ceiling home windows, unbelievable metropolis views, a big plush mattress, a flat-screen TV, a espresso maker, aircon and a big and really spectacular ensuite rest room with a big soaking tub for rest, designer toiletries a bathrobe and extra unbelievable metropolis views!
I discovered it nestled within the coronary heart of the town’s Theater District so I had iconic theaters, cultural points of interest, purchasing on the Magnificent Mile, and a number of glorious eating choices all on my doorstep!
I additionally made certain I made use out of the personal film theatre, luxurious full-service spa, state-of-the-art gymnasium and the stylish rooftop lounge which served up handcrafted cocktails and wood-fired pizzas! On my final night time I dined on the onsite State and Lake Tavern overseen Chef Michael Tauss which had a gastropub-style American delicacies menu and a calming ambiance!
My favourite highlights…
The divine Manilla Cookie Banana Pudding and Lychee Dream Cocktails on the stylish State and Lake Tavern.
2. The Robey
I used to be a giant fan of this Insta-worthy spot! I discovered it set in a putting Artwork Deco constructing and inside I found light-filled interiors that fantastically combined glossy fashionable designs with classic accents, that includes gentle, pure textures, clear strains, and industrial-chic particulars and many terrazzo and pure woods in a palette of purple, pink, white, and grey.
My visitor room featured a classy industrial-chic design with custom-designed furnishings, hardwood flooring, luxurious linens, and floor-to-ceiling home windows the place I gazed on the sweeping views of the cityscape.
I actually appreciated its location which was ideally located within the coronary heart of Wicker Park, a hip neighborhood which had a vigorous arts scene, boutique purchasing, and a nice array of boho-styled bars and eating places – it felt like a real native Chicago expertise!
I additionally loved its fashionable American breakfast, its onsite cozy café, The Cabana Membership which had an unbelievable rooftop pool and terrace full with numerous comfortable sofas to lounge round in, the cocktails on the second-floor Lounge and I believed the unique entry to dwell music performances within the bustling Wicker Park space was a pleasant contact too!
My private highlights…
Enjoyable in a deep plush couch studying the “The Coast of Chicago” by Stuart Dybek within the cozy Artwork Deco library!
3. Virgin Resort
I believed this party-hotspot was a enjoyable possibility! Catering to a classy crowd, I discovered a big high-rise lodge with a historic Artwork Deco façade and inside I discovered fashionable and eclectic decor, with lashings of daring colours, modern artwork and plush velvet sofas. The vibe was upscale however playful and had a youthful spirit which I actually liked!
My visitor room featured a light-weight however cozy Scandi-chic design, custom-made retro-chic furnishings, a hipster-friendly giant purple Smeg fridge, a minibar stocked with street-priced snacks, loads of work-space, a patented and tremendous comfortable ergonomic mattress, a flat-screen TV and a sliding privateness door that separates the dressing space from the sleeping area – it felt like a house away from residence!
I discovered myself based mostly in an superior location within the Loop, the place I had direct entry to cultural and enterprise hubs, together with the Theater District, Millennium Park, and the Magnificent Mile.
I additionally thought the dwell DJs, the fashionable rooftop bar (which had actually unbelievable metropolis views), cute little espresso store and state-of-the-art health middle was an ideal addition in addition to the Commons Membership restaurant which served up modern American delicacies with world influences in a classy and open setting!
My private highlights…
I liked the useful cell app which they named ‘Lucy’ – I may modify the room temperature, management the tv, order room service, and I used it to take a look at with out visiting the entrance desk!
4. Resort EMC2

This place was simply so putting! I found a glossy, glass high-rise with a unprecedented avant-garde design and inside I discovered the interiors have been equally as attention-grabbing the theme combined the worlds of artwork and science and there was an eclectic mixture of each fashionable artwork and classic scientific devices. There have been velvet furnishings, brass fitments, industrial model lighting, darkish wooden floors, marble partitions, and many outsized art work!
