The 10 Best Luxury Hotels with Entertainment in Long Island (2025)

Nestled in the charming Village of Amagansett, The Roundtree is a hidden gem where modern luxury meets rustic charm. This exquisite retreat envelops you in an atmosphere of tranquility, offering intimate hideaways and meticulously designed spaces that beckon guests to unwind, explore, and indulge in life's simple pleasures.

Total Relaxation - Experience pure serenity as you sink into plush furnishings surrounded by lush gardens and fragrant blooms. The gentle rustle of leaves and the soothing scent of fresh air create an idyllic escape from the everyday hustle.

Romantic Break - With cozy separate cabins and thoughtfully curated decor, each moment feels like a personal love letter to romance. Perfect for couples seeking privacy, this enchanting setting invites whispered conversations against a backdrop of soft candlelight.

Boutique - Every corner of The Roundtree tells a story, adorned with unique artworks and curated treasures. The blend of contemporary design with local character creates a warm, welcoming ambiance that feels both luxurious and intimately familiar.

Guest Experiences - One guest noted the delightful surprise of finding complimentary snacks and aromatic Nespresso coffee waiting in their cabin, making mornings feel indulgent. Evenings transformed into magical moments as they gathered around the crackling bonfire, sharing laughter and stories under a canopy of stars.

Nestled just moments from the pristine shores of Montauk, The Montauk Beach House invites you into a chic coastal retreat where modernity meets relaxed elegance. Imagine unwinding by a shimmering pool with refreshing cocktails in hand as the soft sounds of live DJ music set the perfect backdrop for romance and relaxation.

Beach Life - Dive into the quintessential Montauk experience with effortless beach access, where sun-soaked days blend seamlessly into balmy evenings spent strolling along the shore, soaking up the coastal charm.

Boutique - Discover an alluring mix of style and comfort in our uniquely designed accommodations, featuring airy spaces that boast stylish decor and thoughtful amenities to ensure your stay is both luxurious and intimate.

Spa breaks - Indulge in wellness with options for relaxation and rejuvenation at nearby spas, or simply unwind by the poolside, where the scent of blooming gardens mingles with the warm sun, creating a serene atmosphere.

Guest Experiences - As you sip on a perfectly chilled cocktail poolside, the gentle breeze carries hints of fresh sunscreen and sea salt, while attentive staff float by, ensuring your glass never runs dry—a blissful moment punctuated by the rhythmic beats of chill tunes and laughter echoing around the vibrant space.

Nestled along the stunning shores of Montauk, Gurney's Montauk Resort & Seawater Spa offers a tranquil escape where luxury meets the rhythmic whispers of ocean waves. The air is imbued with a blend of salty breezes and the soothing scent of seawater, creating an intimate ambiance perfect for couples seeking romance or serenity seekers yearning for revitalization.

Total Relaxation - Indulge in holistic wellness at the ocean-fed seawater spa, where healing treatments and rejuvenating experiences await. Let the sound of gentle waves lull you into tranquility as you immerse yourself in the warm embrace of the indoor pool.

Romantic Break - Each room is a serene sanctuary offering breathtaking ocean views that capture both sunrise and sunset; the soft crash of the surf becomes your backdrop for idyllic evenings spent together, enhancing every moment of your romantic getaway.

Spa Breaks - Revel in the luxurious pampering provided by Gurney’s dedicated staff, whose attentive service ensures every detail—from personalized treatments to lounging in the sauna—is perfectly curated for an unforgettable retreat.

Guest Experiences - Guests rave about the inviting decor, noting how the fresh ocean air mingles with hints of sea salt, transporting them to a serene paradise. Families delight in the cozy one-bedroom apartments where laughter echoes off the walls, and children joyfully splash in the indoor pool, while parents unwind in the exquisite bathhouse.

Nestled in the heart of Bridgehampton, NY, the Bridgehampton Inn offers an intimate escape where modern luxury meets timeless charm. With its inviting garden terrace and gourmet restaurant, this boutique hotel embodies a serene ambiance, creating the perfect backdrop for a romantic getaway or a rejuvenating retreat.

Romantic Retreat - Each room at the Bridgehampton Inn wraps you in comfort with plush seating, soothing decor, and private bathrooms that feature delicate touches. The atmosphere invites snuggles on the soft bedding after a long day exploring the nearby beaches.

