The 25 Best Boutique Hotels with Private Pool in Chicago Metropolitan Area (2025)

The Chicago Metropolitan Area is a vibrant tapestry of architectural marvels, world-class dining, and rich cultural experiences, where the skyline is punctuated by historic landmarks and modern masterpieces alike. Visitors can savor deep-dish pizza while immersing themselves in the city’s renowned art scene or enjoying a stroll along the picturesque shores of Lake Michigan. Amidst this dynamic backdrop, boutique hotels offer an unparalleled experience, blending personalized service with a unique sense of place that larger chains often lack. The Peninsula Chicago captivates guests with its timeless elegance and prime location near the Magnificent Mile, while The Langham Chicago enchants with its stunning river views and exceptional spa services. Meanwhile, the Nobu Hotel Chicago delivers a contemporary vibe paired with exquisite dining options that reflect the city's culinary prowess. For those seeking a luxurious escape, Chicago Metropolitan Area boutique hotels with private pools elevate your stay, inviting you to relax in style. Explore our curated collection and start planning your unforgettable getaway today.

List Of Best Boutique Hotels with Private Pool Chicago Metropolitan Area

boutique hotels in Chicago Metropolitan Area

The Peninsula Chicago

Hotel
108 East Superior, River North, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

The Langham Chicago

Hotel
330 North Wabash Avenue, River North, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

Nobu Hotel Chicago

Hotel
155 North Peoria Street, West Loop, Chicago, IL 60607, USA

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.

boutique hotels in Chicago Metropolitan Area

Park Hyatt Chicago

Hotel
800 North Michigan Avenue, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

Trump International Hotel & Tower Chicago

Hotel
401 North Wabash Avenue, River North, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

Loews Chicago Hotel

Hotel
455 North Park Drive, Streeterville, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

Four Seasons Chicago

Hotel
120 East Delaware, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

Waldorf Astoria Chicago

Hotel
11 East Walton, Chicago, IL 60611, USA

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.

boutique hotels in Chicago Metropolitan Area

The Hotel & Athletic Club at Midtown

Resort
2444 North Elston Avenue, Chicago, IL 60647, USA

Nestled in the vibrant heart of Chicago, The Hotel & Athletic Club at Midtown offers a sanctuary where luxury meets wellness in an elegant and modern setting. With its exquisite amenities and a serene atmosphere, this upscale retreat is designed for those seeking both relaxation and rejuvenation, inviting you to indulge in a world of comfort and sophistication.

Total Relaxation - Unwind in an oasis of tranquility with access to pristine indoor and outdoor lap pools, soothing whirlpools, and a spa that envelops you in a calming ambiance. The gentle scent of eucalyptus wafts through as you surrender to blissful treatments after a day filled with adventure.

Active Holiday - Engage your body and spirit with state-of-the-art workout facilities and over 190 group fitness classes available weekly, from invigorating yoga sessions to high-energy boxing workouts. Feel the pulse of vitality as expert trainers guide you on your journey toward peak wellness.

City Style - Located just minutes from iconic attractions like Wrigley Field and Lincoln Park Zoo, embrace the chic urban vibe as you explore bustling local markets or savor culinary delights at nearby restaurants. Each outing promises a blend of culture and excitement that enchants adventurers and casual explorers alike.

Guest Experiences - As you step into the gym, the fresh scent of clean equipment fills the air, while friendly trainers engage you with genuine smiles and thoughtful gestures, like a warm eucalyptus towel after a rigorous session. Cozy beds wrapped in soft linens invite you to sink in after a long day, making it feel like home away from home.

boutique hotels in Chicago Metropolitan Area

Renaissance Schaumburg Convention Center Hotel

Hotel
1551 North Thoreau Drive, Schaumburg, IL 60173, USA

Nestled at the vibrant crossroads of Schaumburg, the Renaissance Schaumburg Convention Center Hotel offers a luxurious escape infused with modern elegance. With its chic design and soothing ambiance, this haven is perfect for couples seeking a romantic retreat or business travelers in need of refined comfort amidst bustling surroundings.

Romantic Retreats - Indulge in an intimate getaway where plush furnishings and soft lighting invite you to unwind. Every corner whispers tranquility, with select rooms featuring unique in-mirror TVs for a touch of luxury while you prepare for your day or a night in.

