The 4 Best Boutique Hotels with Spa in Shelter Island (2025)

Nestled at the water's edge in the charming village of Sag Harbor, Baron's Cove is a luxurious retreat that effortlessly marries modern elegance with coastal charm. From the moment you step into its thoughtfully designed interiors, the air is infused with the salty breeze of the sea, beckoning you to unwind in an atmosphere that feels both intimate and rejuvenating.

Romantic Oasis - With rooms that open onto private gardens and stunning sea views, every corner of Baron's Cove whispers romance. Imagine waking up to the gentle sound of waves lapping at the shore as you sip your morning coffee wrapped in the embrace of a plush bathrobe.

Culinary Delights - The on-site restaurant offers a taste of fresh American cuisine crafted with local ingredients, inviting you to savor delightful meals that nourish both body and soul. The cozy bar, complete with a crackling fireplace, becomes a beloved spot for evening relaxation after a day spent exploring.

Total Relaxation - Dive into the seasonal saltwater pool or take a leisurely stroll to nearby beaches, where free passes await you. This hotel is more than just a place to stay; it’s a sanctuary for wellness enthusiasts seeking tranquility amid natural beauty.

Guest Experiences - One guest relished the cozy ambiance of the hotel’s lounge, describing the comforting aroma of freshly brewed coffee wafting through the air as they sank into a plush chair by the fireplace. Another noted the unexpected joy of their room’s garden, where morning sunbeams danced upon petals, creating a serene escape right outside their door.

Nestled in the heart of Bridgehampton, Topping Rose House offers a serene escape infused with elegance and rustic charm. With its picturesque landscape defined by sprawling gardens and an air of intimacy, this upscale retreat invites couples and wellness enthusiasts alike to indulge in luxurious relaxation and culinary delights sourced directly from the hotel's own farm.

Spa Breaks - Experience rejuvenation at the on-site spa, where soothing scents fill the air and skilled therapists offer personalized treatments designed to melt away stress and tension.

Foodies - Savor each bite at the farm-to-table restaurant, where the melody of fresh ingredients blends harmoniously with seasonal flavors, creating an unforgettable dining experience that celebrates local bounty.

Romantic Break - Whisk your loved one away to beautifully appointed rooms adorned with Frette linens; here, intimate moments unfold against a backdrop of tranquil views and impeccable design.

Guest Experiences - One guest marveled at the serene ambiance, noting how the soft crunch of gravel underfoot and the sweet aroma of herbs from the garden mingled, creating an oasis of calm that lingered long after their visit.

Nestled along the picturesque shores of Long Island Sound, Madison Beach Hotel, Curio Collection by Hilton is a sanctuary of elegance and tranquility. With its private beach access and charming coastal ambiance, this upscale retreat invites couples and honeymooners to indulge in romance while soaking in the breathtaking views of glistening waters and vibrant sunsets.

Romantic Escape - Immerse yourself in an intimate atmosphere where every detail, from plush room furnishings to soft lighting, sets the stage for romance. Whether lounging on the beach or savoring a candlelit dinner at the full-service restaurant, every moment here feels like a cherished secret shared between lovers.

Total Relaxation - Unwind in your spacious room, where serene sea views wash over you, creating a perfect backdrop for relaxation. The gentle sound of waves lapping against the shore will lull you into a state of bliss, encouraging you to leave behind the stresses of everyday life.

Spa Breaks - Rejuvenate your senses with luxurious spa treatments designed for ultimate indulgence. Feel the tension melt away as skilled therapists work their magic, leaving you refreshed and revitalized, ready to embrace the beauty of Madison’s tranquil surroundings.

Guest Experiences - As one guest recounted, they found themselves mesmerized by the stunning view from their room, where the horizon blended effortlessly with the colors of sunset, painting a picture perfect enough to rival any postcard. Even amidst a stormy day, the serene atmosphere enveloped them, making it easy to forget the world outside.

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.