Chicago is famed for its spectacular structure, hip neighborhoods, skyscraper-dotted skyline, vibrant dwell music scene, and unbelievable assortment of distinctive and inventive locations to remain! From intimate boutiques to modern high-rises, these are the locations that made the ‘Windy Metropolis’ actually unforgettable on my many journeys.…
1. theWit Lodge
Designed by award-winning architect Jeanne Gang, theWit featured a hanging glass façade and earned LEED Silver certification. Inside, I found a light-filled haven of contemporary artwork and retro-chic furnishings that felt playful but subtle — a real modernist oasis!
My spacious room had a comfortable Scandi-chic design with a fire-engine crimson Smeg fridge, a street-priced minibar, an ergonomic mattress, and I cherished the geometric monochrome rugs and wonky-on-purpose lamps – they made the area very Instagram-worthy! The Theater District location and being close to the Magnificent Mile was additionally an enormous bonus.
My keep was all about massive treats — from watching La La Land within the retro-glam non-public theater to sipping a Smoke and Mirrors mezcal cocktail on the rooftop and savoring Grilled Asparagus and Burrata with lemon zest at State and Lake Tavern by Chef Michael Taus!
My favourite highlights…
Gorging on the creamy Manila Cookie Banana Pudding and the unique Lychee Dream Cocktails on the stylish State and Lake Tavern.
2. The Robey
Set in a hanging Artwork Deco constructing, I used to be gained over by the light-filled interiors which blended modern trendy design with classic accents — snazzy terrazzo flooring, calming pure woods, and an elegant crimson, white, and grey palette gave it a cool industrial-chic vibe.
This stylish, minimalist vibe continued in my room with stylish customized furnishings, heat hardwood flooring, oxide-red accents, and modern glass partitions. I significantly appreciated the crisp Egyptian cotton linens and people iconic nook home windows that gave it a trendy city observatory really feel!
The Wicker Park location, with its cool artwork scene, indie retailers, and boho eating spots, made me really feel like an area. Again on the lodge, I loved hearty breakfast burritos with chipotle crema, relaxed on the stylish rooftop Cabana Membership with its pool and terrace, sipped Smoky Mezcal Margaritas within the retro-modern lounge, and even caught a dwell jazz efficiency to finish the evening.
My private highlights…
Enjoyable in a deep velvet couch, surrounded by the nice and cozy scent of polished wooden, whereas studying The Coast of Chicago by Stuart Dybek within the cozy Artwork Deco library!
3. Virgin Lodge
This celebration hotspot was such a enjoyable choice! Housed in a high-rise with a historic Artwork Deco façade, it had tech-driven luxurious, hardwood flooring and scarlet velvet sofas that created an upscale but playful vibe I used to be in awe of!
My roomy, Scandi-chic visitor area was extra-special — it had funky furnishings, a press release crimson Smeg fridge, street-priced minibar, a beneficiant workspace, a patented ergonomic mattress, and a sliding door for additional privateness. I significantly appreciated the cheeky in-room chalkboard the place I left a enjoyable observe! The Loop setting was additionally perfect – it put me very close to Millennium Park, the Theater District, and the Magnificent Mile.
From skyline Summer season Love Sangrias on the rooftop bar and late-night DJ units to oat milk flat whites within the espresso store, exercises within the cutting-edge fitness center, and standout trendy American fare (the Butternut Squash Gnocchi with sage brown butter was a favourite) at Commons Membership, this keep was a dream!
My private highlights…
I assumed the helpful cell app which they named ‘Lucy’ was a enjoyable function – I might regulate the room temperature, management the tv, order room service, and I even used it to take a look at with out visiting the entrance desk!
4. Lodge EMC2
Set in a modern glass high-rise with avant-garde design by the Rockwell Group, I found a hanging area with a fascinating design-meets-science theme — stuffed with classic devices, brass accents, marble partitions, and cabinets of books — it felt extra like staying in a fantastically curated museum than a lodge!
My social-media pleasant visitor room had a boutique vintage-chic look with a gel reminiscence foam mattress, distinctive artwork, natural Malin+Goetz toiletries, a flat-screen TV, and a matte black Nespresso coffeemaker. I adored the Alexa-powered robotic butler which delivered towels and further espresso pods proper to my door!
Its Streeterville location was good for me — simply steps from the Magnificent Mile, Northwestern College, and loads of purchasing, eating, and cultural spots. I used to be additionally an enormous fan of the state-of-the-art fitness center and The Albert, the place the themed décor and creative world menu stood out — my roasted mushroom crostini was particularly memorable!
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My private highlights…
The unbelievable robotic butlers who have been named Cleo and Leo – I noticed them independently maneuver by way of the lodge’s hallways and even use the elevators to ship objects for us company!
5. Moxy Downtown
I completely fell for this energetic, quirky lodge! Its modern glass-and-steel exterior gave solution to Instagrammable, eclectic interiors with hanging graffiti artwork, brilliant pink accents, and a playful, edgy vibe which I cherished.
