The 86 Best Boutique Family Hotels in Chicago Metropolitan Area (2025)

Nestled in the vibrant heart of Chicago, The Guesthouse Hotel offers an intimate retreat where modern luxury meets home-like comfort. With stylish suites boasting high ceilings and private balconies, each room invites you to unwind to the soothing sounds of the city while immersing yourself in the local artistic spirit.

Romantic Break - Each suite is a serene sanctuary, perfect for couples seeking a romantic getaway, featuring cozy fireplaces and gourmet kitchens that elevate shared meals into cherished memories.

Total Relaxation - Step onto your private balcony where you can savor the aroma of grilled delights wafting from the barbecue facilities, or simply bask in the tranquility offered by the hotel's lush surroundings.

Designer Shopping - Embrace the chic allure of boutique shopping just steps away, showcasing unique creations from local artists and designers, making every purchase not just a souvenir but a piece of the city's soul.

Guest Experiences - One guest described the lobby as a warm embrace, with the inviting scent of fresh-baked cookies blending perfectly with the festive atmosphere, where children delightedly decorated cookies alongside Santa. It’s these small touches — like hot chocolate served on chilly evenings — that make you feel truly at home.

Nestled along the iconic Magnificent Mile, The Peninsula Chicago envelops guests in an exquisite blend of modern elegance and timeless charm. From the moment you step inside, the air is infused with a soothing ambiance, inviting both relaxation and indulgence amidst the city's vibrant energy.

5* Luxury - Step into spacious luxury guest rooms that exude sophistication, featuring sumptuous fabrics and breathtaking city views, where every detail—from the plush bedding to the ambient lighting—invites you to unwind in style.

Spa breaks - Experience total tranquility at the full-service Asian-inspired spa, where the scent of essential oils mingles with soft music, creating an oasis for wellness enthusiasts seeking rejuvenation and peace amid the urban bustle.

City Style - Immerse yourself in Chicago's unique allure as you explore local markets and cultural gems just moments away, with the historic Water Tower Place beckoning across the street and the stunning Navy Pier a leisurely stroll away.

Guest Experiences - Guests rave about the delightful surprise of a warm welcome from staff who anticipated their needs, crafting a stay filled with thoughtful amenities, like comfort kits provided after luggage mishaps, alongside the gentle hum of city life filtering through expansive windows.

Nestled in the vibrant heartbeat of Chicago’s Lakeview neighborhood, Hotel Zachary stands as a chic retreat just steps away from the historic Wrigley Field. Here, modern luxury harmonizes with the spirited ambiance of baseball season, offering an intimate escape for couples and adventurers alike, where every detail is crafted to elevate your stay into an unforgettable experience.

Outstanding Location - With Wrigley Field directly across the street, immerse yourself in the electric atmosphere of game days or take a leisurely stroll along nearby streets lined with charming cafés and lively pubs that beckon with the promise of local flavors.

Romantic Break - Indulge in contemporary rooms drenched in natural light, where floor-to-ceiling windows frame breathtaking views of the iconic ballpark and city skyline—a perfect backdrop for a romantic evening spent sipping cocktails at the lobby bar.

Total Relaxation - Start your day with the enticing aroma of freshly brewed coffee and a hot breakfast in the inviting lobby, while later, slip into plush bathrobes and luxuriate in your private bathroom equipped with soothing deluxe bath amenities that invite relaxation after a day of exploration.

Guest Experiences - As the sun sets, the gentle buzz of laughter from the bustling lobby envelops you, and you might catch a staff member surprising a guest with birthday treats—a sweet gesture that lingers in the air like the scent of fresh cookies wafting through the halls, reminding everyone that at Hotel Zachary, it's not just about the stay, but the cherished moments created within its walls.

Nestled in the heart of Chicago, The Langham exudes a sophisticated elegance that invites guests to indulge in a world where luxury meets unparalleled service. This architectural marvel, designed by Mies van der Rohe, offers a serene retreat just moments from the vibrant energy of Michigan Avenue, ensuring every moment spent within its walls feels like a cherished escape.

