The 9 Best Boutique Hotels with Entertainment in Rosemont (2025)

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 just a heartbeat away from the bustling pulse of O'Hare International Airport and the vibrant scene at Donald E. Stephens Convention Center, The Westin O'Hare stands as an oasis of elegance and modern comfort. With its chic design and inviting atmosphere, this hotel seamlessly marries convenience with luxury, making it an ideal retreat for both discerning travelers and those in search of adventure.

Outstanding Location - Perfectly positioned among Rosemont's dynamic offerings, The Westin O'Hare is mere minutes from the Blue Line train, whisking you into the heart of downtown Chicago for endless exploration of its iconic sights and culinary delights.

Total Relaxation - Each guest room is a sanctuary of tranquility, featuring plush beds and soothing decor that beckons you to unwind after a day of travel or business meetings, enveloped by the soft aroma of complimentary Starbucks coffee brewing nearby.

Spa Breaks - Indulge in total serenity at Benchmark Gastropub, where seasonal dishes crafted from fresh local ingredients create a dining experience that feels both intimate and indulgent—a perfect way to celebrate a romantic evening or a quiet dinner with friends.

Guest Experiences - As I entered the lobby, I was greeted by the warm scent of freshly brewed coffee mingling with the faint hum of laughter from guests enjoying their meals. The staff’s genuine smiles made me feel instantly at home, and I couldn't help but admire the beautifully designed spaces that were both chic and impeccably clean.

Nestled in the heart of Rosemont, Hyatt Regency O'Hare Chicago offers a sanctuary of contemporary elegance while being seamlessly connected to the buzzing Donald E. Stephens Convention Center. With its warm ambience and luxurious amenities, this modern hotel is an ideal retreat for couples seeking romance, business travelers on the go, and wellness enthusiasts looking for tranquility amidst the city’s energy.

Outstanding Location - Just minutes away from O'Hare International Airport and a mere stroll from the Rosemont Blue Line Transit Stop, the hotel bridges convenience with exploration, allowing guests to dive into the vibrant culture and dining of downtown Chicago without the fuss.

Spa Breaks - Unwind in the state-of-the-art fitness center or indulge in restorative yoga sessions, harmonizing body and mind while enjoying plush surroundings designed for relaxation and rejuvenation—perfect for avid wellness travelers.

Lively Area - Surrounded by eclectic shopping and cultural sights, including the nearby Fashion Outlets of Chicago, the hotel’s location invites adventure seekers to immerse themselves in local experiences, from designer boutiques to savory food markets.

Guest Experiences - Amidst the bustling atmosphere, guests found solace in their rooms, where speedy elevators whisked them away to spacious accommodations. The comforting hum of the white noise machine became a soothing companion at night, lulling them into restful sleep—one guest even remarked that it was a true lifesaver after a long day.

Nestled in the picturesque heart of Northbrook, the Renaissance Chicago North Shore Hotel beckons travelers with its chic modern elegance and intimate ambiance. Here, every corner whispers romance—from the plush furnishings that invite you to sink in, to the aroma of freshly brewed coffee wafting through the air, creating an inviting atmosphere perfect for couples and solo explorers alike.

Romantic Getaway - The hotel offers a dreamy escape for lovers, with spacious rooms featuring large windows that flood the space with natural light, setting the stage for cozy evenings filled with soft music and laughter.

Culinary Delights - Pancetta Restaurant tantalizes your taste buds with Italian-inspired dishes crafted from fresh, local ingredients, while the Rlounge serves up not only delightful nightly specials but also the sounds of live music that resonate warmly in the background.

Outstanding Location - Perfectly situated just minutes from the vibrant Ravinia Festival and the serene beauty of the Chicago Botanic Garden, guests can easily explore cultural gems or unwind in nature’s tranquility, making every stay a memorable adventure.

Guest Experiences - As guests unwind in their beautifully decorated rooms, they often remark on the exceptional comfort of the beds, paired with the gentle hum of live performances echoing softly from the Rlounge. The attentive staff even made it easy for one couple to enjoy a concert at Ravinia, providing a convenient shuttle that felt like a personal touch to their evening out.

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.

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.

Nestled in the heart of downtown Evanston, the Hilton Orrington offers an exquisite blend of modern comfort and timeless elegance. This 4-star sanctuary invites you to indulge in a romantic escape or a rejuvenating retreat, just steps away from the vibrant cultural tapestry of the area and the tranquil shores of Lake Michigan.

Romantic Break - Experience the charm of richly decorated rooms adorned with maple wood furnishings, where each detail whispers romance—perfect for couples seeking a cherished getaway.

Outstanding Location - Just a leisurely stroll from Northwestern University and Centennial Park, relish the ease of exploring nearby restaurants, quaint boutiques, and scenic lakefront paths that beckon with their natural beauty.

Spa Breaks - Unwind in a serene atmosphere, complete with spa bath amenities in your room, inviting you to soak in relaxation after a day spent exploring the vibrant streets of Evanston.

Guest Experiences - Imagine waking up in a spacious suite, greeted by the warm smiles of the attentive staff who go above and beyond, like Sophia, whose cheerful demeanor makes every interaction feel personal. The aroma of gourmet burgers wafts from the connected restaurant, reminding you that culinary delights await just outside your door.

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.

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.