The 11 Best Boutique Hotels with Entertainment in Portland (2025)

Nestled in the heart of Portland, Maine, the Longfellow Hotel envelops you in an aura of refined elegance and modern charm. With its sophisticated design and intimate atmosphere, each corner invites you to unwind and indulge, whether you’re savoring a cocktail at the artfully curated bar or relishing the breathtaking sea views from your private balcony.

Romantic Break - Elevate your getaway with enchanting surroundings that whisper romance—imagine moonlit evenings spent on your balcony, soaking in the tranquil ocean breeze as it dances through the air.

Spa Breaks - Unwind and rejuvenate in the hotel's serene spa oasis, where gentle aromas of essential oils fill the air, and expert hands melt away tension, leaving you refreshed and blissfully relaxed.

Culinary Delights - Savor a culinary journey that intertwines American classics with European flair. From sumptuous breakfasts to exquisite dinners, each dish is prepared with local ingredients that reflect the vibrant food scene of Portland.

Guest Experiences - As you stroll through the beautifully designed lobby, the subtle glow of dimmed lighting casts whimsical shadows on the stunning furnishings, while the inviting scent of fresh coffee from the cafe beckons you to pause and savor a moment of tranquility.

Nestled in the heart of Portland, The Press Hotel, Autograph Collection invites you into a tapestry of historic charm and modern luxury. With its unique ambiance inspired by the city’s rich literary past, every corner whispers tales of romance while offering an intimate escape for couples and adventurers alike.

Historic Elegance - Step into a beautifully restored building that captures the essence of Portland's storied past, where vintage newspaper elements blend seamlessly with chic decor—every detail curated to evoke nostalgia and sophistication.

Culinary Delights - Savor an array of flavors at the hotel's on-site restaurant, where seasonal ingredients transform into culinary masterpieces, all against the backdrop of stylish surroundings that encourage lingering over a glass of wine.

Exceptional Service - Feel the warmth of genuine hospitality as the attentive staff, from the engaging front desk to the accommodating valet, ensure your stay unfolds effortlessly—whether it’s an early check-in or a thoughtful shuttle to nearby attractions.

Guest Experiences - Imagine returning to your room after a day of exploring, greeted by the soft scent of fresh linens and the inviting plushness of a quality mattress. Guests rave about cozy moments, like enjoying a leisurely breakfast in bed while overlooking the bustling streets below.

Nestled in the heart of Portland's charming Bramhall neighborhood, The Francis Hotel invites you to experience a unique blend of historic elegance and modern luxury. With its chic boutique style, this enchanting retreat offers an intimate atmosphere perfect for couples, cultural explorers, and wellness enthusiasts seeking a serene getaway amidst the vibrant allure of Maine's coastal city.

Romantic Break - Experience effortless romance as you unwind in beautifully appointed rooms adorned with luxurious fabrics and plush furnishings, where soft light filters through elegantly draped windows, creating a haven of tranquility.

Total Relaxation - Indulge in total relaxation at The Francis Hotel, where thoughtful amenities such as cozy robes and an inviting lounge area beckon you to unwind while sipping herbal tea infused with local flavors, offering a true taste of Portland’s charm.

Boutique - Revel in the eclectic charm of a boutique hotel that celebrates both history and modernity; each corner showcases unique artwork and characterful touches that invite you to explore and linger a little longer.

Guest Experiences - Guests often reminisce about the delightful surprises—the subtle aroma of freshly brewed coffee wafting from the nearby café, the attentive staff who go above and beyond, and that moment of pure bliss when sinking into a cloud-like bed after a day of adventure.

Nestled along the picturesque shores of Cape Elizabeth, Inn By the Sea offers an intimate sanctuary where luxury meets nature. With the sound of waves gently lapping at the beach and a fragrant breeze carrying hints of pine and salt, this boutique hotel effortlessly wraps you in its embrace, inviting you to unwind in its serene ambiance.

Spa Retreat - Indulge in rejuvenation at our spa, where soothing aromas fill the air and skilled hands work magic on tired muscles. Each treatment is tailored to transport you into blissful relaxation amid the tranquil backdrop of coastal beauty.

Culinary Delights - Savor the flavors of our restaurant, where fresh, locally-sourced ingredients blend to create vibrant dishes that celebrate New England's culinary heritage. The comforting scent of grilled seafood mingles with herbs from our garden, promising an unforgettable dining experience.

Beachside Bliss - Just a short stroll from the soft sands of Crescent Beach, enjoy sun-soaked days filled with laughter and adventure. Whether you're cycling through scenic trails or basking in the sun with a good book, each moment here feels like a cherished escape.