Romantic Hideaway - With warm tones and dark wood accents, the rooms create an intimate ambience, enhanced by floor-to-ceiling windows framing stunning views of the city skyline and shimmering Lake Michigan, making each moment feel like a scene from a romantic film.

Spa and Wellness Retreat - Chuan Spa beckons with its soothing aromas and tranquil atmosphere, offering rejuvenating treatments inspired by Traditional Chinese Medicine that promise to melt away stress and transport you to a place of serenity, especially after a long day of city exploration.

Culinary Delights - At Travelle, seasonal American cuisine is presented with flair, infusing modern flavors into traditional favorites, while the elegance of afternoon tea at Pavilion invites you to savor exquisite Langham teas paired with delightful sweet and savory treats, amidst the gentle sound of clinking cups.

Guest Experiences - Upon arrival, the sweet scent of freshly brewed tea wafts through the air as guests recount their first impressions—a delightful champagne tea greeted them, followed by the plush comfort of impeccably clean rooms, where soft linens invite you to sink into relaxation, punctuated only by the faint sounds of laughter from the bar below.

Nestled just six blocks from the iconic home of former President Obama, Sophy Hyde Park invites you into a world where art, literature, and music intertwine within a refined, eclectic ambiance. Here, every corner resonates with creativity, offering an intimate escape immersed in the rich culture of Chicago's Hyde Park neighborhood.

Artworks - Every inch of Sophy Hyde Park tells a story through vibrant local art. As you wander the halls, you'll encounter striking pieces that spark conversation and inspire wonder, creating a living gallery that showcases the spirit of the community.

City Style - The hotel embodies a chic, boutique aesthetic, boasting hardwood floors underfoot and plush lounge seating that beckons you to relax. It's a perfect blend of elegance and warmth, inviting guests to unwind while savoring the unique character of each space.

Total relaxation - Indulge in luxurious comforts in your guest room, featuring marble-tiled bathrooms and cozy seating areas. Some rooms even offer a separate living space, ideal for quiet evenings spent sipping from the fully-stocked mini-bar as you take in the tranquil atmosphere.

Guest Experiences - Guests have remarked on the delightful scent of polished wood mingling with the soft crackle of the double-sided fireplace in the lobby, providing a welcoming ambiance. One visitor fondly recalled how the friendly staff would always greet them with warm smiles, making their stay feel like a homecoming rather than just a getaway.

Nestled in the vibrant heart of Chicago, Nobu Hotel invites you into a realm where contemporary luxury meets serene indulgence. With its sleek design and intimate ambiance, this elegant escape is a sanctuary for couples seeking romance, wellness enthusiasts yearning for relaxation, and cultural explorers ready to dive into the city's rich tapestry. Here, every detail is crafted to delight the senses, from the soft rustle of silk sheets to the tantalizing aromas wafting from the on-site restaurant.

Romantic Retreat - Slip away into an oasis designed for love, where beautifully appointed rooms feature plush bedding and ambient lighting that set the mood for unforgettable evenings. The hotel’s intimate nooks beckon for cozy conversations over cocktails, perfect for newlyweds or those rekindling a spark.

Culinary Excellence - Awaken your palate with extraordinary dining options that fuse American and Asian flavors, expertly prepared by renowned chefs. Guests rave about the breakfast, often described as one of the best they've ever experienced, featuring delightful dishes that leave lingering tastes of culinary artistry.

Wellness Oasis - Unwind in a tranquil haven equipped with state-of-the-art fitness facilities, a rejuvenating indoor pool, and a sauna that envelops you in soothing warmth. The spa facilities promise total relaxation, allowing weary travelers to indulge in treatments that restore balance and peace.

Guest Experiences - Upon entering their room, guests have been greeted with a thoughtful welcome letter and chilled champagne, setting a celebratory tone for their stay. One particularly impressed visitor noted the surprisingly comfortable bed, while the gentle hum of city life outside created a perfect backdrop for restful nights.

