The 15 Best Boutique Hotels with Entertainment in San Mateo County (2025)

Nestled within the serene embrace of Silicon Valley's rolling hills, Rosewood Sand Hill is a luxurious sanctuary where innovation meets tranquility. This elegant retreat invites you to unwind in style, offering an intimate atmosphere amidst lush gardens and stunning views of the Santa Cruz Mountains—a perfect haven for both discerning business travelers and romantic escapists.

Total Relaxation - Indulge in serene moments by the sparkling pool, where the sound of water gently splashing creates a soothing soundtrack to your leisure. Lounge on plush sunbeds, soaking in the warmth of the California sun while enjoying hand-crafted cocktails that awaken your senses with fresh, vibrant flavors.

Culinary Delights - Savor exquisite dishes at Madera, where locally sourced ingredients dance across your palate in a symphony of flavors, beautifully complemented by sweeping vistas of the mountains. From the rich aromas wafting through the air to the elegantly plated meals, every dining experience feels like a special occasion.

Wellbeing - Rejuvenate in our state-of-the-art fitness center, or partake in invigorating outdoor activities like cycling along scenic routes. There’s a palpable energy here—whether you’re sweating it out in a group class or unwinding with a tranquil yoga session, each moment fosters a profound connection between mind, body, and nature.

Guest Experiences - As dusk settles, guests have shared delightful encounters in the garden, where the soft rustle of leaves mingles with the scent of blooming roses. A kind staff member once surprised a couple with a romantic candlelit setup right outside their terrace, turning an ordinary evening into a cherished memory under the stars.

Nestled in the heart of Menlo Park, The Stanford Park Hotel beckons with an enchanting blend of luxury and warmth. Surrounded by lush gardens and the whispers of history from nearby Stanford University, this elegant retreat serves as a sanctuary for couples seeking romance and adventurers yearning for local exploration, all wrapped in an inviting ambiance that feels like home.

Romantic Getaway - Amidst the flickering flames of outdoor fire pits, couples can sip on exquisite craft cocktails while the sun sets over the serene courtyard, creating a perfect backdrop for intimate conversations and dreamy moments.

Culinary Delights - From the rich aroma of freshly brewed Nespresso coffee wafting through the lobby each morning to the tantalizing flavors of elevated American cuisine at the Menlo Tavern, every meal is designed to delight the senses and create lasting memories.

Charming Ambiance - Guests are greeted by the striking artwork adorning the walls, celebrating notable Stanford alumni, complementing the hotel’s warm and inviting decor that makes every corner feel like a captivating chapter in a well-loved book.

Guest Experiences - One evening, the gentle strumming of live music filled the courtyard as guests lounged on plush sofas, sharing laughter and stories over deliciously warm cookies, freshly baked and served with a sense of homely comfort, making it impossible not to feel utterly relaxed and at ease.

Nestled along the rugged California coastline, The Ritz-Carlton, Half Moon Bay offers an exquisite blend of coastal elegance and tranquil luxury. As ocean waves crash against the cliffs, a serene atmosphere envelops you, inviting moments of romance, adventure, and rejuvenation in a breathtaking setting.

Outstanding Location - Perched majestically on bluffs overlooking the Pacific Ocean, this haven presents stunning panoramas that transform with each passing moment, from sunrise's gentle blush to twilight's soft embrace.

Spa Breaks - Indulge in a world of serenity at the hotel’s spa, where the soothing aromas of essential oils fill the air and skilled hands melt away your stresses, leaving you renewed and invigorated after a day of pampering.

Romantic Retreat - Whisk your partner away on a romantic escape; intimate dining experiences by candlelight paired with the soft melodies of Scotland music set a charming backdrop for cherished memories to unfold.

Guest Experiences - Imagine waking up to panoramic views as sunlight dances on the water, while the rich scent of freshly brewed coffee wafts through your spacious room—just one of the many touches guests have adored on their stay.

Nestled just moments from the bustling San Francisco International Airport, The Dylan Hotel at SFO radiates a charming intimacy that beckons travelers seeking a chic escape. With its boutique elegance and welcoming atmosphere, every corner of this family-owned gem whispers tales of comfort and style, making it an inviting haven for both weary wanderers and romantic couples alike.

Romantic Retreat - This cozy sanctuary offers spacious rooms adorned with modern artwork, where soft hues and plush furnishings create an ambiance perfectly suited for couples. Imagine sipping wine on your private balcony as the sun casts a golden glow over Millbrae’s charming streets.

Local Exploring - Just a short stroll leads you to the Millbrae BART/CalTrain station, connecting you effortlessly to the vibrant cultures of San Francisco, San Jose, and beyond. After a day spent exploring local markets and dining at nearby restaurants, return to the hotel to unwind under the soothing sounds of the courtyard fountain.