Culinary Delights - Savor delightful flavors at the on-site Schaumburg Public House, where expertly crafted dishes—ranging from succulent steak to the freshest seafood—are paired with an exquisite selection of vintage wines. The aroma of gourmet meals fills the air, ensuring that even breakfast feels like a special occasion.

Wellness Oasis - Rejuvenate your senses in the tranquil indoor pool area or soak away your cares in the inviting hot tub. The tranquil sounds of water echo throughout, providing an oasis of relaxation after a busy day exploring the local shops or attending meetings.

Guest Experiences - During their stay, guests have marveled at the striking, contemporary design of the hotel, often mentioning the warm, friendly smiles of staff who make you feel right at home, whether it’s the welcoming shuttle driver or the attentive bartenders crafting drinks that perfectly complement the evening's ease.

boutique hotels in Chicago Metropolitan Area

Renaissance Chicago Downtown Hotel

Hotel
1 West Wacker Drive, Chicago Loop, Chicago, IL 60601, USA

Nestled in the heart of Chicago's vibrant Theater District, the Renaissance Chicago Downtown Hotel is an urban oasis where modern luxury meets artistic inspiration. With stunning views of the iconic skyline and the serene Chicago River, each moment here invites you to unwind, explore, and indulge in the chic energy that pulses through the city streets.

Outstanding Location - Just a leisurely stroll away from world-class dining and entertainment, the hotel positions you at the center of it all—a perfect launchpad for your Chicago adventures, whether you're savoring a gourmet meal or soaking in a riveting theater performance.

Romantic Break - With sleek, contemporary décor and sumptuous amenities, every corner whispers romance—perfect for couples seeking a getaway filled with intimate moments and breathtaking cityscapes.

Spa Breaks - Refresh and recharge in the indoor pool, where the soft sound of water lapping against the sides creates a serene escape from the bustling city outside, complemented by thoughtful touches that enhance your wellness journey.

Guest Experiences - As you sink into your plush room, the tantalizing aroma of a fresh brew from the coffee bar wafts through the air, mingling with the lively sounds of the city below. Guests often mention how the glow of the sunset over the river transforms their view into a vibrant canvas of colors, crafting unforgettable memories.

boutique hotels in Chicago Metropolitan Area

The Ritz-Carlton, Chicago

Hotel
160 East Pearson Street, Streeterville, Chicago, IL 60611, USA

Nestled atop the iconic Water Tower Place, The Ritz-Carlton, Chicago invites discerning travelers into a realm of unparalleled elegance within the vibrant Gold Coast district. With stunning views of the shimmering lake and city skyline framed by expansive picture windows, every moment spent here feels like a celebration of life’s finest pleasures, wrapped in luxury and comfort.

Total Relaxation - Indulge in serenity at the on-site spa, where the gentle sounds of cascading water meld with soothing aromas, whisking you away to a world of rejuvenation. Whether you seek a serene massage or a revitalizing facial, the expert staff curates experiences tailored just for you.

Romantic Break - Imagine sharing intimate moments at sunset from your elegantly appointed room, where soft linens and plush furnishings cradle you as you watch fireworks dance over Navy Pier. Every detail is designed to evoke romance, making it a perfect getaway for couples celebrating love.

Outstanding Location - Steps away from the bustling Magnificent Mile, immerse yourself in a vibrant tapestry of luxury retail, chic eateries, and cultural landmarks. Stroll through nearby parks or explore the Museum of Contemporary Art, where art and architecture converge beautifully.

Guest Experiences - One guest recalled the magical moment of witnessing a breathtaking sunrise from their 25th-floor sanctuary, the golden rays igniting the room with warmth. Another delightfully mentioned the remarkable comfort of their bed, claiming they slept like royalty, wrapped in tranquil silence and luxurious linens.

boutique hotels in Chicago Metropolitan Area

The Royal Sonesta Chicago River North

Hotel
505 North State Street, River North, Chicago, IL 60654, USA

Nestled in the vibrant heart of Chicago's River North, The Royal Sonesta beckons with an atmosphere steeped in contemporary elegance and historical charm. This boutique hotel offers a sanctuary for discerning travelers, where thoughtful design and personalized service create an intimate retreat amidst the city's bustling energy.