Nestled in the heart of Chicago, where the iconic Magnificent Mile meets an artistic sanctuary, Hotel EMC2 offers a harmonious blend of sophistication and comfort. This chic boutique hotel invites you to indulge in a vibrant atmosphere, with carefully curated art pieces enhancing your surroundings, making each moment feel uniquely special.

City Style - Immerse yourself in the pulse of downtown Chicago, surrounded by designer shops, gourmet restaurants, and cultural landmarks, all within walking distance. The energy of the city flows through the hotel's elegant corridors, creating a backdrop for unforgettable experiences.

Romantic Break - With dreamy décor and intimate spaces, Hotel EMC2 is an idyllic retreat for couples seeking romance. Relish the culinary delights at The Albert Tavern, where seasonal dishes are paired with crafted cocktails that set the mood for evenings filled with connection and laughter.

Spa breaks - Recharge your senses in a haven of tranquility right in the bustling city. Enjoy wellness amenities designed to help you unwind, along with personalized services that cater to your every need, ensuring a rejuvenating escape from the urban rush.

Guest Experiences - Picture this: stepping into your room and being enveloped by the inviting aroma of freshly brewed coffee from your very own machine, while the natural light dances across the hardwood floors. A warm greeting from the front desk staff or an unexpected hot chocolate available in the lobby can make you feel right at home, as you prepare to explore the vibrant city just outside your door.

Nestled in the vibrant South Loop neighborhood, Bluegreen Vacations Hotel Blake offers a sophisticated retreat infused with historic charm and contemporary elegance. As sunlight streams through expansive windows, illuminating your luxurious accommodations, you’ll find yourself enveloped in a tranquil atmosphere that invites relaxation and romance.

Outstanding Location - Just a leisurely stroll from Grant Park and Millennium Park, this boutique hotel places you at the heart of Chicago’s cultural scene, making it easy to explore world-class museums and lively local markets.

Romantic Retreat - With chic decor and plush furnishings, each room is a sanctuary where couples can unwind together, creating an enchanting backdrop for unforgettable moments of connection.

Spa Breaks - Indulge in serenity with in-room treatments featuring natural body care products, allowing for a rejuvenating experience right within the comfort of your elegant space.

Guest Experiences - Imagine waking up to the scent of freshly brewed coffee wafting through the halls, paired with the soft murmur of guests exchanging warm greetings; it’s the kind of inviting ambiance that makes you feel instantly at home.

Nestled in the heart of Chicago, just a whisper away from the iconic Water Tower Park and vibrant Michigan Avenue, the reimagined Park Hyatt Chicago transcends the ordinary, offering an elegant retreat for discerning travelers. Here, the energy of the city converges with moments of tranquility, creating a luxurious home away from home where every detail is curated for comfort and sophistication.

Outstanding Location - With its prime address, guests are perfectly positioned to explore the dynamic streets of Chicago, from designer boutiques to stunning cultural enclaves, all within walking distance. The gentle hum of the city outside serves as a vibrant backdrop to your stay.

Total Relaxation - Embrace serenity in the thoughtfully designed spaces that feature calming tones and plush furnishings, allowing you to unwind after a day of exploration. Each suite invites you to sink into the lavish bedding, where the soft whispers of Lake Michigan can be heard, lulling you into a peaceful slumber.

Spa Breaks - Indulge in a rejuvenating escape at the hotel's spa-like amenities, including a tranquil indoor pool that beckons with sparkling waters. Upgraded wellness facilities ensure your body and mind are as pampered as your spirit, providing the ultimate sanctuary amidst the urban bustle.

Guest Experiences - As the sun dipped below the skyline, one guest recalled savoring a casual breakfast while breathing in the rich aroma of freshly brewed coffee wafting from the restaurant. They marveled at how the staff's warm smiles made them feel like cherished family, even when their table was momentarily hard to secure.

Nestled amidst Chicago’s architectural marvels, Trump International Hotel & Tower Chicago offers a symphony of luxury, elegance, and panoramic beauty. With floor-to-ceiling windows framing breathtaking views of Lake Michigan and the bustling city skyline, each moment spent in this towering sanctuary is wrapped in an intimate embrace of sophistication and tranquility.