My beautiful visitor room featured a boutique vintage-chic decor an extra-large luxurious mattress full with a cool motion gel reminiscence foam mattress, distinctive artwork items, natural toiletries, a flat-screen TV, a designer coffeemaker and natural toiletries.
I discovered it situated within the vibrant Streeterville neighborhood, simply steps away from the Magnificent Mile and Northwestern College’s downtown campus so I used to be in inside strolling distance of superior purchasing, eating, and excellent cultural points of interest.
I additionally actually liked its different spectacular options which included a state-of-the-art health middle, the Albert Restaurant which featured each tasteful themed decor and a inventive globally menu.
To guide, test costs or availability for Resort EMC2
My private highlights…
The unbelievable robotic butlers who have been named Cleo and Leo – I noticed them independently manoeuvre by way of the lodge’s hallways and even use the elevators to ship objects for us. I ordered meals and drinks however I additionally noticed them ship towels and toiletries.
5. Moxy Downtown
I completely fell for the charms of this vigorous, quirky lodge! Exterior I noticed a daring medium high-rise constructing with a glossy city design which featured lashings of glass and metal. Inside I discovered daring, eclectic decor with a mixture of modern and concrete punk parts, graffiti art work adorning the partitions, distinctive colourful furnishings, and a playful and edgy vibe with a youthful buzz which I actually loved.
My visitor room was equally as funky with a wise, space-efficient design and an industrial-chic design, plush bedding, giant flat-screen TVs, peg partitions as a substitute of conventional closets to maximise area and an all-white bathe room. It additionally had loads of USB and energy shops for all my tech and 49-inch Sensible TVs for all my streaming wants.
I discovered it was situated proper within the coronary heart of the buzzing River North neighborhood, so I used to be near Millennium Park, the Magnificent Mile and the Chicago Riverwalk as effectively artwork galleries, superior nightlife, and hip eating places leisure.
Earlier than leaving I additionally made full use out the Zombie Taco, which was a singular 24/7 meals truck-inspired counter which had a playful and ingenious menu, the vigorous bar that doubled because the check-in space, and the fashionable 24/7 health middle!
My private highlights…
Being a served a “Zombie Intestine Punch” cocktail whereas being checked in – it was a potent mixture of tropical juices, rum, and a splash of grenadine, served over ice!
6. Freehand
I used to be a giant fan of this boutique gem! I entered the classic-looking Twenties constructing and was immediately impressed with this heat and comfortable haven which had an eclectic mixture of classic and fashionable design particulars with handcrafted furnishings, wealthy textiles, and a curated assortment of native artwork. To me, it felt homey however nonetheless very creative and bohemian.
My visitor room (a Superior King Room) was additionally cozy with an additional giant plush mattress, daring hand-woven textiles, distinctive art work and lashings of darkish wooden which contrasted the off-white partitions. I additionally discovered considerate touches such because the hooked rugs and gentle linens in addition to the modern-tech such because the flat-screen TV which got here full with cready channels.
Located within the stylish River North neighborhood, it put me inside strolling distance of Chicago’s finest galleries, boutiques, bars, and eating places, in addition to key points of interest such because the Magnificent Mile and Navy Pier.
I additionally actually loved the award-winning cocktail bar which referred to as Damaged Shaker which served up unique cocktails, gentle bites, and even video games, the onsite health middle and the funky Cafe Integral the place I drank Nicaraguan connoisseur espresso and gorged on inventive breakfast dishes every morning!
To guide, test costs or availability for Freehand
My highlights…
Gorging on the heavenly Segovia connoisseur espresso and blueberry muffins from the Café Integral every morning!
7. Thompson
Town’s prosperous Gold Coast was filled with upscale eating places and historic mansions and nestled amongst them (very close to Michigan Avenue and The Magnificent Mile) is that this refined spot.
It was additionally only a brief distance from Lake Michigan and the loft-like, city interiors have been designed by British design icon Tara Bernerd who has mixed industrial fittings with heat woods and mid-century Americana.