Urban Luxury - Guests are enveloped in spacious rooms adorned with stylish decor inspired by the grandeur of the Chicago World’s Fair, complete with designer bath amenities and plush bathrobes that invite indulgence after a day of exploration.

Culinary Delights - Start your mornings with the aromatic scent of fresh coffee wafting through the lobby before enjoying delicious brunches at CBR, where regional cuisine is served with a creative twist, making every meal a delightful experience.

Wellness Oasis - Escape the urban hustle in the serene indoor pool and sun-drenched sundeck, the ideal spot to unwind or recharge after a day spent discovering local art galleries and historic sites.

Guest Experiences - Upon arrival, the doorman greeted guests with a warm smile, while the lobby exuded a refreshing fragrance; one guest noted how the inviting ambiance felt as if they were stepping into a well-curated gallery, instantly setting the tone for a luxurious stay.

boutique hotels in Chicago Metropolitan Area

Hyatt Regency McCormick Place

Hotel
2233 South Martin Luther King Boulevard, South Loop, Chicago, IL 60616, USA

Nestled on the shores of picturesque Lake Michigan, the Hyatt Regency McCormick Place Chicago invites you to immerse yourself in a world of contemporary luxury and effortless sophistication. From the moment you step through its doors, the warm glow of welcoming smiles and the subtle hum of excitement set the tone for an unforgettable experience, whether you're here for business or leisure.

Outstanding Location - Seamlessly connected to the bustling McCormick Place convention center, this hotel places you at the heart of Chicago’s vibrant energy, offering stunning views that stretch over the lake and into the city skyline—a backdrop perfect for both work and relaxation.

Spa Breaks - Unwind in sanctuary-like spaces designed for rejuvenation. The indoor swimming pool beckons with its serene ambiance, while the 24-hour fitness center provides a haven for wellness enthusiasts seeking to maintain their active lifestyle amidst the urban allure.

City Style - With its chic, modern design, every corner of the hotel radiates a sophisticated charm, from spacious rooms equipped with cutting-edge technology to inviting lounge areas where the aroma of freshly brewed coffee mingles with the soft chatter of fellow travelers, creating a warm atmosphere ideal for socializing or solitary reflection.

Guest Experiences - As you settle into your room, notice the plush bedding that envelops you like a gentle embrace, alongside high-tech amenities that make you feel right at home. Guests often remark on the friendly staff who not only provide recommendations but also take a genuine interest in making your stay special, ensuring that even the most straightforward requests come with thoughtful attention.

boutique hotels in Chicago Metropolitan Area

Hyatt Centric Chicago Magnificent Mile

Hotel
633 North Saint Clair Street, Streeterville, Chicago, IL 60611, USA

Nestled just steps from the vibrant heart of Chicago's Magnificent Mile, Hyatt Centric Chicago Magnificent Mile invites you to indulge in an oasis of modern luxury. With its sophisticated ambiance and attentive service, this boutique hotel creates an ideal retreat for romantic getaways and cultural explorations alike, blending urban energy with a touch of serene comfort.

Outstanding Location - Step outside and be embraced by the city's pulse — acclaimed restaurants, chic boutiques, and captivating art installations await, all within walking distance. Each excursion promises a new delight, whether you’re savoring local flavors or browsing designer shops.

Romantic Break - Elevate your escape with spacious rooms that feature cozy oversized beds and spa-like bathrooms, creating an intimate sanctuary after a day of adventure. The soft glow of evening lights sets the perfect backdrop for romance as you unwind together.

Hotel Entertainment - At Level Two, the symphony of lively chatter blends effortlessly with the tantalizing aroma of local dishes being expertly crafted. Enjoy live music while sipping on inventive cocktails, turning each meal into a celebration of Chicago’s vibrant culinary scene.

Guest Experiences - Imagine soaking in the warmth of the indoor hot tub, where the gentle sound of water creates a serene cocoon; one guest described it as the perfect place to unwind after a long day. The staff’s thoughtful gestures, like personalized meal adjustments from the chefs, transform your dining experience into something truly memorable.

boutique hotels in Chicago Metropolitan Area

AC Hotel Chicago Downtown

Hotel
630 North Rush Street, River North, Chicago, IL 60611, USA

Nestled just a heartbeat away from the vibrant pulse of Chicago's Magnificent Mile, AC Hotel Chicago Downtown invites you into a world where chic European-inspired design meets modern comfort. The intimate ambiance and thoughtfully curated spaces create an inviting retreat, perfect for romantic escapes or invigorating adventures in the Windy City.