Outstanding Location - Perfectly situated just steps from the vibrant energy of Michigan Avenue’s Magnificent Mile, this hotel invites guests to explore upscale shopping, gourmet dining, and lively cultural attractions right at their doorstep.

Romantic Retreat - With its plush furnishings and serene atmosphere, the hotel becomes a haven for couples, where candlelit dinners on the seasonal terrace provide the backdrop for unforgettable moments against the stunning skyline.

Spa & Relaxation - Indulge in rejuvenating spa services that blend tranquility with indulgence, offering treatments that awaken the senses while enveloping you in the soothing ambiance of this luxurious oasis.

Guest Experiences - Guests have remarked on the delightful attentiveness of the staff, who seem to anticipate needs before they arise—whether it’s a warm greeting or a perfectly poured cocktail—with the inviting aroma of fresh sushi wafting through the air at Rebar, setting the stage for a truly memorable evening.

Nestled in the heart of Chicago, Loews Chicago Hotel beckons with an alluring blend of modern luxury and urban charm. Here, every moment is infused with romance, from the breathtaking skyline views enjoyed at the rooftop lounge to the warmth of the lobby fireplace, where guests can unwind with a glass of wine after a day of exploring the vibrant city.

Romantic Retreat - Every corner of Loews Chicago whispers romance, whether it's the softly lit ambiance of the on-site restaurant or the intimate seating at the rooftop bar overlooking twinkling city lights, perfect for couples seeking a memorable escape.

Outstanding Location - Just steps away from the Chicago River and within walking distance of Millennium Park and Navy Pier, the hotel offers easy access to the city's best attractions while providing a serene oasis to return to after a day of discovery.

Spa Breaks - Indulge your senses in the hotel's state-of-the-art fitness center or take a dip in the expansive indoor lap pool, where gentle water ripples echo the tranquility of a spa retreat, allowing guests to rejuvenate body and spirit without leaving the premises.

Guest Experiences - As I entered the lobby, the rich aroma of freshly brewed coffee greeted me, mingling with the soft sounds of holiday carolers creating a cozy atmosphere that instantly felt like home. My room was a haven of comfort, with plush bedding inviting me to sink in, while the spacious bathroom offered a luxurious touch, making even simple routines feel indulgent.

Nestled in the heart of Chicago's bustling Loop, Staypineapple, An Iconic Hotel, weaves together history and modernity with an artful touch. Enveloped by the grandeur of Daniel Burnham's architectural legacy, this boutique haven invites couples, adventurers, and cultural explorers alike to immerse themselves in an atmosphere that is both luxurious and delightfully relaxed.

Urban Retreat - Discover a sanctuary where vintage charm meets contemporary comfort; unwind in rooms adorned with mahogany furnishings that invite you to sink into plush bedding, all while enjoying cutting-edge amenities like flat-screen TVs and complimentary Wi-Fi.

Cultural Explorer's Paradise - With the dazzling sights of Millennium Park and the Art Institute just a leisurely stroll away, you'll find yourself at the epicenter of Chicago’s artistic vibrance, where every corner whispers stories of a rich cultural tapestry.

Pet-Friendly Comfort - Traveling with your furry companion? Our pet-friendly policy ensures they receive special treatment, from cozy bedding to fresh water, making it easy for you to explore the city without leaving your beloved pet behind.

Guest Experiences - Upon arrival, the warm greeting from staff felt like embracing old friends; the delightful aroma of freshly brewed coffee wafting through the lobby set the tone for a perfect morning in this historic space, where the echoes of laughter and conversations filled the air, creating a welcoming buzz.

Nestled in the vibrant heart of downtown Chicago, The Gwen, a Luxury Collection Hotel, Michigan Avenue, offers an exquisite blend of modern elegance and romantic charm. Imagine sipping a handcrafted cocktail by a flickering fire as the city skyline twinkles against the backdrop of Lake Michigan, a perfect setting for unforgettable moments.

Outstanding Location - Steps away from the iconic Magnificent Mile, The Gwen places you at the center of Chicago's cultural pulse, with world-class shopping, museums, and theaters just minutes from your door.