This keep felt enjoyable and practical — my funky room had a wise industrial-chic design, luxe bedding, a 49-inch Sensible TV, peg partitions instead of closets, a great deal of USB ports, and a brilliant, minimalist bathe room. The cheeky neon signal was a stand-out function for me!
The River North location was spot-on, with Millennium Park, the Riverwalk, purchasing, and eating all simply steps away. Earlier than heading out, I grabbed a Charred Poblano & Corn Taco on the quirky 24/7 Zombie Taco counter, sipped on a potent Berry Attractive Mule on the energetic bar/reception, and even squeezed in a exercise within the trendy fitness center.
My private highlights…
Being 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 an enormous fan of this boutique gem! Set in a Nineteen Twenties constructing, it had a welcoming eclectic, boho-meets-hipster vibe with classic rugs, macramé wall hangings, leafy potted vegetation, mid-century armchairs, and distinctive native art work.
This place felt like one of the best of each worlds — my Superior King Room had classic particulars like hooked rugs and darkish wooden paired with trendy touches like a flat-screen TV and luxe linens. The quirky retro rotary cellphone was a enjoyable contact too!
The River North location was nice too, I used to be steps from the Magnificent Mile, Navy Pier, and bars and artwork galleries galore. My favourite moments have been grabbing breakfast at Café Integral, figuring out on the fitness center, and ending the evening with award-winning Lakeside Lemonade cocktails at Damaged Shaker.
My highlights…
Gorging on the heavenly Segovia gourmand espresso and blueberry muffins from the Café Integral every morning!
7. Thompson
In Chicago’s upscale Gold Coast, simply steps from Michigan Avenue and The Magnificent Mile, this spot felt completely subtle. It was additionally near Lake Michigan, and I cherished how designer Tara Bernerd mixed industrial fittings with heat woods and mid-century Americana for an elegant, loft-like vibe.
This keep felt effortlessly stylish — my spacious room featured wall-to-wall home windows framing gorgeous metropolis views, luxurious sheets, a flat-screen TV, and a rainfall bathe that felt like a spa. I particularly appreciated the quirky retro-style report participant!
I couldn’t get sufficient of Nico Osteria’s Italian dishes (I particularly cherished the handmade ricotta gnudi with wild mushrooms and sage), the subtle vibe on the romantic Salone Nico, and the complimentary luxurious automobile service!
My private highlights…
I cherished 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 evening!
8. Chicago Athletic Affiliation
Overlooking Michigan Avenue in Downtown Chicago, this felt like one of many metropolis’s best-located stays. I used to be enamored by its gothic structure, moody lighting, basic furnishings, and sporty design touches that nodded to its athletic previous — particularly the polished wood rowing oars and historic basketball memorabilia tucked into fashionable corners!
The shared areas felt like entering into an upscale English mansion, with wealthy wooden paneling, patterned tile flooring, and a refined, historic environment.
My distinctive room additionally carried the theme fantastically, styled like a basic athletic clubroom with cozy particulars and quirky décor — my favourite touches have been the pommel horse benches and previous leather-based boxing gloves! Highlights of my keep have been sipping a basic French 75 on the rooftop bar overlooking Millennium Park and curling up by the Drawing Room hearth with a duplicate of The Satan within the White Metropolis on a comfortable afternoon!
My highlights…
The Video games Room with its bocce, billiards, shuffleboard, and chess, in addition to a buzzing bar pouring native craft favorites like Goose Island 312 and Half Acre’s Daisy Cutter alongside inventive mezcal cocktails.
9. Selina
In my view this was the last word hub for hipsters and digital nomads! It provided me every thing I wanted for my digital nomad life – helpful co-working areas, shared kitchens, trendy assembly areas, a comfortable library, an upscale spa, zen-like yoga periods, and bike and scooter leases. It had an superior location within the coronary heart of town, near the Magnificent Mile, shops, eating places, and Oak Road Seaside.
My boutique-style room was a serene retreat, wrapped in calming cream tones that felt like an oasis from town buzz and I particularly appreciated the fashionable hanging hammock chair!
The general public areas blended modern up to date minimalism with a nod to town’s golden-era grandeur, giving the entire place a singular character. I loved having the Magnificent Mile’s eating places simply steps away, and the grab-and-go breakfast (I opted for the Hummus & Veggie Bagel) was good for my busy day of metropolis exploring.
My private highlights…
I cherished the Wellness Workshops, from soothing Hatha yoga set to smooth music to guided meditation periods scented with lavender!
10. The Kimpton Grey Lodge
Set in one in every of Chicago’s best landmarks, this 4-star lodge felt like the peak of opulence. I actually admired its Artwork Deco–impressed design, the 1894 high-rise constructing, and particularly the historic elevators with ornate metalwork and marble.
Only a 12-minute stroll from Millennium Park, this spot boasted a number of the finest metropolis views round. My attractive room felt like a wise little luxurious retreat, full with a yoga mat and my favourite function – delicate LED strip lighting in surprising locations!