Outstanding Location - Step outside and immerse yourself in the bustling energy of River North, where art galleries, boutique shops, and gourmet dining await your exploration—perfectly placed within walking distance to iconic sites like Navy Pier and Millennium Park.

City Style - Each room is a sanctuary of sophistication adorned with sleek furnishings and plush textures that beckon you to unwind after a day filled with discovery, offering a serene space complete with modern amenities like a flat-screen TV, refrigerator, and welcoming coffee maker.

Romantic Break - Indulge in shared moments over Latin-inspired small plates at the AC Lounge, where soft lighting and murmurs of laughter create an enchanting atmosphere as you sip cocktails designed to delight your palate.

Guest Experiences - Imagine sinking into the warmth of the heated indoor pool after a long day, the scent of chlorine mingling with the sweet notes of cocktails wafting from the lounge nearby. A friendly staff member might greet you with a smile, ensuring every detail is just right as you revel in the cozy, clean surroundings that feel like home.

boutique hotels in Chicago Metropolitan Area

Chicago Marriott Schaumburg

Hotel
50 North Martingale Road, Schaumburg, IL 60173, USA

Nestled just a heartbeat away from the vibrant pulse of Schaumburg, the Chicago Marriott Schaumburg invites you into an oasis of refined comfort and intimate luxury. Here, romance flourishes in every corner—from the soothing ambiance of chic lounges to the warm glow of welcoming staff, creating a sanctuary perfect for couples and adventure seekers alike.

Romantic Retreat - Every room at the hotel is designed with romance in mind, featuring plush oversized chairs and inviting spaces where you can unwind after a day of exploration. The gentle glow from the modern decor sets the stage for evenings filled with connection and intimacy.

Culinary Delights - Savor the culinary artistry at Blue Fire Grille, where the aroma of classic American dishes infused with global flavors draws you in, making each meal a delightful event. Sip on artfully crafted drinks at Bevande Lounge, where the chic atmosphere invites laughter and conversation long into the night.

Wellness Haven - Indulge your senses with the hotel's heated indoor pool and hot tub, providing a serene escape for relaxation. Engage in rejuvenating workouts at the state-of-the-art fitness center or take leisurely strolls around the nearby parks, soaking in the fresh air and tranquil scenery.

Guest Experiences - Guests often reminisce about the warmth of the staff—like when one family was greeted with a complimentary crib for their little one, making check-in effortless. The hotel buzzes with life during weddings and events, yet it remains a serene haven, allowing you to enjoy late-night conversations over cocktails in the lounge without interruption.

boutique hotels in Chicago Metropolitan Area

The Westin Chicago North Shore

Hotel
601 North Milwaukee Avenue, Wheeling, IL 60090, USA

Nestled in the charming town of Wheeling, The Westin Chicago North Shore invites you into a world where romance meets refined luxury. With its elegant design and tranquil ambiance, the hotel offers an idyllic escape for couples seeking intimate moments and adventure seekers ready to explore the vibrant local scene.

Romantic Retreats - Immerse yourself in the hotel's luxurious atmosphere, perfect for honeymoons or quiet getaways, where every inch whispers comfort and love, from plush bedding to soft lighting that sets the perfect mood.

Spa & Relaxation - Indulge in a serene wellness experience at the inviting spa, where the soothing scents of essential oils mingle with the sound of gentle music, promising a revitalizing retreat from the everyday hustle.

Local Exploring - With easy access to Ravinia and nearby attractions like iconic Wrigley Field and the enchanting Lincoln Park Zoo, each day brings a new opportunity for discovery, whether it’s a leisurely stroll through local markets or an evening filled with cultural delights.