Romantic Escape - With chic décor inspired by local artistry, each room is a sanctuary that invites relaxation, featuring plush bedding and luxurious soaking tubs—perfect for unwinding after a day of exploration.

Culinary Delights - Indulge in culinary excellence at the hotel's rooftop restaurant, where the aroma of gourmet dishes wafts through the air as you enjoy breathtaking views of the skyline under a canopy of stars.

Guest Experiences - Many guests have remarked on the delightful touch of fresh apples waiting in the fitness center, a small but refreshing gesture that adds to the welcoming atmosphere of this elegant retreat.

Nestled at the crossroads of Michigan Avenue and the mesmerizing Chicago River, LondonHouse Chicago offers an enchanting blend of historic elegance and modern luxury. With its iconic tri-level rooftop bar, this gem invites couples and travelers alike to unwind amidst breathtaking skyline views and refined ambiance, making every moment feel like a cherished escape.

Romantic Retreat - Indulge in a chic sanctuary where plush accommodations meet stunning river vistas, creating the perfect backdrop for intimate getaways and memorable honeymoon moments.

Culinary Delights - Savor reimagined regional cuisine at LH, where each dish is crafted to perfection and enjoyed under the grand 23rd story domed cupola, with the sounds of the city harmonizing with every delightful bite.

Outstanding Location - Situated mere steps from Millennium Park and famed cultural hotspots, guests can effortlessly explore the vibrant art scene and rich history that Chicago has to offer, all while returning to their serene haven.

Guest Experiences - Awaken to the soft patter of rainfall against your window, as you sip on fresh coffee and take in the captivating river view; guests rave about those quiet mornings that transform into vibrant afternoons spent lounging on the rooftop terrace, where laughter mingles with the cool breeze.

Nestled in the charming enclave of Homewood, IL, La Banque Hotel invites guests to experience a harmonious blend of modern luxury and cozy comfort. The air is filled with an enticing aroma from the restaurant, hinting at culinary delights awaiting discovery, while each elegantly designed room whispers promises of relaxation and privacy, making it the perfect sanctuary for couples and solo travelers alike.

Romantic Break - Whisk your partner away for a romantic getaway where intimate moments flourish amidst chic décor and soft lighting, creating an ambiance that caresses the senses.

Total Relaxation - Indulge in ultimate tranquility with plush bedding and serene surroundings, offering a peaceful escape from the bustling city life just a stone's throw away.

Outstanding Location - Conveniently located near vibrant local markets and cultural landmarks, La Banque Hotel serves as an excellent base for adventure seekers and cultural explorers ready to immerse themselves in the rich tapestry of the area.

Guest Experiences - Guests have marveled at the gentle hum of the nearby cafés mingling with the scent of freshly brewed coffee wafting through the lobby, while the crispness of meticulously cleaned corridors felt like a warm embrace after a day of exploration.

Nestled in the heart of Chicago’s vibrant Magnificent Mile, Four Seasons Chicago is a sanctuary where modern elegance meets urban sophistication. With views that stretch over the glittering skyline and the serene glimmer of Lake Michigan, each moment spent here feels like an indulgent escape from reality.

City Style - Immerse yourself in the chic ambiance of this upscale hotel, where contemporary design mingles effortlessly with the rich culture of Chicago. Every corner reveals an artistic flair, making it not just a stay but a statement in style.

Spa Breaks - Unwind in The Spa at Four Seasons, where tranquility reigns supreme. Relax by the 50-foot indoor pool or rejuvenate your senses with bespoke treatments crafted to elevate your wellness experience amidst the city’s hustle.

Romantic Break - Whether it's a special anniversary or a spontaneous getaway, the intimate atmosphere coupled with impeccable service creates the perfect backdrop for romance. Picture candlelit dinners overlooking the skyline, where every detail whispers affection.

Guest Experiences - Guests have raved about the warmth of the staff, recounting how a friendly concierge went above and beyond, suggesting hidden gems in the city while serving complimentary bites of freshly baked pastries that filled the lobby with a sweet aroma. The plush bedding, with its soft linens, cradles you like a cloud, ensuring restful nights after days filled with exploration.