Culinary Delight - Savor the art of dining at our on-site restaurant, where each dish is a celebration of local flavors and seasonal ingredients. Guests rave about the breakfast spread, from freshly baked pastries to hearty full English breakfast options that awaken the palate with every bite.

Intimate Atmosphere - Breathe in the charm of historic architecture blended seamlessly with contemporary comforts as you unwind in shared lounges or on the sun-drenched terrace. The inviting scent of fresh coffee fills the air each morning, beckoning guests to gather and connect.

Guest Experiences - One guest recounted the delight of finding a cozy nook in the lounge, where the warmth of friendly service intertwined with the aroma of sweets from the cookie jar, creating a comforting haven. Another noted how the attentive staff made their anniversary unforgettable, ensuring every detail was just right, from the private table setting to the personal touches that felt like home.

Nestled in the serene embrace of Quogue, The Quogue Club invites you to indulge in a luxurious retreat where modern elegance meets intimate charm. With whispers of the ocean breeze and the gentle rustling of trees, this boutique haven promises an unforgettable getaway for couples and adventure seekers alike, all while surrounded by exquisite decor that captivates the eye at every turn.

Romantic Break - Rekindle love amidst charming surroundings, where candlelit evenings and plush bedding create the perfect backdrop for romance. The subtle scent of fresh blooms fills the air, enhancing those quiet moments spent together over a carefully curated selection of wines.

Spa breaks - Unwind with rejuvenating treatments that pamper your senses, from soothing massages to invigorating facials. Immerse yourself in a tranquil oasis as scents of eucalyptus and lavender envelop you, leaving behind the cares of everyday life.

Local exploring - Discover the rich tapestry of Quogue’s local culture, from quaint shops bursting with artisan crafts to vibrant markets brimming with fresh produce. Each stroll reveals hidden gems waiting to be explored, inviting you to savor the essence of this coastal town.

Guest Experiences - One guest fondly recalled waking up to the aroma of freshly brewed coffee wafting through the halls, blending seamlessly with the warmth of sun-kissed walls. While some rooms might feel cozy, the breathtaking décor and attentive staff ensure that even the smallest spaces feel like a sanctuary.

Nestled in the serene embrace of Woodbury, The Inn At Fox Hollow Hotel invites you to indulge in a luxurious retreat where sophistication meets comfort. Picture yourself wandering through lush gardens under a canopy of whispering trees, returning to an elegant suite that feels like your own private sanctuary, complete with a fully equipped kitchen and a cozy ambiance designed for relaxation.

Total relaxation - Unwind by the sparkling outdoor pool or luxuriate in the tranquil courtyard, where the sweet fragrance of blooming flowers dances on warm breezes, creating an idyllic setting for intimate conversations or peaceful solitude.

Foodies - Savor mouthwatering Italian dishes at the award-winning Volpe Restaurant, where each bite is a celebration of flavors, or delight in the complimentary weekday dinners that turn every evening into a culinary adventure, complete with the aroma of freshly prepared meals wafting through the air.

Spa breaks - Indulge in moments of bliss with soothing spa-like amenities, including a well-appointed fitness center and inviting hot tubs that beckon you to immerse yourself in warmth while enjoying gentle music that calms the senses.

Guest Experiences - Imagine the friendly laughter echoing in the hallways as staff members go out of their way to ensure your stay is exceptional—like the charming shuttle drivers who not only whisk you away but also share stories of local treasures, making each ride feel like a delightful conversation with a friend.

Nestled along the tranquil shores of the Connecticut River, Saybrook Point Resort & Marina invites you to an oasis of elegance and serenity. With its eco-friendly ethos and historic charm, this upscale retreat offers a perfect blend of luxury and relaxation, ideal for romantic getaways or serene escapes from everyday life.

Romantic Retreat - Unwind in beautifully appointed rooms that boast stunning river views, plush bedding, and cozy touches like soft bathrobes, creating an intimate atmosphere perfect for couples seeking a romantic experience.

Spa Indulgence - Immerse yourself in wellness at the luxurious Saybrook Spa, where soothing massages and rejuvenating treatments transport you into a realm of tranquility, heightened by the gentle sound of water flowing nearby.

Culinary Delight - Dine at Fresh Salt, where each dish is crafted with locally sourced ingredients while you soak in breathtaking waterfront views, creating a memorable dining experience that tantalizes both palate and spirit.