Guest Experiences - Upon arrival, one guest was pleasantly surprised by the warm, inviting aroma wafting from the restaurant as they were greeted by staff who seemed genuinely happy to help. They savored their quiet room adorned with lovely views, only interrupted by the gentle sounds of laughter echoing from the pool area.

boutique hotels in Chicago Metropolitan Area

JW Marriott Chicago

Hotel
151 West Adams, Chicago Loop, Chicago, IL 60603, USA

Nestled in the vibrant heart of Chicago's financial district, the JW Marriott Chicago invites you to step into a world where historic elegance meets modern luxury. With its stunning architectural design and unparalleled service, every moment spent here feels like a cherished escape, perfect for romantic getaways or revitalizing retreats.

City Style - Immerse yourself in the chic urban atmosphere as you explore a wealth of nearby cultural landmarks, from the lush expanses of Millennium Park to the inspiring collections at the Art Institute, all just a short stroll away.

Spa Breaks - Rejuvenate your body and soul in the serene oasis of the on-site luxury spa, where soothing treatments and tranquil surroundings make for an irresistible escape from the city's hustle and bustle.

Culinary Delights - Savor the essence of Italy at The Florentine, where seasonal dishes burst with flavor, complemented by a sophisticated yet inviting ambiance that makes every meal a memorable experience.

Guest Experiences - Picture this: you walk into the lobby, and the warm, inviting scent of fresh espresso wafts through the air, while the sound of soft Italian melodies fills the space, instantly elevating your mood. One guest recalled how the attentive staff surprised them with a succulent plant as a parting gift, a small but heartfelt gesture that left a lasting impression.

boutique hotels in Chicago Metropolitan Area

The Westin Chicago Lombard

Hotel
70 Yorktown Center, Lombard, IL 60148, USA

Nestled in the vibrant heart of Lombard, The Westin Chicago Lombard invites you to immerse yourself in a world where elegance meets tranquility. With a design that whispers romance and sophistication, this four-star sanctuary serves as an idyllic retreat for couples and luxury seekers alike, all while offering modern conveniences for savvy business travelers.

Romantic Retreats - Unwind in spacious accommodations adorned with chic decor, where soft linens and panoramic views create the perfect backdrop for a romantic getaway. Whether sipping wine by the window or lounging in the plush surroundings, each moment feels like an intimate escape.

Wellness Haven - Dive into the expansive indoor pool, where gentle ripples echo a serene ambiance, or indulge in the exclusive Westin Workout fitness center, equipped with top-tier amenities. Here, wellness isn’t just a goal; it’s a soothing experience enveloped in calm and comfort.

Prime Location - Step outside to discover Lombard's charming streets, filled with delightful boutiques and a plethora of culinary gems. From nearby Brookfield Zoo adventures to leisurely strolls through quaint local markets, every day unfolds new opportunities for exploration.

Guest Experiences - Imagine waking up to the scent of fresh coffee wafting from the on-site restaurant, where friendly staff greet you with genuine smiles. Guests rave about the expansive indoor pool, reminiscent of a luxurious lagoon, and the pristine cleanliness throughout—the kind of place you reluctantly check out of, wishing you could stay just a little longer.

boutique hotels in Chicago Metropolitan Area

Radisson Blu Aqua Hotel, Chicago

Hotel
221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, USA

Nestled within the iconic Aqua building, the Radisson Blu Aqua Hotel in Chicago presents a luxurious sanctuary where modern elegance meets natural beauty. With breathtaking views of Lake Michigan and vibrant green parks, this hotel offers an intimate escape that feels both chic and welcoming, perfect for romantic getaways or rejuvenating retreats.

Lakeside Relaxation - Unwind at the serene indoor and outdoor pools, where you can glide through shimmering waters or lounge on the sun-drenched deck with a craft cocktail in hand, surrounded by crackling fire pits that create a cozy ambiance under the stars.

Culinary Delights - Savor the rich aromas and flavors of American cuisine at FireLake Grill House & Cocktail Bar, where locally-inspired dishes come alive, making every meal an unforgettable experience steeped in warmth and hospitality.

Breathtaking Views - Every contemporary room is a canvas displaying sweeping vistas of Lake Michigan and lush surroundings, offering a tranquil retreat complete with plush amenities—a perfect backdrop for couples seeking romance and adventure alike.

