The 9 Best Luxury Hotels with Entertainment in Nantucket (2025)

Nestled in the heart of downtown Nantucket, The Nantucket Hotel & Resort beckons with a blend of coastal elegance and warm hospitality. Just a short stroll from pristine beaches and vibrant boutiques, this chic retreat offers an oasis of comfort and indulgence, where each day unfolds with the sound of the ocean breeze and the scent of freshly prepared meals wafting through the air.

Total Relaxation - Bask in the serenity of two seasonal heated outdoor pools surrounded by lush landscapes, inviting you to unwind under the sun or soak in the soothing hot tub while indulging in a moment of pure bliss.

Spa Breaks - Rejuvenate your soul at the on-site spa, where calming treatments harmonize with local wellness philosophies, creating a sanctuary for those seeking relaxation and revitalization amidst Nantucket’s idyllic charm.

Boutique - With rooms and suites adorned in crisp, bright colors and cozy textures, every space feels like a personal haven. Some accommodations even offer stunning ocean views, making it a perfect backdrop for intimate moments and cherished memories.

Guest Experiences - Guests have marveled at the delightful breakfast, where the aroma of freshly brewed coffee mingles with the sweet scent of pastries, creating a welcoming start to their day. Though a few light bulbs flickered during one guest's stay, the warmth of the staff and the picturesque surroundings made them feel right at home.

Nestled in the heart of Nantucket, 21 Broad is a serene haven where modern sophistication meets coastal charm. Picture yourself savoring a glass of wine by the flickering fire pit in the lush courtyard, wrapped in the gentle embrace of sea breezes and the scent of blooming hydrangeas, while you indulge in an experience that feels both intimate and effortlessly luxurious.

Romantic Retreat - With its chic decor and inviting ambiance, each room at 21 Broad is designed to offer couples a sanctuary of comfort, featuring soft linens and soothing vitamin C showers that rejuvenate your senses after a day exploring the island.

Culinary Delights - Start your mornings with a delightful spread of locally inspired dishes, where the aroma of freshly baked pastries mingles with the coastal air, creating the perfect start to your day. Don't miss the afternoon cookies, a charming treat that invites you to linger and chat with fellow guests.

Historic Exploration - Just steps away from the Whaling Museum and quaint local shops, 21 Broad places you at the center of Nantucket's rich cultural tapestry, allowing adventurous souls to immerse themselves in the island’s storied past with leisurely strolls through cobblestone streets.

Guest Experiences - As you sip on complimentary drinks during happy hour, the delightful chatter and laughter from the cozy common areas fill the air, and you'll find unexpected moments of joy, like discovering beach chairs and towels waiting for you as you plan a spontaneous seaside escape.

Nestled in the heart of Nantucket's historic district, Greydon House invites you to step into a world where timeless charm meets modern elegance. With its carefully curated interiors and an atmosphere that whispers stories of the past, this boutique hotel promises a luxurious retreat infused with local flavor and warm hospitality.

Artworks - Each corner of Greydon House is adorned with thoughtfully selected artworks, reflecting the heritage and culture of Nantucket, creating an inspiring backdrop for quiet reflection or romantic evenings.

Total relaxation - Indulge in the serene ambiance of your room, where plush linens invite you to sink into comfort after a day of exploration, while the gentle hum from the vibrant streets below lulls you into peaceful slumber.

Outstanding location - Ideally situated just steps from the bustling wharf, boutique shops, and delectable dining options, Greydon House allows guests to soak in the rich tapestry of Nantucket's charm right at their doorstep.

Guest Experiences - Guests have delighted in the attentive service of staff members, like John, whose genuine warmth and helpfulness transform every request into a memorable moment. The delightful scent of fresh coffee wafts through the lobby, inviting you to start your day with a smile, while the meticulously maintained decor—a blend of historic elegance and modern touches—offers a tactile reminder of the island's storied past.