Total Relaxation - The lush courtyard invites quiet moments, where you can sip complimentary coffee or tea amid peaceful surroundings. The gentle rustle of leaves and the aroma of fresh brews create an oasis of calm, perfect for unwinding after a busy day.

Guest Experiences - Upon entering, the warmth of the staff enveloped me, their smiles as comforting as the plush bedding in my room. I was delighted by the quirky vinyl record player, its nostalgic tunes filling the air as I relaxed, wrapped in a fluffy bathrobe, feeling as if I had stumbled upon a hidden treasure of tranquility.

Nestled in the serene enclave of Burlingame, the Hyatt Regency San Francisco Airport invites you to indulge in a seamless blend of modern luxury and intimate comfort. With its sophisticated ambiance and impeccable service, this sanctuary is just moments away from bustling San Francisco, making it an ideal retreat for romantic getaways and business travelers alike.

Chic Dining Experience - Savor American classics at 3SIXTY Bar and Bistro, where the inviting aroma of sizzling dishes mingles with the laughter of friends and the clinking of glasses, creating a lively atmosphere perfect for unwinding after a long day.

Outdoor Oasis - Take a leisurely dip in the outdoor pool, surrounded by lush greenery, where the gentle sound of water lapping against the sides offers a refreshing escape. The warmth of the sun kisses your skin as you lounge poolside, cocooned in tranquility.

Convenient Access to Adventure - Just minutes away from the vibrant heart of San Francisco, embrace the thrill of exploration with easy access to iconic sights like the Golden Gate Bridge and Fisherman’s Wharf, preparing for evenings filled with cultural experiences and unforgettable memories.

Guest Experiences - The moment you step into your spacious room, the enticing scent of fresh linens welcomes you, complemented by the soft glow of ambient lighting. Guests have noted the delightfully warm interactions with the staff, who treat you like family—like Ronnie at the front desk, always ready with insider tips on safe city spots and local treasures.

Nestled just a mile from the bustling San Francisco International Airport, The Westin San Francisco Airport offers an enchanting retreat where sleek sophistication meets serene comfort. With stunning views of the bay and a backdrop of majestic planes soaring in the distance, this hotel invites guests to unwind in style, whether they are seeking a romantic escape or a rejuvenating wellness getaway.

Outstanding Location - Perfectly situated for both adventurers and cultural explorers, The Westin is just a short drive from iconic San Francisco landmarks, allowing easy access to the city's vibrant life while offering a peaceful sanctuary away from the hustle and bustle.

Total Relaxation - Step into your room adorned with double-paned windows, where the world outside fades away and the plush Heavenly Bed awaits, promising a night of deep relaxation and restorative sleep after a day of travel or exploration.

Spa Breaks - Unwind at the state-of-the-art fitness center and soak away your cares in the soothing atmosphere, complemented by a myriad of wellness options designed to refresh your mind and body after a long journey.

Guest Experiences - Many guests have shared moments of delight, like the warm smile of the check-in staff who not only expedited their arrival but also offered thoughtful tips on local eateries. The aroma of American cuisine wafting through the air from the Grill & Vine Restaurant beckons with promises of delicious meals, while the gentle hum of the complimentary airport shuttle provides a reassuring constant in this tranquil retreat.

Nestled alongside the serene waters of a picturesque lagoon, Grand Bay Hotel San Francisco offers an exquisite retreat where romance and tranquility intertwine. With its elegant design and intimate ambiance, every corner exudes a sense of luxury, setting the stage for unforgettable moments, whether you’re celebrating love or simply seeking a peaceful escape.

Romantic Retreat - Indulge in carefully curated spaces that invite you to unwind and reconnect. From cozy corners with stunning lagoon views to serene sunsets that paint the sky, every detail enhances your romantic experience.

Spa & Relaxation - Revitalize your senses with wellness offerings designed to soothe and rejuvenate. Imagine sinking into a warm whirlpool under the stars or treating yourself to a calming yoga session amid lush greenery, all while basking in the tranquility of nature.

Outstanding Location - Conveniently located just a short drive from the vibrant heart of San Francisco, guests find themselves perfectly positioned to explore local attractions, captivating markets, and gourmet dining options—yet retreat back to the peaceful embrace of Redwood City at day's end.

Guest Experiences - As dusk fell, the inviting scent of fresh herbs wafted from the Waterside Grill and Lounge, mingling with laughter and clinking glasses, creating a cozy backdrop for couples enjoying their unique cocktails while relishing the breathtaking sunset over the lagoon.

Nestled in the heart of San Francisco, Parker Guest House offers a delightful escape where modern luxury meets the charm of a cozy retreat. With its lush garden as a backdrop, this boutique haven invites couples and solo travelers to unwind amidst thoughtful details that whisper comfort and intimacy at every corner.