Nestled just steps away from the pulsing energy of Chicago's Magnificent Mile, Sofitel Chicago Magnificent Mile offers a sanctuary of elegance and comfort. With its stunning prism glass façade reflecting the shimmering skyline and tranquil Lake Michigan, this luxurious hotel invites you to indulge in an experience where French sophistication meets Midwestern warmth.

Romantic Break - Experience romance like never before in intimate settings adorned with chic French art de vivre decor, plush beds enveloped in feathertop duvets, and views that inspire stolen kisses against the city skyline.

Outstanding Location - Flanked by the vibrant energy of shopping and dining, yet nestled in a peaceful oasis, this location allows for easy adventures — whether it's a leisurely stroll to the Art Institute or a caffeine fix at local cafés just around the corner.

Total Relaxation - Unwind in spacious marble bathrooms complete with luxurious amenities, or enjoy crafted cocktails with panoramic views at Le Bar, where the city's heartbeat is matched only by the gentle clink of glasses celebrating life's finest moments.

Guest Experiences - As I stepped into the lobby, the delightful aroma of fresh coffee mingled with the festive scent of pine from the holiday decorations. The bellhop, eager to assist and genuine in his kindness, made my arrival feel like a warm embrace, creating a memorable first impression that lingered throughout my stay.

Nestled along the serene banks of the Chicago River, L7 Chicago by LOTTE exudes a chic sophistication that makes it an enchanting retreat in the heart of the bustling Loop. With its contemporary design and lavish amenities, every moment is steeped in luxury—whether you're unwinding after an adventurous day or indulging in intimate evenings with stunning city views as your backdrop.

Outstanding Location - Experience the vibrancy of Chicago with effortless access to iconic landmarks like Millennium Park and the Magnificent Mile, all just a leisurely stroll away. The pulsating energy of the Theater District beckons, ensuring that every night holds the promise of unforgettable performances.

Spa & Relaxation - Unwind in your stylish sanctuary, complete with plush bathrobes and yoga mats, inviting you to indulge in moments of tranquility. Personalized in-room spa services allow you to melt away the day’s stresses, letting you bask in relaxation without ever leaving your private oasis.

City Style - Step into a world where modern aesthetics meet urban charm, characterized by designer touches throughout the hotel. Each room, equipped with a 55-inch LCD TV and luxurious bedding, welcomes you with a fresh, invigorating ambiance that feels both homey and upscale—perfect for those seeking both comfort and elegance.

Guest Experiences - As the aroma of freshly brewed coffee wafts through the lobby, friendly staff greet you with genuine warmth, making you feel not just welcomed but truly special. A guest was particularly enamored by the doorman's lively spirit; his cheerful banter and engaging personality set the tone for their entire stay, creating an atmosphere that felt akin to visiting an old friend.

Nestled in the vibrant heart of Chicago, Virgin Hotels Chicago redefines urban luxury with its chic design and thoughtful amenities. Just steps from the bustling Magnificent Mile, this boutique hotel invites you to experience modern comfort intertwined with playful elegance, making it an enticing escape for couples and cultural explorers alike.

Romantic Retreat - With spacious rooms designed for relaxation, couples can unwind in a tranquil sanctuary featuring plush bedding and elegant décor. The unique dressing area enhances privacy, allowing moments of intimacy as you prepare for a night out amidst the city's twinkling lights.

Culinary Delights - Savor the essence of Italy at Miss Ricky's, where the aroma of freshly baked pastries wafts through the air, inviting you to indulge in delightful meals served throughout the day. Enjoy al fresco dining with panoramic views that transform each meal into a memorable experience.

Vibrant Atmosphere - The rooftop bar is a lively haven, where the rhythmic sounds of laughter blend with city life, creating an electric ambiance perfect for mingling or unwinding. Sip craft cocktails while soaking in breathtaking skyline vistas that elevate any evening.