My bed room oozed model, with floor-to-ceiling home windows affording incredible views out throughout the well-known metropolis skyline. It additionally had all the same old mod cons, resembling high-thread-count sheets, a flat-screen TV, and lush rainfall showers.
One of many hottest eateries within the metropolis, Nico Osteria, is situated within the lodge and I additionally loved drinks and cocktails on the good Salone Nico, one of many metropolis’s hottest downtown wine bars and cocktail lounges. They even threw in a complimentary luxurious automobile service – not dangerous in any respect!
My private highlights…
I liked the super-luxurious bespoke 400-thread depend Sferra linens on my visitor room mattress – it felt like I used to be sinking right into a cloud every night time!
8. Chicago Athletic Affiliation

Located within the Downtown space overlooking Michigan Avenue, I believed this was one of many best-located spots within the metropolis! This place made an on the spot impression on me with its gothic structure, low lighting, quite a lot of traditional furnishings, and its sporty previous connections and design particulars.
To me, the inside of communal areas felt like an upscale English mansion home: upmarket but comfy, that includes tasteful wooden paneling and engaging flooring tiling, giving a historic and stylish vibe.
My distinctive bed room mirrored the standard clubrooms of athletic associations and supplied loads of consolation in addition to the very attention-grabbing decor! I particularly liked how the pommel horses used as benches and different delicate nods to its athletic previous.
I additionally actually loved the rooftop bar the place I noticed incredible views of Millennium Park and the broader metropolis and the Drawing Room have been I relaxed with afternoon subsequent to a heat and comfortable hearth!
My highlights…
I believed the Video games Room which had bocce ball, billiards, shuffleboard, and chess in addition to a cool bar which served craft beers and cocktails.
9. Selina
For my part this was the final word hipster resorts! It provided me all the pieces crucial for digital nomads’ lives and work, resembling co-working areas, shared kitchens, occasion and assembly areas, a library, spa, yoga classes, and bike and scooter leases.
It had a premium location within the coronary heart of the town, near the Magnificent Mile, shops, eating places, and Oak Road Seaside.
My room got here with restful shades of cream for an oasis of calm amid the town’s noise. Company have the choice to share rooms with bunk beds as effectively. The decor within the public areas was an intriguing combine of up to date minimalism with the grand traditions of the town’s golden years.
I additionally discovered a variety of eating places on the close by Magnificent Mile, and there was a grab-and-go possibility for breakfast, which helped after I was desperate to discover!
My private highlights…
I liked the onsite Wellness Workshops I particularly loved the Hatha Yoga lessons and the guided meditation classes!
10. The Kimpton Grey Resort
Set in one of many metropolis’s most interesting landmarks and prime resorts, the 4-star spot is, in my view, was the peak of opulence. It provided good, refined, and trendy Artwork Deco-inspired lodging all through. I particularly adored the historic elevators which had ornate metallic detailing and unique marble!
I liked the ornate high-rise constructing, which dates from 1894 and it was only a 12-minute stroll from central Millennium Park and providing among the most interesting views within the metropolis.
I stayed in a cleverly crafted luxurious atmosphere and I discovered quirky facilities like loaner bikes, nightly wine socials, and a yoga mat in my visitor room,.
The rooftop lounge – which had an superior retractable roof – served gentle bites and refreshments alongside excellent metropolis views, and the day spa, salon, and health facilities provided all of the complimentary services I anticipated from such an upmarket place!
My highlights…
All of the considerate little particulars, just like the motion-activated HVAC unit that filtered recent out of doors air, it made my room really feel recent and welcoming!
11. The Hoxton
This was a inventive European model which I believed introduced model to downtown, housed in an industrial brick warehouse, the within of the pet-friendly abode was fantastically stylish and clever haven with a club-style vibe and lovely options. I noticed potted greenery, communal tables, and design parts normal by native artists.
My highlights included my stylish and classic/retro-inspired visitor room which had floor-to-ceiling window, a mini-fridge, espresso maker, a flat-screen TV, and free Wi-Fi and I used to be based mostly just a few minutes’ stroll from Morgan Station which had nice eating places and retailers.