I frolicked within the stylish rooftop lounge which had a singular retractable roof and gorgeous metropolis views, indulged in a soothing aroma-infused sizzling stone therapeutic massage in the full-service spa, salon, trendy health heart, nightly wine socials the place I sipped on velvety Pinot Noirs, and the free loaner bikes.
My highlights…
All of the considerate little particulars, just like the motion-activated HVAC unit that filtered contemporary outside air. It made my room really feel contemporary and welcoming!
11. The Hoxton
This was a inventive European model which I assumed introduced type to downtown, housed in an industrial brick warehouse, the within of the pet-friendly abode was a fantastically stylish and suave haven with a club-style vibe and lovely options. I noticed potted greenery, communal tables, and art work celebrating Chicago’s cultural historical past.
My favourite half was my vintage-meets-modern visitor room with a floor-to-ceiling window, mini-fridge, Nespresso espresso maker, flat-screen TV, and my favourite function — the industrial-chic uncovered concrete ceilings — whereas additionally being simply minutes from Morgan Station and its nice eating and purchasing.
I spent my time lounging within the bar with a tangy Pisco Bitter, having fun with charred mushroom anticuchos at rooftop Cabra and roasted cauliflower with tahini on the Peruvian Restaurant Cira, earlier than unwinding within the intimate cocktail bar and absorbing rooftop pool 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 enjoyable Cabra rooftop restaurant.
12. Talbott Lodge
Just some quick steps away from the long-lasting Magnificent Mile on Michigan Avenue, I used to be an enormous fan of the way it provided well-appointed rooms and easy type all through!
I adored the opulent but edgy interiors — a mixture of retro stylish and industrial type — and my visitor room got here completely geared up with free Wi-Fi, a widescreen TV, Italian linens, a cute Apple Mac Mini, and a deep soaking tub. A enjoyable spotlight was discovering a discreet flip-open wall panel that exposed an enthralling hand-drawn sketch of the neighborhood!
From 20 East’s twisty cocktails and craft beer choice to energizing exercises and breezy patio meals, my keep was one thing very distinctive!
My favourite highlights…
Eating on the crispy Yukon potatoes and eggplant mutabel of their stylish Laurel restaurant.
13. The Gwen
I assumed this place was actually one thing particular! I used to be instantly taken with the Artwork Deco foyer and its limestone panels carved by Gwen Lux — it was a hanging showstopper!
My romantic room fused Deco glamour with trendy perks like luxe bathtub merchandise, a Keurig, speedy Wi-Fi, and an enormous TV. I used to be particularly charmed by the distinctive backlit bas-relief panel behind the mattress, which solid dramatic sculptural shadows at evening!
I spent my evenings eating in type, sipping on hand-crafted cocktails gazing on the hanging skyline, and unwinding within the retro-glam foyer lounge, with daytime exercises within the glorious fitness center. Completely positioned off Central Michigan Avenue, I admired how this 5-star gem channeled its Thirties roots with polished brass and show-stopping particulars!
My highlights…
I actually cherished the distinctive glamping choice which was a boho Lotus Belle tent positioned on the Sixteenth-floor terrace which even included a snug queen-sized mattress in addition to unbelievable views!
14. 21c Museum Lodge
I actually admired that up to date artwork was woven into the décor right here, with curated exhibitions and cultural programming that made the lodge really feel like a cultural hub.
Designed by Deborah Berke Companions, my giant art-filled room felt like the right metropolis hideaway — all modern traces, luxurious décor, and soothing neutrals. I significantly appreciated the quirky framed art work that got here to life at evening with delicate projections that shifted colours and solid transferring shadows!
I handled myself to a Detoxifying Bourbon Physique Scrub on the Soothe Spa, savored dinner and Dockside Martinis at The Lure Fishbar, and cherished having the choice of cozy in-room eating on quiet nights. Its superior Magnificent Mile location made purchasing, Millennium Park strolls, and museum-hopping easy for me!
My private highlights…
I used to be actually taken with the hanging life-size bison avant-garde sculpture that stood within the foyer and seemed spookily sensible!
15. Viceroy
Viceroy inns are recognized for reimagining conventional luxurious, and right here that meant I obtained a retro-chic keep within the upscale Gold Coast neighborhood, proper on Lake Michigan’s shores.
The shimmering glass exterior gave basic Artwork Deco a daring Twenty first-century twist, with glamorous gold-and-black interiors and mid-century trendy aptitude by Kelly Wearstler, Jean-Michel Gathy, and Wimberly Allison Tong & Goo. Flooring-to-ceiling home windows showcased spectacular views of town and lake.
My hanging room was fantastically appointed, and one standout contact was the built-in “temper mirror” — a full-length mirror that softly shifted ambient lighting and overlaid delicate patterns when toggled! My dreamy metropolis night started with a Lavender Collins cocktail on the rooftop Devereaux Lounge and ended with a country-club-style dinner at Somerset – the Spring Pea Agnolotti was a stand-out!
My highlights…
The gorgeously scented Natura Bissé citrus-jasmine physique merchandise and ROIL’s bergamot and fig shampoo made my toilet really feel like a spa!