Guest Experiences - Imagine waking up to the gentle sound of the ocean as sunlight streams through your window, filling the room with warmth. Guests have shared how cozy beds beckon you to linger a bit longer, while the staff’s welcoming smiles feel like a warm hug, making it easy to forget the world beyond.

Nestled along the pristine shores of Goose Rocks Beach, The Tides Beach Club invites you to indulge in a serene escape infused with coastal charm and romantic elegance. Here, every sunrise casts golden rays over tranquil waters while the scent of ocean breeze mingles with gourmet delights, creating an ideal backdrop for couples and travelers seeking both relaxation and adventure.

Romantic Retreat - With its intimate ambiance and stunning seaside views, this upscale haven is perfectly crafted for honeymooners and lovers, offering cozy nooks and plush furnishings that invite lingering conversations over twilight cocktails.

Culinary Delights - Savor the essence of New England at our on-site restaurant, where delectable seafood dishes are lovingly crafted and served alongside exquisite local wines, all against a backdrop of friendly chatter and the gentle sound of waves lapping the shore.

Wellness Haven - Take a rejuvenating dip in the outdoor pool or unwind at our nearby spa, where soothing treatments whisk you away to tranquility; the peaceful garden surrounding you provides an enchanting setting for savoring some well-earned relaxation.

Guest Experiences - Imagine waking up to the aroma of freshly brewed coffee wafting through the air, as you enjoy a continental breakfast overlooking the beach, listening to the soft rustle of leaves and distant laughter from families enjoying the sun, while warm pastries melt in your mouth—a delightful morning ritual that feels like a comforting embrace.

Nestled in the heart of Kennebunkport, ME, where charming coastal scenery meets a rich history, the Kennebunkport Inn invites you to indulge in a unique blend of boutique elegance and seaside tranquility. With its stunning floral displays and beautifully curated decor, this inn envelops you in warmth and character, creating an idyllic oasis for romantic getaways or serene retreats.

Romantic Break - Whisk your partner away to this enchanting hideaway, where intimate corners and cozy seating beckon for long conversations over cocktails or quiet moments by the river. The atmosphere is punctuated by soft music and the gentle rustle of leaves, fostering a sense of connection and romance.

Total Relaxation - Unwind on the sun deck with a refreshing drink as you soak in views of the Kennebunk River, where the tranquil waters reflect the soft hues of sunset. Every hour spent here feels like a cherished escape, inviting you to savor the present moment amidst nature's beauty.

Local Exploring - Step outside and stroll just steps to Dock Square, where the delightful aroma of fresh pastries mingles with the salty sea breeze. Explore quaint shops and local markets that burst with charm, ensuring each day presents new discoveries and adventures.

Guest Experiences - Picture yourself enjoying the complimentary breakfast, where the comforting scent of freshly baked muffins fills the air, alongside a tantalizing array of quiche and yogurt that lingers on your taste buds. As you sip tea from a cozy corner, you can hear the laughter of other guests bringing the atmosphere alive, making you feel right at home.

Nestled along the picturesque shores of Kennebunkport, The Boathouse is a haven for couples and adventurers alike, where every moment is steeped in luxury and romance. With its enchanting wrap-around porch inviting you to sip a glass of wine while soaking in breathtaking water views, this boutique hotel beckons those seeking a serene escape filled with local charm and culinary delights.

Romantic Break - Experience intimate moments under starry skies as you stroll hand-in-hand through the historic streets or enjoy a candlelit dinner with fresh Maine seafood specialties at the on-site restaurant, where the soft sound of waves sets the perfect backdrop for romance.

Total relaxation - Unwind in our thoughtfully designed rooms, adorned with modern amenities yet echoing coastal elegance, complete with plush bedding and private bathrooms stocked with locally-sourced toiletries that evoke the refreshing scent of the ocean breeze.

Outstanding location - Just steps from the vibrant Dock Square, immerse yourself in the local culture with eclectic shops, art galleries, and quaint cafes, all while enjoying the serene atmosphere that makes Kennebunkport a beloved getaway destination.

Guest Experiences - Many guests have shared delightful encounters with our attentive staff; one couple fondly recalled the surprise bottle of wine waiting in their room for a birthday celebration, perfectly complemented by the lingering aroma of freshly baked treats, making them feel truly cherished.

Nestled along the picturesque shores of Kennebunkport, The Cottages at Cabot Cove is a serene retreat where luxury meets intimacy. Here, lush gardens weave through charming cottages that whisper tales of romance, inviting couples to immerse themselves in nature’s embrace as they savor breathtaking coastal views and tranquil moments together.