Guest Experiences - As you stroll through the hotel, catch a whiff of refreshing flavored water near the lifts, a small but thoughtful touch that adds to the warmth of your stay. Guests have noted how the friendly staff often go the extra mile, sharing tips on hidden gems nearby while offering a cozy smile.

Nestled in the vibrant heart of Rosemont, just steps away from the bustling Fashion Outlets of Chicago, Loews Chicago O'Hare Hotel invites you into a world of sophisticated charm and modern luxury. With its sleek stone finishes and plush bedding, this contemporary retreat is designed for both indulgence and relaxation, perfectly tailored for couples seeking romance or business travelers in need of convenience.

Exceptional Dining - Savor an exquisite culinary journey at the aviation-themed Ashburn Restaurant, where classic American gastropub fare meets an innovative twist, or indulge in dry-aged steaks at The Capital Grille. Each meal is crafted with care, ensuring that whether you're dining solo or with friends, every bite resonates with flavor and intention.

Artful Surroundings - Immerse yourself in the creativity of local artists showcased in the on-site Art/Museo gallery, offering a refreshing backdrop to your stay. The rotating exhibits whisper stories of community and culture, enveloping guests in an experience that lingers long after the visit.

Unmatched Comfort - Retreat to your spa-inspired room adorned with soft textures and calming hues, where the 42-inch flat-screen TV and ergonomic workspace invite both relaxation and productivity. The bedding cradles you like a gentle embrace after a day spent exploring the vibrant surroundings or attending events at the nearby convention center.

Guest Experiences - Imagine stepping into a world where the scent of freshly prepared seafood wafts from McCormick and Schmick's, while the warm smiles of staff greet you at every corner, creating a welcoming oasis. One guest marveled at the extra attention they received from shuttle drivers, who went out of their way to ensure accessibility and comfort, turning travel into a seamless joy.

Nestled in the vibrant heart of Chicago's Loop, the Silversmith Hotel presents a harmonious blend of historic elegance and modern luxury. With its contemporary design and intimate ambiance, this boutique gem invites couples and romance-seekers to immerse themselves in a city pulsating with culture, art, and culinary delights.

Romantic Break - Elevate your getaway with luxurious accommodations that envelop you in warmth and sophistication, featuring plush bedding and spacious layouts designed for intimate moments.

Outstanding Location - Steps from iconic attractions like Millennium Park, you'll find yourself surrounded by the city's artistic heartbeat, with lively streets filled with the aroma of gourmet eateries and the buzz of local markets.

Spa & Relaxation - Unwind in the comfort of your room, where every detail invites relaxation, from the soothing scents of fresh coffee brewing in your own coffeemaker to the plush textures of finely curated furnishings.

Guest Experiences - Imagine savoring a handcrafted cocktail in the chic Adamus Lounge, the faint clinking of glasses mingling with the soft hum of conversation, while a friendly staff member shares local secrets about hidden gems just around the corner.

Nestled in the vibrant Wicker Park neighborhood, The Robey, Chicago seamlessly blends historic charm with contemporary elegance. As you enter, the air is tinged with the rich aroma of freshly brewed coffee from Café Robey, beckoning you to indulge in a culinary journey while basking in the chic ambiance that surrounds you.

City Style - Experience the heartbeat of Chicago from a prime location where hip boutiques mingle with eclectic eateries, all just steps from your door. Each light-filled room invites you to unwind with hardwood floors and luxurious 400-thread count sheets, creating an oasis amidst the city's lively backdrop.

Rooftop Retreats - Ascend to The Up Room on the 13th floor for a cocktail experience unlike any other, where panoramic views of the skyline create a picturesque setting for evening gatherings. In summer, escape to Solana, a hidden rooftop oasis that offers lush seating and refreshing drinks, perfect for lazy afternoons under the sun.

Culinary Delights - From savoring New American fare at the café to sipping nostalgia-laden cocktails at Clever Coyote, the hotel's dining scene is a feast for the senses. Guests rave about the thoughtful menu options, nestled within warm, inviting spaces designed to foster connection and conversation.