Romantic Retreat - Every room is a serene sanctuary, featuring plush bedding and ROKU flat-screen TVs, ensuring that your evenings are as cozy as you desire. Wake up surrounded by the soft melodies of nature from the garden, inviting you to start your day in tranquility.

Culinary Delights - Savor the aroma of freshly brewed coffee wafting through the common spaces as you indulge in a delightful continental or buffet breakfast each morning. The communal dining area, with its welcoming ambiance, sets the stage for leisurely mornings filled with laughter and shared stories.

Charming Neighborhood - Located between the vibrant Castro and Mission districts, explore quaint shops and local markets just a stone's throw away. The eclectic neighborhood buzzes with life, yet Parker Guest House provides a peaceful enclave where you can retreat after a day of urban adventures.

Guest Experiences - Guests often find themselves captivated by the enchanting garden, where they sip their morning coffee while listening to the gentle rustle of leaves. Evenings transform into delightful moments, sharing cheese and wine among new friends in communal areas that feel more like a cozy living room than a hotel.

Nestled in the vibrant South Beach neighborhood, where city hustle meets the serene whispers of the Bay, Hotel Via offers an urban sanctuary just a stone's throw from Oracle Park. This modern retreat envelops you in luxury with bespoke furnishings and breathtaking rooftop vistas that invite you to unwind under the warm San Francisco sun.

Outstanding Location - Step outside and feel the pulse of the city with Oracle Park right across the street, perfect for sports enthusiasts eager to catch a game or adventure seekers ready to explore the iconic waterfront.

Boutique Elegance - Each room is a haven of comfort, thoughtfully designed with plush bedding and stylish decor that evokes a sense of refined relaxation—ideal for couples on a romantic getaway or business travelers seeking tranquility.

Rooftop Retreat - Sip on handcrafted cocktails at our rooftop bar while enjoying 360-degree views of Oracle Park and the legendary San Francisco skyline; it’s the ultimate backdrop for intimate conversations and unforgettable evenings.

Guest Experiences - As the sun sets, guests rave about the delightful aroma of seasonal dishes wafting up from the restaurant, mingling with laughter and music from the rooftop bar, creating an ambiance that feels both electric and cozy. One guest described their stay as not just comfortable but truly immersive, as they relished every moment—from the plush embrace of their bed to the friendly banter of the valet staff.

Nestled in the vibrant heart of San Francisco, the InterContinental San Francisco exudes a blend of modern luxury and urban charm. With panoramic views of the iconic skyline and a cozy, romantic ambiance that envelops you the moment you step inside, it’s the perfect sanctuary for couples and solo adventurers alike seeking both excitement and tranquility in this bustling city.

Outstanding Location - Just moments away from the Moscone Convention Center and the historic cable cars of Powell Street, guests are seamlessly connected to San Francisco’s most cherished sights, from Chinatown's vibrant streets to the charming allure of Fisherman's Wharf.

Total Relaxation - Immerse yourself in serenity with access to 24-hour fitness amenities, including an indoor lap pool where the water glistens under soft lighting, inviting you to unwind after a day of exploration or business meetings.

Romantic Break - The hotel’s intimate setting is complemented by the exquisite dining experience at Luce, where each dish is a celebration of local flavors, leaving you to savor the enticing aromas of culinary creativity amidst elegantly designed surroundings.

Guest Experiences - As I stepped into my room, the crisp scent of fresh linens greeted me—a comforting embrace in a bustling city. The valet, John, not only remembered my name but also shared a delightful tip about a hidden gem nearby, making me feel like a true insider in this beautiful place.

Nestled within a historic flatiron building that echoes San Francisco's artistic legacy, the San Francisco Proper Hotel invites you to immerse yourself in chic luxury and modern comfort. With its vibrant atmosphere and stunning rooftop views, this boutique haven is a romantic escape where every detail is curated for an unforgettable urban experience.

Chic Design - Every corner of the hotel is adorned with impeccable design by Kelly Wearstler, combining bold colors and rich textures that create a feast for the senses. From the lobby to your room, each element tells a story of sophistication and style.

Culinary Delights - Savor the essence of San Francisco with seasonally-driven dishes crafted by Chef Mikey Adams, available at any hour through the attentive in-room dining service. The locally curated mini-bar offers small-batch cocktails, bringing a taste of the city right to your fingertips.

Outstanding Location - Perfectly positioned on Market Street, the hotel places the city at your doorstep—from cultural gems like the Warfield Theater to shopping sprees at the Westfield Center, everything is just a stroll away.

Guest Experiences - Upon arrival, the intoxicating aroma of freshly brewed coffee wafts through the air as you step into a beautifully designed lobby, teeming with a lively crowd enjoying handcrafted cocktails on the rooftop. Staff members greet you with warmth, eager to ensure your stay feels personal, even if navigating valet parking may have turned into a little adventure.