Nestled in the serene embrace of Wauwinet, The Wauwinet Nantucket invites you to escape into a world where luxury meets tranquility. With its soft ocean breezes and stunning views of Nantucket Bay, this adults-only haven offers an intimate sanctuary for couples and romantics alike, promising cherished moments amid lush landscapes and vibrant sunsets.

Romantic Hideaway - Every corner at The Wauwinet exudes charm, from the cozy library's crackling fire to the elegantly appointed rooms that beckon with bright beach-inspired decor and bay views. This is a place where love stories flourish, whether you're sharing a quiet sunset or indulging in a candlelit dinner on Topper’s Deck.

Culinary Delights - Savor the exquisite flavors at Topper’s Restaurant, where dishes are crafted from fresh local ingredients and served against a backdrop of breathtaking vistas. The scent of sea salt mingles with savory aromas as you dine al fresco, creating a sensory experience that lingers long after your meal.

Total Relaxation - Unwind in the lounge chairs dotting the private beach, where the gentle lull of waves provides the soundtrack to your idyllic retreat. An inviting tennis court and options for sailing and fishing promise active reprieves, while complimentary coffee and pastries in the morning keep the mornings sweet and leisurely.

Guest Experiences - Guests often reminisce about the delightful morning ritual of sipping coffee and savoring freshly baked pastries while surrounded by bright floral arrangements, setting a peaceful tone for the day. There’s something truly comforting about gathering around the cozy library fire on chilly evenings, a perfect capstone to a day well spent.

Nestled along the enchanting shores of Martha's Vineyard, the Harbor View Hotel offers an exquisite blend of coastal charm and modern luxury. With the iconic Edgartown Lighthouse as your backdrop, indulge in a tranquil escape where every sunrise paints a canvas of serene beauty, inviting romance and unforgettable memories.

Outstanding Location - Perched at the water's edge, the hotel's prime location provides breathtaking views of the harbor, effortlessly merging relaxation with accessibility to Edgartown's vibrant shops and culinary delights just a leisurely stroll away.

Romantic Break - Imagine savoring a candlelit dinner on the terrace, where gentle sea breezes mingle with the tantalizing aromas of gourmet cuisine, creating an ambiance that ignites passion and connection between couples seeking a romantic getaway.

Total Relaxation - Unwind by the seasonal outdoor pool surrounded by lush landscapes, or indulge in restorative moments at nearby beaches, where the sound of waves lapping against the shore harmonizes with the laughter of friends or the soft whispers of intimate conversations.

Guest Experiences - A guest recalled the warmth of personalized service, with staff members like Ivan from Montenegro and Keely from Stowe greeting them by name, creating an inviting atmosphere as familiar scents of fresh pastries wafted through the breakfast area, promising a delightful start to their day.

Nestled along the serene shores of Cape Cod, Wequassett Resort and Golf Club is a luxurious escape where the gentle lapping of waves meets meticulously manicured landscapes. This haven of tranquility blends the elegance of upscale accommodations with the warmth of personalized service, inviting couples, families, and adventurers alike to forge unforgettable memories in a picturesque setting.

Total relaxation - Immerse yourself in a world of serenity at our seasonal outdoor pool surrounded by lush gardens, or unwind in the rejuvenating hot tub as the sun sets over the water, casting a golden hue on your perfect getaway.

5* Luxury - Indulge in sumptuous rooms boasting private decks overlooking the tranquil waters, where you can sip freshly brewed coffee while soaking in the soft morning light, creating a blissful start to each day.

Romantic Break - Dine al fresco at Twenty-Eight Atlantic, where the tantalizing aroma of fresh seafood mingles with the salty sea breeze, and every meal transforms into an intimate experience against the backdrop of panoramic waterfront views.

Guest Experiences - A guest marveled at the delightful surprise of finding Sill Bakery nestled within the resort, where the irresistible scent of freshly baked pastries beckoned them every morning—a small indulgence that made their stay extra special.