Romantic Break - Indulge in a getaway designed for love, where each cottage serves as your personal sanctuary, adorned with warm hues and soft textures that evoke a sense of peace and connection.

Total Relaxation - Experience rejuvenating afternoons filled with gentle breezes and the scent of blooming flowers, where you can unwind on your private patio or take leisurely strolls through the meticulously landscaped grounds.

Foodies - Savor delightful morning treats fresh from the kitchen, where muffins and yogurt dance alongside local fruits, perfectly paired with rich juice, creating a breakfast experience that feels as special as a day spent exploring nearby markets.

Guest Experiences - As the delightful aroma of warm chocolate chip cookies wafts through the air, you can’t help but feel pampered; it's those little touches – like a cozy tote bag for your shopping treasures or a fluffy bathrobe to wrap around yourself after a day of adventure – that make every moment feel extraordinary.

Nestled in the enchanting heart of Kennebunk, The Grand Hotel invites you to indulge in a perfect blend of modern luxury and timeless charm. With its intimate atmosphere and thoughtful details, you'll find yourself enveloped in a sanctuary that feels both exclusive and welcoming, making it an ideal retreat for couples and wellness seekers alike.

Artworks - Immerse yourself in creativity as you stroll through our on-site art gallery, featuring local artists whose works capture the essence of Maine’s stunning landscapes and vibrant culture. Each piece whispers stories of the region, inviting you to pause and reflect.

Romantic Break - Rekindle your romance with luxurious bedding that promises restful nights and heated tile floors that warm your toes during chilly mornings. Step outside to explore quaint shops and eateries just a minute away, enhancing your getaway with delightful discoveries.

Spa breaks - Unwind completely with serene spa treatments designed to rejuvenate both body and spirit. Breathe in the calming scents of essential oils while enjoying total relaxation, a true haven for wellness enthusiasts seeking a restorative escape.

Guest Experiences - As you savor the breakfast spread of fresh juices and muffins, the scent of coffee fills the air, creating a cozy morning ritual. Meanwhile, some guests mentioned quirkily navigating their toasty rooms by opening the balcony door to let in the cool Maine breeze—a charming reminder of the building's unique character.

Perched gracefully along the serene shores of Kennebunkport, The Nonantum Resort offers a harmonious blend of coastal charm and luxurious comfort. Embrace the gentle ocean breeze as you unwind in elegantly appointed rooms, each boasting its own unique character, perfect for couples seeking romance or families craving adventure amid breathtaking views.

Romantic Getaway - Immerse yourself in an idyllic atmosphere where every corner whispers romance; sip cocktails by the cozy fireplace or savor intimate dinners overlooking the shimmering bay.

Total Relaxation - Indulge in rejuvenating moments at the heated outdoor pool or retreat to your room's plush bedding, enveloped in tranquility that feels like a warm embrace.

Culinary Delights - Awaken your senses with a complimentary breakfast spread that entices with aromatic pastries and hearty delights, setting the tone for a day filled with exploration or relaxation.

Guest Experiences - As twilight descends, guests often find themselves sharing laughter over expertly crafted cocktails in the charming on-site pub, complemented by the tantalizing scent of clam chowder wafting through the air—a moment of warmth and camaraderie that feels just like home.

Nestled in the enchanting coastal town of Kennebunk, The White Barn Inn & Spa, Auberge Collection beckons with its timeless elegance and serene surroundings. Here, luxury meets rustic charm, creating a sanctuary where the soothing sounds of nature harmonize with the gentle whispers of ocean breezes—a perfect escape for couples seeking romance or wellness enthusiasts yearning for tranquility.

Total Relaxation - Indulge your senses in our world-class spa, where expert therapists use locally sourced botanicals to create personalized treatments that rejuvenate both body and soul, all set against a backdrop of soft candlelight and calming aromas.

Romantic Break - Stroll hand-in-hand along the picturesque paths leading to Goochs Beach, then return to the inn to sip on wine by the crackling fire, wrapped in plush throws as the sun sets with hues of pink and orange over the horizon.

Boutique - Every corner of this charming hotel is adorned with curated artworks and tasteful decor, making each room feel like a private art exhibit, while the intimate dining room tantalizes guests with an ever-evolving menu inspired by local flavors.

Guest Experiences - The warm welcome from the staff envelops you like a favorite blanket, while the delicious scent of freshly baked pastries lingers in the air during breakfast—a delightful reminder of the cozy culinary journey that awaits.