Guest Experiences - Each morning, the aroma of freshly brewed coffee wafts through the air, inviting guests to savor their first sips while overlooking the picturesque marina, where boats gently sway, harmonizing with the soft lapping of the river waves.

Nestled in the charming embrace of West Hartford, Delamar West Hartford exudes an air of sophistication and warmth, captivating guests with its elegant design and attentive service. Whether you’re indulging in a tranquil spa day or savoring exquisite American cuisine at the on-site restaurant, every corner invites you to unwind and relish the luxurious ambiance.

Spa Retreat - Experience pure bliss at our indulgent spa, where soothing aromas mingle in the serene atmosphere, making each treatment feel like a personal escape into tranquility. Guests leave feeling rejuvenated, their cares washed away as they bask in the luxury of holistic wellness.

Romantic Hideaway - Whisk your partner away to a haven of intimacy with beautifully appointed rooms that echo romance, complete with plush furnishings and warm lighting. The hushed whispers of laughter and clinking glasses from the bar add to the intimate allure, setting the stage for treasured memories.

Outstanding Location - Situated just minutes from cultural gems like the Mark Twain House and vibrant Elizabeth Park, the hotel serves as your gateway to local exploration. Stroll through picturesque streets, where historic charm meets modern convenience, creating a backdrop for unforgettable adventures.

Guest Experiences - A recent visitor marveled at the spaciousness of their room, perfectly cozy with luxurious textures that beckoned after a long day of exploring. Meanwhile, the delightful scent of freshly brewed coffee wafted down the hallway each morning, accompanied by the cheerful banter of friendly staff, making guests feel right at home.

Nestled amidst the lush landscape of Washington, Connecticut, The Mayflower Inn & Spa beckons with its luxurious charm and serene elegance. As you step into this exquisite retreat, you're enveloped in a world where timeless sophistication meets intimate hospitality, setting the perfect tone for romance, rejuvenation, or simply an escape from the everyday.

Total Relaxation - Indulge in unparalleled calm at the award-winning spa, where the soothing sounds of nature blend seamlessly with the gentle melodies of soft music. Here, expert therapists will guide you on a journey to wellness, enveloping you in aromatic scents that linger long after your treatment ends.

Romantic Break - Experience moments that spark joy as you stroll through the immaculately landscaped gardens, where vibrant blooms and whispering trees create an idyllic backdrop for love. Pair your leisurely walk with a cozy evening by the fire, sharing s'mores under a star-studded sky—an enchanting experience that feels both intimate and unforgettable.

Spa Breaks - The Mayflower Inn's spa is a sanctuary of serenity, inviting guests to unwind in plush robes while sipping herbal tea infused with local herbs. Each treatment promises not just relaxation but a sensory feast, from the warm oils that glide over your skin to the tranquility that wraps you like a soft blanket.

Guest Experiences - Guests have shared heartwarming tales of connection—like when Chris greeted them with genuine warmth upon arrival, ensuring their every need was catered to, or how Katy’s late-night conversations and thoughtful gestures, like serving s'mores by the crackling fire, added a personal touch that transformed their stay into an experience filled with cherished memories.

Nestled in the serene landscape of Uncasville, Mohegan Sun beckons with an elegant fusion of luxury and excitement. As you step into this upscale resort, an alluring scent of fresh pastries wafts through the air, inviting you to indulge while a symphony of laughter and music pulsates from the vibrant casino floor and lively entertainment venues.

Culinary Delights - Savor an unforgettable culinary journey within the multitude of dining options, where each meal is a feast for the senses—from the delicate aroma of almond croissants fresh from the oven to the rich, warm flavors of expertly crafted dinners that leave guests raving about their experience.

Luxurious Spa Retreat - Rejuvenate your spirit in the tranquil spa oasis, where soothing aromas fill the air and every treatment promises to melt away the stresses of daily life, allowing you to float into relaxation amidst serene sounds and soft lighting.

Entertainment Hub - Immerse yourself in the electrifying atmosphere of live concerts and thrilling shows, where the energy crackles like electricity, drawing guests into unforgettable moments filled with laughter, awe, and spontaneous dancing in the aisles.

Guest Experiences - Waking up to the delightfully cozy feel of crisp sheets, one guest relished breakfast at Hash, where the tactile appeal of freshly brewed coffee mingled with the tantalizing crunch of perfectly baked pastries made each morning a luxurious ritual.