Nestled along the pristine shores of Brewster, The Mansion at Ocean Edge Resort & Golf Club envelops you in a world of refined elegance and tranquil luxury. With its historic architecture set against breathtaking coastal views, each moment spent here feels like a cherished memory waiting to unfold, whether you're indulging in a serene spa day or savoring a romantic sunset dinner by the beach.

Total Relaxation - Unwind in both indoor and outdoor pools, where the gentle lapping of waves harmonizes with the laughter of families enjoying the sun-drenched poolside—it's a sanctuary for those seeking leisure amidst natural beauty.

Spa Breaks - Indulge your senses with rejuvenating treatments designed to melt away stress, as aromas of essential oils mingle with the sound of soft ocean breezes—a perfect retreat for wellness enthusiasts.

Beach Life - Step from your luxurious room directly onto a private stretch of sandy beach. Feel the warm sun on your skin while sipping a cocktail, as the rhythmic sound of waves creates an atmosphere of profound relaxation.

Guest Experiences - Guests have shared delightful tales of evenings spent around cozy fireplaces, a glass of wine in hand, where friendly bartenders craft signature cocktails that perfectly complement the inviting ambiance—a true reflection of the resort's attentive service.

Nestled in the heart of Provincetown, The Provincetown Hotel at Gabriel's offers a serene escape where luxury meets coastal charm. With its lush gardens and inviting terrace, this chic boutique hotel is a sanctuary for couples seeking romance, adventure seekers ready to explore, and anyone eager to unwind in style.

Total Relaxation - Unwind in beautifully appointed rooms, each a haven of tranquility with plush furnishings and thoughtful touches that whisper comfort. Imagine waking up to the gentle sounds of nature, stepping out onto your private balcony to breathe in the crisp ocean air.

Outstanding Location - Situated mere steps from Ryder Street Beach and a short stroll from vibrant Commercial Street, the hotel invites you to immerse yourself in the local culture. Explore charming shops, indulge in culinary delights, or take a leisurely walk along the shore as the sun sets over the horizon.

Romantic Break - With its intimate atmosphere and romantic settings, The Provincetown Hotel at Gabriel's is the perfect backdrop for cherished moments. Picture yourself sharing laughter over a complimentary breakfast, surrounded by the fragrant blooms of the garden, or enjoying starlit conversations in the tranquil outdoor space.

Guest Experiences - One guest recalls the delightful surprise of discovering a well-equipped kitchen in their cozy room, perfect for crafting a late-night snack after a day of seaside adventures. The soothing sound of water from the koi pond in the backyard added an enchanting touch to their peaceful retreat.

Nestled in the heart of Provincetown, the Ellery Hotel is a sanctuary for those seeking an elegant retreat infused with romance and charm. This adult-only haven exudes sophistication while embracing the tranquil atmosphere of coastal New England, making it the perfect escape for couples, honeymooners, and wellness enthusiasts alike.

Romantic Retreat - With uniquely styled rooms that radiate intimacy, each space at Ellery invites you to unwind amidst plush furnishings, soft linens, and the gentle glow of candlelight, creating an inviting backdrop for cherished moments together.

Spa Sanctuary - Indulge in self-care at the Namaste Spa, where the soothing sounds of water cascade from the hydro-jet hot tub, and the warmth envelops you as you relax in the Finnish saunas or Turkish hamam, offering a serene escape from everyday life.

Gourmet Mornings - Awaken your senses each day with a delectable homemade breakfast featuring eggs cooked to perfection, warm muffins, and the aroma of freshly brewed coffee wafting through the air, setting the stage for a day of exploration or relaxation.

Guest Experiences - As guests stroll through the courtyard, they resonate with the flickering glow of lanterns illuminating cozy seating areas, where a glass of complimentary Port encourages laughter and conversation, all while the friendly staff shares personalized recommendations that feel like insider secrets.