Nestled in the heart of San Francisco, Hotel Zetta offers a chic retreat where modern luxury meets eclectic flair. Guests are enveloped in an inviting atmosphere that feels both intimate and vibrant, perfect for couples seeking romance or solo travelers eager to immerse themselves in the city's dynamic culture.

Romantic Break - With its plush furnishings and warm lighting, every corner of Hotel Zetta beckons for whispered conversations and stolen glances, creating an ambiance that is uniquely enchanting for lovers.

Outstanding Location - Just a short stroll from Union Square, you're perfectly positioned to explore San Francisco's iconic sights, designer boutiques, and lively streets, ensuring that adventure is always just around the corner.

Boutique - Each room is a testament to contemporary design, featuring unique artworks and stylish accents that make your stay feel personalized and memorable—a true escape from the ordinary.

Guest Experiences - Guests often find themselves enchanted by the hotel's charming details; the delightful aroma of freshly brewed Illy espresso wafts through the lobby, while the intricate decor invites you to linger, reveling in the cozy yet sophisticated ambiance.

Nestled in the heart of San Francisco, the Marriott Marquis Union Square offers a luxurious retreat where modern elegance meets the vibrant energy of the city. With panoramic views from its stylish rooms and an atmosphere tailored for romance, this hotel serves as a perfect haven for couples and travelers alike seeking both adventure and tranquility.

Outstanding Location - Just two blocks from the San Francisco Museum of Modern Art and a short stroll to the bustling Union Square, immerse yourself in the rich cultural tapestry that envelops you at every turn.

Romantic Break - With a chic decor that whispers sophistication, the hotel's intimate ambiance invites couples to revel in quiet moments, whether enjoying a candlelit dinner or unwinding with a private hot drink on your balcony while gazing at the twinkling city lights.

Spa Breaks - Indulge your senses with rejuvenating spa treatments that promise relaxation and serenity amid life's hustle, leaving you refreshed and ready to explore the vibrancy of the city.

Guest Experiences - Guests have reveled in the delightful surprise of discovering the 39th-floor views – a breathtaking backdrop as they savor breakfast at B55 Craft House and Kitchen, where the aroma of freshly brewed coffee mingles with the whispering winds of the city.

Nestled in the vibrant SOMA District of San Francisco, The St. Regis San Francisco exudes an air of refined elegance and modern luxury that invites both romance and relaxation. Step into a sanctuary where every detail, from the warm glow of contemporary decor to the soft whispers of attentive service, promises an unforgettable escape amidst the city's iconic sights.

Romantic Retreat - Indulge in a serene atmosphere with spaces designed for intimacy—think cozy corners in the chic bar, perfect for sharing signature cocktails while the city buzzes softly outside.

Chic Accommodations - Every room envelops you in plush comfort, featuring soaking tubs and stunning views that transform your stay into a luxurious experience; the bed alone is a cloud, often said to be more inviting than home.

Outstanding Location - With iconic landmarks just moments away, such as Yerba Buena Gardens and Union Square, enjoy leisurely strolls through leafy pathways or exhilarating shopping excursions that pique the senses.

Guest Experiences - Imagine waking up to the subtle scent of fresh linens and the quiet hum of the city below; guests have shared heartwarming tales of enjoying breakfast in bed while soaking in breathtaking skyline views from their elegant rooms.

Nestled in the vibrant heart of San Francisco, The Grove Inn serves as a serene sanctuary for romance and rejuvenation. With its charming architecture and thoughtfully curated interiors, each corner whispers tales of comfort while inviting you to indulge in luxurious tranquility amidst the city's bustling allure.

Romantic Escape - Intimate rooms adorned with inviting textures and soft lighting create an enchanting atmosphere perfect for couples seeking to reconnect or celebrate special moments. Enjoy quiet evenings together as you unwind in the cozy seating areas that beckon for whispered conversations.

Outstanding Location - Situated within walking distance to the city's iconic landmarks, local markets, and eclectic eateries, The Grove Inn allows guests to immerse themselves in San Francisco's rich tapestry of culture. Explore by day, then return to your haven of calm with the city's energy fading gently into the night.

Total Relaxation - With central heating and air-conditioning, every stay promises a personalized environment tailored to your comfort. Wake up to the enticing aroma of fresh coffee brewing in your room, providing the perfect start to a leisurely day in this chic urban retreat.

Guest Experiences - As the sun filters through the large windows of their corner room, past guests have relished the delightful surprise of serenity—even near the lively street below. They’ve shared tales of friendly staff who felt less like hotel workers and more like welcoming friends, their helpfulness echoing long after check-out.