There was additionally a hip bar and lounge, two eating places, a co-working area, an intimate cocktail bar, and an outside rooftop pool accompanied by an eatery and bar which had superior metropolis views!
My private highlights…
Eating on a hearty weekend brunch of a honeynut squash and mushroom omelette whereas gazing on the metropolis skyline on the Cabra rooftop restaurant.
12. Talbott Resort
Just some brief steps away from the long-lasting Magnificent Mile on Michigan Avenue, I used to be a giant fan of the way it affords well-appointed rooms and easy model all through!
Opulent interiors mix retro stylish with industrial touches, while my elegant room was effectively thought out and full of contemporary conveniences, together with free Wi-Fi, a widescreen TV, and Italian linens.
Upgraded rooms got here with Apple Mac Mini computer systems and soaking tubs. I loved cocktails within the modern stylish lodge restaurant 20 East, which provided a contemporary tackle conventional American fare and a wide array of craft beers.
I additionally actually appreciated the onsite health middle and eating on the surface on the patio space too!
My favourite highlights…
Eating on the divine crispy yukon potatoes and eggplant mutabel of their stylish Laurel restaurant.
13. The Gwen
I believed this place was one thing particular! From the breathtaking Artwork Deco foyer to the first-floor limestone panels carved by locally-born acclaimed sculptor Gwen Lux, this place received me over!
I additionally liked that it was a couple of brief steps from Central Michigan Avenue with its assortment of retailers, eating places, and bars. With brass options and fittings, the 5-star spot has rediscovered its Nineteen Thirties origins, and the theatrical styling is displayed all through the lodge in intricate element.
My upscale, fashionable bed room got here with a luxurious model of the Deco interval however mixed with a spread of contemporary conveniences, together with luxurious toiletries, a Keurig coffeemaker, free Wi-Fi, and an infinite wall-mounted TV.
Different fabulous facilities included a complicated restaurant, a terrace bar providing excellent metropolis views, a gymnasium, and a really grand foyer lounge.
My highlights…
I actually liked the distinctive glamping possibility which was a boho Lotus Belle tent situated on the Sixteenth-floor terrace which even included a snug queen-sized mattress as effectively unbelievable views!
14. 21c Museum Resort
I liked that modern artwork is a part of the decor on this fashionable spot there are additionally curated exhibitions and cultural programming for vacationers and residents, making it a cultural hub in itself!
Its location on the Magnificent Mile put me near all the pieces downtown, together with the purchasing at Michigan Avenue, Millennium Park, and the town’s well-known museums.
My room was designed by the architectural agency of Deborah Berke Companions and has clear, modern strains and splendid furnishings in quiet, impartial shades.
There have been 297 rooms and 106 suites and I may all the time discover a quiet retreat to organize for the subsequent day’s adventures within the Windy Metropolis.
I additionally liked the Soothe Spa and The Lure Fishbar which provided the best seafood and a bar and had the choice of in-room eating.
My private highlights…
I used to be actually taken with the putting life-size bison avant-garde sculpture that stood within the foyer and appeared spookily practical!
15. Viceroy
Viceroy resorts are recognized for reimagining conventional luxurious, and on this metropolis, that meant a retro-chic lodge situated within the upscale Gold Coast neighborhood, proper on the shores of Lake Michigan.
For my part, the glass-fronted constructing appeared like Artwork Deco redone for the twenty first century, and the theme was echoed within the inside gold and black accents.
The decor was mid-century fashionable glamour, redone by famend designers and designers Kelly Wearstler, Inc., Jean-Michel Gathy, and Wimberly Allison Tong & Goo, with a backdrop of floor-to-ceiling home windows with views of the town and the lake.
My room was luxurious and well-appointed, and I headed to the rooftop Devereaux Lounge for drinks and superior views and the Somerset for traditional American meals and nation membership model.
My highlights…
The gorgeously-scented complementary Natura Bisse physique merchandise and ROIL shampoo in my visitor rest room!