Guest Experiences - One guest couldn’t help but smile as they found their favorite umbrella tucked neatly away in the room—an unexpected touch that spoke volumes about The Robey's attention to detail. The mesmerizing view from their sixth-floor window provided endless distraction, transforming ordinary moments into extraordinary memories.

Nestled in the heart of Chicago's prestigious Gold Coast, Waldorf Astoria Chicago beckons with an air of timeless elegance and intimate luxury. As you enter through the enchanting private courtyard, a sense of tranquility envelops you, reminiscent of a French château where every detail whispers sophistication and romance.

Total Relaxation - Indulge in unparalleled serenity at the on-site spa, where the soothing aroma of essential oils wafts through the air as expert therapists guide you to blissful rejuvenation. A dip in the serene indoor pool invites you to unwind beneath the soft glow of ambient lighting, creating a sanctuary for relaxation.

Romantic Break - Every corner of this exquisite hotel is designed for romance; imagine cozying up by your fireplace in the elegantly appointed suite, or savoring a candlelit dinner at The Brass Tack, where each dish bursts with flavors that tantalize the palate, leaving you longing for just one more bite.

Spa Breaks - With a focus on wellness, the well-equipped fitness center hums softly, inviting guests to maintain their routines while traveling. After a workout, retreat to the spa’s tranquil zone, where calming sounds and plush textures cradle you into a state of total peace, a perfect prelude to a pampering treatment.

Guest Experiences - Guests frequently reminisce about the breathtaking views from their rooms, where the city skyline dazzles like a jewel, complemented by the crackling warmth of the fireplace that creates an intimate ambiance for a cozy night in. One guest even noted the delightful scent of fresh linens that filled their room, enhancing the overall feeling of comfort and indulgence.

Nestled within a beautifully restored 19th-century gem, the Chicago Athletic Association, part of Hyatt, invites you to indulge in an ambiance where history meets modern luxury. Picture yourself sipping a craft cocktail on the rooftop terrace, with breathtaking views of Millennium Park and Lake Michigan, as the vibrant energy of downtown Chicago pulses just below your feet.

Historic Charm - Step into a world where vintage elegance coexists with contemporary flair; the hotel's stunning architecture features intricate stained glass and rich wood, setting the perfect backdrop for romantic getaways or inspiring business retreats.

Gastronomic Delights - Savor a culinary journey at Cindy's, where seasonal dishes dance harmoniously with handcrafted cocktails, all while you relax on the open-air terrace, enveloped by a gentle breeze and captivating city views.

Engaging Entertainment - Unleash your competitive spirit in the lively games room, complete with antique billiard tables and shuffleboard, where laughter fills the air, and the warm glow from the fireplaces invites cozy conversation long into the evening.

Guest Experiences - Imagine being greeted by a friendly staff member who personally escorts you through the grand lobby, where the inviting scent of freshly brewed coffee wafts through the air, complemented by the nostalgic sound of games being played just beyond the plush seating.

Nestled in the vibrant heart of downtown Chicago, Ivy Boutique Hotel offers a sanctuary where luxury intertwines with urban charm. With its modern design and intimate ambiance, this chic retreat is perfect for couples seeking romance or solo travelers desiring a tranquil escape amid the city's bustling energy.

Romantic Break - Experience enchanting evenings overlooking the city skyline from the outdoor Sky Terrace, where the soft glow of sunset casts a warm hue over signature cocktails and delectable appetizers, inviting you to create memories that linger long after your stay.

Total Relaxation - Unwind in spacious rooms adorned with dark wood decor and plush furnishings, where automatic window drapes allow for effortless privacy and the temptation of spa services beckons for indulgent pampering amidst the city’s pulse.

Outstanding Location - Just two blocks from the renowned Magnificent Mile, the hotel places you within easy reach of eclectic dining options and cultural gems, making every exploration feel like a delightful adventure waiting just outside your doorstep.

Guest Experiences - Guests rave about the delightful surprise of spacious suites, where sunlight floods through floor-to-ceiling windows, creating an inviting atmosphere that feels like home, complemented by friendly staff who are always ready with coffee recommendations from nearby artisan cafés.