Guest Experiences - After a day of exploring, guests often find themselves enchanted by the delightful ambiance; one couple relished their corner suite with expansive views, noting how the gentle rustle of leaves mixed with whispers of the city below created an enchanting soundtrack to their stay.

boutique hotels in Chicago Metropolitan Area

W Chicago - Lakeshore

Hotel
644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, USA

Perched gracefully along the shimmering shores of Lake Michigan, The Wade invites you into a world where sleek modernity meets romantic coziness. As the sun sets, painting the skyline in hues of gold and lavender, every corner of this boutique hotel whispers luxury, privacy, and an alluring sense of adventure that defines the essence of Chicago.

Outstanding Location - Just steps away from Navy Pier's vibrant energy, The Wade offers easy access to the heart of the city's attractions, making it an ideal base for both exploration and leisurely retreats. Enjoy the gentle sound of waves caressing the shore as you embark on your urban adventure.

Romantic Break - The hotel's contemporary design is infused with intimate touches, creating a perfect backdrop for lovers seeking a getaway. Picture candlelit dinners at Current Chicago, where seasonal Italian dishes are paired with stunning lake views, igniting romance with every bite.

Spa & Relaxation Lovers - Unwind in style at the modern fitness center or take a refreshing dip in the indoor pool, where soft water echoes lulled conversations and laughter. Each guest room also envelops you in tranquility, featuring plush featherbeds that promise restful nights and rejuvenating mornings.

Guest Experiences - Guests rave about the beautiful lobby that greets them with a warm ambiance, while effortlessly navigating the bustling city beyond. One visitor recalls the delightful surprise of finding their lost debit card, thanks to the attentive staff who ensured the right checks were in place—an act that turned a small moment of panic into a testament to care.

boutique hotels in Chicago Metropolitan Area

Sheraton Grand Chicago Riverwalk

Hotel
301 East North Water Street, Streeterville, Chicago, IL 60611, USA

Nestled along the shimmering banks of the Chicago River, the Sheraton Grand Chicago Riverwalk invites guests into a world of urban elegance where modern luxury blends seamlessly with breathtaking views. As the sun sets behind the iconic skyline, the tranquil sounds of the flowing river create an intimate atmosphere perfect for couples seeking romance or families yearning for adventure in the heart of the city.

Outstanding Location - With Navy Pier and Millennium Park just a leisurely stroll away, the hotel stands at the epicenter of Chicago's vibrant energy, offering guests unparalleled access to art, culture, and nightlife.

Romantic Break - Imagine savoring a candlelit dinner at Shula’s Steak House, where the rich aroma of expertly grilled steaks fills the air, making every meal a memorable affair against the backdrop of stunning river views.

Spa Breaks - Indulge your senses at the hotel's state-of-the-art fitness center, or unwind by the serene pool area, where the soft lapping of water creates a soothing soundtrack to your relaxation.

Guest Experiences - Guests have marveled at how the river magically turns green, a vibrant spectacle that draws them to their windows each spring; as they watch from cozy rooms, excitement dances in the air, mingling with the fresh scent of nearby blooming flower boxes.

boutique hotels in Chicago Metropolitan Area

The Abbey Resort

Resort
269 Fontana Boulevard, Lake Geneva, WI 53125, USA

Nestled alongside the tranquil shores of Lake Geneva, The Abbey Resort is where modern luxury meets timeless charm, creating the perfect romantic getaway. As you step onto the property, the gentle lapping of the water and the scent of fresh pine envelop you, setting the stage for an unforgettable retreat infused with elegance and relaxation.

Romantic Break - Every corner of The Abbey Resort whispers romance—from the intimate lakeside bonfire where couples gather to toast marshmallows under a starry sky, to the cozy alcoves within the AVANI Spa, inviting guests to retreat into blissful tranquility.

Spa Breaks - Indulge in rejuvenation at the full-service AVANI Spa, where the soothing aroma of essential oils fills the air as skilled therapists employ ancient techniques, ensuring every treatment leaves you feeling refreshed and serene.

Outdoor Adventures - Explore the natural beauty surrounding The Abbey Resort with various activities from kayaking on the glistening lake to peaceful walks along scenic trails, offering the perfect balance of adventure and relaxation amidst lush landscapes.

