The 10 Best Boutique Hotels with Entertainment in Nantucket (2025)

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 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 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 charming seaside enclave of Harwich Port, The Platinum Pebble Boutique Inn is a serene retreat specifically designed for adults seeking an intimate escape. With its elegant décor, lush gardens, and inviting outdoor spaces, this boutique inn envelops you in an atmosphere of romance and tranquility, where every detail is meticulously curated for your comfort and pleasure.

Romantic Retreat - Discover secluded nooks throughout the property, from cozy garden benches to tranquil spots by the shimmering seasonal pool, perfect for sharing whispered secrets or savored moments with that special someone.

Culinary Delights - Awaken your senses each morning with a sumptuous breakfast featuring homemade scones, warm muffins, and decadent blueberry pancakes, all prepared with love and served beside the refreshing pool, creating a feast both for the eyes and palate.

Nature's Embrace - Stroll through beautifully manicured gardens, where free-range chickens meander freely, adding charm to the landscape while the gentle rustling of leaves creates a soothing backdrop for unwinding after a day of exploring Cape Cod's breathtaking coastline.

Guest Experiences - Imagine waking to the enticing aroma of freshly baked pastries wafting through the air as you step into your elegantly appointed room, where soft linens beckon for a lazy afternoon nap, just before indulging in a quiet evening near the outdoor fireplace, surrounded by the soothing sounds of nature.

Nestled in the vibrant heart of Cape Cod, Freebird by Reverie Boutique Collection invites you to step into a world where retro charm meets modern luxury. With its eclectic decor and upbeat atmosphere, this boutique hotel offers an intimate escape for couples and adventurers alike, perfectly complemented by the gentle sounds of summer breezes and laughter by the poolside.

Romantic Break - Whisk away on a romantic retreat with cozy corners and secluded spaces perfect for intimacy, where soft music fills the air and the sunset paints the sky in hues of orange and pink.

Spa & Relaxation Lovers - Indulge in total relaxation at our inviting hot tub, surrounded by lush landscaping—ideal for unwinding after a day spent exploring or simply basking in the joy of doing nothing at all.

Beach Life - Just moments from the golden sands, immerse yourself in the quintessential Cape Cod experience, where beachcombing and seaside cocktails become delightful rituals.

Guest Experiences - Imagine returning to your adorable room after a sun-soaked day; the air is filled with the enticing aroma of fresh cocktails wafting from the outdoor bar, while the comforting glow of the fire pit beckons you to unwind under the stars.

Nestled in the charming embrace of Chatham, MA, Captain's House Inn invites you to experience a serene escape where modern luxury meets timeless Cape Cod charm. Picture yourself wandering through lush gardens kissed by the morning sun, savoring the tranquil sounds of nature, and indulging in delectable meals crafted from local ingredients—all within a stone's throw of stunning beaches and the iconic Cape Cod National Seashore.

Romantic Retreat - Stroll hand-in-hand through beautifully manicured gardens, find solace in cozy nooks, and unwind under starry skies—perfect for couples seeking intimate moments and unforgettable memories.

Culinary Delights - Awaken your senses each morning with a lavish full breakfast featuring artisanal pastries and made-to-order dishes, while the inviting aroma of homemade cookies wafts through the air, enticing you back for an afternoon cream tea.

Tranquil Wellness - Unwind in luxurious accommodations equipped with plush furnishings, private bathrooms, and soothing whirlpool bathtubs, creating a peaceful haven that beckons relaxation and rejuvenation after a day of exploration.

Guest Experiences - Imagine sipping fragrant coffee on your balcony as the soft rustle of leaves dances in the gentle breeze, or the delightful surprise of finding freshly baked cookies waiting for you, filling the air with nostalgia and warmth, making every corner of your stay feel like home.

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 charming Falmouth, The Coonamessett invites you to unwind in a haven where coastal elegance meets modern comfort. Embrace the romantic ambiance that envelops your stay, from the warm smiles of our attentive staff to the soft rustle of ocean breezes drifting through your suite's window.

Romantic Break - Indulge in intimate moments at The Coonamessett, where cozy seating areas beckon for shared conversations over glasses of fine wine, and each room's tasteful décor whispers of the enchanting evenings spent together.

Spa & Relaxation Lovers - Immerse yourself in tranquility as you stroll through lush gardens, breathing in the soothing scents of nature, or discover our in-house spa services designed to rejuvenate both body and mind.

Outstanding Location - With pristine beaches just minutes away and the picturesque Nobska Lighthouse within easy reach, every adventure is within your grasp, allowing you to explore the stunning scenery of Cape Cod effortlessly.

Guest Experiences - Guests often find their mornings begin with the delightful aroma of freshly brewed coffee wafting through the air, paired with the inviting sounds of laughter as new friends gather for breakfast—a perfect start to another day in paradise.