Guest Experiences - One guest shared the joy of waking up to the sunrise painting the sky in vibrant hues, while the scent of freshly brewed coffee wafted through the air from a nearby café—an ideal start to a day filled with exploration and indulgence.

boutique hotels in Chicago Metropolitan Area

The Pfister Hotel

Hotel
424 East Wisconsin Avenue, Milwaukee, 53202, USA

Nestled in the vibrant heart of Milwaukee, The Pfister Hotel transcends the ordinary with its exquisite blend of historic charm and modern luxury. As you step into this opulent haven, the scent of fresh blooms mingles with the subtle echoes of soft jazz, inviting you to unwind in an atmosphere steeped in elegance and romance.

Total Relaxation - Indulge in a rejuvenating escape at the full-service spa, where the gentle sound of flowing water accompanies your journey to tranquility. Each treatment is tailored for blissful relaxation, allowing you to fully immerse yourself in self-care amidst opulent surroundings.

Outstanding Location - Just a leisurely stroll from the iconic Milwaukee Art Museum, The Pfister places you at the center of cultural exploration. With the city's vibrant art scene and lively markets within easy reach, every moment spent here is infused with local character and charm.

Romantic Break - Elevate your getaway with breathtaking views from Blu, the martini bar perched high on the 23rd floor. Sip on expertly crafted cocktails as the sun sets over the city skyline, enveloping you in a warm glow that perfectly complements a dreamy evening.

Guest Experiences - One guest reminisced about the delightful breakfast in the cafe, describing the aroma of freshly brewed coffee and warm pastries wafting through the air, paired with attentive service that made them feel like royalty. Another was captivated by the intricate details adorning the lobby, feeling as though they were stepping into a living museum where each corner revealed a story.

Best Boutique Hotels with Private Pool that guests love in Chicago Metropolitan Area

boutique hotels in Chicago Metropolitan Area
221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, United States of America
7.9
1800 reviews
From $235

Guest Review: I loved the location. Staff was super friendly. Also, the restaurants within the hotel were divine!

boutique hotels in Chicago Metropolitan Area
644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, United States of America
8.1
1553 reviews
From $179

Guest Review: It was beautiful and had a great restaurant/bar area. The rooms were very large, comfortable, modern, and clean. It wasn’t noisy at all like a lot of hotels can be. Additionally, it was conveniently located to so many things! Just a short walk or Uber ride from anything you’d want to do. The staff was BEYOND friendly and helpful. I even lost my debit card the first night and they located it, gave it to security, and notated on my account that my card was found. Instead of just handing it over and trusting I was who I said I was, they requested an ID to verify. That seems so small but a lot of places won’t do that. I hate to admit it’s not the first time I’ve lost my debit card, but unfortunately I speak from experience. Really cannot recommend this place enough. FAR exceeded my expectations.

boutique hotels in Chicago Metropolitan Area
505 North State Street, River North, Chicago, IL 60654, United States of America
8.7
1383 reviews
From $267

Guest Review: Amazing location, super friendly staff (love the doorman!), surprisingly large room. Great service, were even able to check in when we arrived an hour before check-in time.

Other great option in Chicago Metropolitan Area

Chicago Metropolitan Area Boutique Hotels on the Map

Frequently Asked Questions

If you're seeking boutique hotels with private pools in the Chicago Metropolitan Area, consider The Peninsula Chicago and Trump International Hotel & Tower Chicago. Both offer luxurious settings with exceptional amenities, ensuring you can relax and unwind in style.

For a touch of opulence, check out The Langham Chicago and Four Seasons Chicago. These luxury hotels boast exquisite private pool facilities along with stunning views of the city skyline, making your stay truly unforgettable.

Families will love Loews Chicago Hotel and Hyatt Centric Chicago Magnificent Mile, both of which feature welcoming atmospheres and private pool areas perfect for kids. Enjoy spacious accommodations and various family-friendly activities nearby.

For a romantic getaway, look no further than Waldorf Astoria Chicago and The Ritz-Carlton, Chicago. Both offer intimate private pool experiences amidst elegant surroundings, perfect for couples looking to create lasting memories.

For urban cool vibes, explore Nobu Hotel Chicago and Renaissance Chicago Downtown Hotel. Each hotel features stylish designs and exclusive private pool options, catering to travelers seeking a modern and chic stay in the heart of the city.

Food enthusiasts should check out Park Hyatt Chicago and The Royal Sonesta Chicago River North. These hotels not only provide access to exquisite dining but also feature private pool facilities to enjoy after a gourmet meal.