The 8 Best Boutique Hotels with Private Pool in Williamsburg (2025)

Nestled in the heart of Williamsburg, the Williamsburg Inn invites guests to step into a realm where timeless elegance meets modern comfort. Surrounded by lush gardens and whispering trees, this luxurious haven offers an intimate retreat for couples and explorers alike, all while echoing the rich history of its surroundings.

Romantic Getaways - Each meticulously designed room at the Inn envelops you in sophistication, featuring plush seating areas and stunning views that beckon quiet moments of togetherness. With soft lighting and sumptuous fabrics, you'll find the perfect ambiance for romance amidst the captivating history just outside your door.

Spa and Relaxation - Indulge in pure tranquility at the Inn’s wellness spa, where the gentle scent of essential oils dances in the air, inviting you to unwind. From soothing massages to rejuvenating treatments, each visit is tailored to melt away stress and elevate your senses in a serene atmosphere.

Historic Charm - As you stroll through the elegant halls adorned with curated artworks, the whispers of history envelop you, creating a unique sense of connection to the past. The rich decor and charming architecture tell stories of yesteryears, making every moment spent here a delightful blend of nostalgia and luxury.

Guest Experiences - One guest recalled the warm atmosphere upon arrival, where the staff's genuine smiles and attentive service made them feel instantly at home. They appreciated the subtle notes of freshly brewed coffee wafting down the hall each morning, a comforting embrace that paired perfectly with their delightful breakfast experiences.

Nestled in the charming embrace of Williamsburg, the Williamsburg Lodge, Autograph Collection invites you into a world where classic American elegance meets modern sophistication. With its intimate ambiance and thoughtfully curated décor, this hotel offers a serene escape for those seeking romance, adventure, and a connection to history—all within steps of the town's vibrant attractions.

Romantic Break - Indulge in the allure of romance with beautifully appointed rooms that whisper tales of the past, featuring hand-painted lamps and intricate bedspreads inspired by 18th-century artistry—perfect for unwinding after a day of exploration.

Total Relaxation - Discover rejuvenation at the on-site spa, where soothing scents mingle with tranquil sounds, inviting you to surrender to blissful treatments that refresh both body and spirit amidst the backdrop of Colonial Williamsburg.

Cultural Explorers - Immerse yourself in a rich tapestry of history as you stroll through the storied streets just minutes from your door, where local markets and museums beckon with the promise of unforgettable discoveries and experiences.

Guest Experiences - One guest remarked on the comforting smell of fresh linens wafting through their spacious room, while another cherished the warmth of the staff, who greeted them like old friends and offered complimentary bottled water—small touches that made every moment feel special.

Nestled amidst lush gardens and charming architecture, The Founders Inn & Spa Tapestry Collection By Hilton offers an enchanting retreat where elegance intertwines with modern comforts. Picture serene moments spent in the spa, evenings by the pool under twinkling stars, and culinary delights that whisk you back in time to Colonial Virginia, all just a heartbeat away from the vibrant energy of Virginia Beach.

Spa Retreat - Indulge in wellness at the luxurious full-service spa, where soothing scents of essential oils envelop you and skilled hands transport you to blissful tranquility, leaving you rejuvenated and ready for adventure.

Culinary Delights - Savor the rich flavors of traditional Colonial cuisine at The Swan Terrace Restaurant, where each dish is crafted with care, and the aroma of freshly brewed coffee wafts through the air during delectable breakfasts that linger in your memory long after your stay.

Outdoor Oasis - Relax by our outdoor seasonal swimming pool surrounded by manicured gardens, where the soft rustle of leaves and laughter of friends create an ambiance perfect for soaking up the sun or enjoying a casual gathering with loved ones.

Guest Experiences - Strolling the property, guests have remarked on the delightful surprise of discovering hidden artwork that tells stories of the past, while the friendly staff always seem to know when to appear with a warm smile, making you feel like part of their family.

Nestled in the heart of Virginia Beach Town Center, The Westin Virginia Beach invites you to indulge in a sanctuary where modern luxury meets intimate romance. With the vibrant pulse of chic boutiques and gourmet restaurants just steps away, this upscale haven offers an exquisite blend of relaxation and adventure, making it the perfect getaway for couples and discerning travelers alike.

Romantic Break - Immerse yourself in a dreamy escape designed for lovebirds, with elegantly appointed rooms that feature plush Heavenly beds and sweeping views that whisper tranquility and comfort.

Total Relaxation - Unwind within the soothing ambiance of our indoor swimming pool and modern fitness facilities, where every detail—from the gentle lapping of water to the fresh scent of invigorating spa products—encourages your body and mind to rejuvenate.

Local Exploring - Venture out into the lively surroundings, where unique shopping and renowned dining await just beyond the hotel’s doors, adding a delightful sense of discovery to your stay amidst cultural gems and picturesque sights.

Guest Experiences - As you step into your spotless room, the comforting scent of fresh linens fills the air, while the soft glow from the sleek flat-screen TV complements the tranquil decor. You'll find a moment of connection with the friendly staff, who are quick to share recommendations for nearby hidden foodie spots, ensuring your culinary journey is as memorable as your stay.

Nestled in the vibrant heart of Richmond's financial and historic district, the Omni Richmond Hotel offers a luxurious escape that seamlessly blends urban sophistication with serene riverside charm. With sweeping views of the James River and an ambiance that whispers romance, this hotel is more than just a place to stay; it's an invitation to experience the city's rich tapestry of culture and history in style.

Outstanding Location - With the river's gentle flow as your backdrop, explore nearby boutiques, charming cafés, and lively markets all within walking distance, making every outing an adventure steeped in local flavor.

Total Relaxation - Indulge in the heated indoor pool or unwind on the sunlit outdoor deck, where soft breezes and the sound of splashing water create a tranquil oasis amidst the city's hustle and bustle.

Romantic Break - Whether you're celebrating a honeymoon or a special occasion, the intimate setting and exquisite views provide the perfect canvas for creating unforgettable memories together.

Guest Experiences - One guest cherished the allergen-free room thoughtfully prepared for their environmentally sensitive family member, remarking on the meticulous attention to detail that made them feel uniquely catered for. The ambiance was complemented by the aroma of freshly brewed coffee from the onsite Starbucks, which beckoned as a cozy retreat after a night of exploring.

Nestled along the pristine shores of Virginia Beach, The Historic Cavalier Hotel and Beach Club Autograph Collection exudes an air of timeless elegance, where every corner whispers stories of its storied past. This luxurious haven invites you to bask in the sun-drenched days by the private beach and unwind under the starry skies in a setting that seamlessly blends coastal charm with sophisticated amenities.

Romantic Retreat - Indulge in an intimate escape where candlelit dinners and ocean views create the perfect backdrop for love. Stroll hand-in-hand along the beach, feeling the soft sand beneath your feet while being lulled by the rhythmic sound of waves washing ashore.

Spa Serenity - Rejuvenate your senses at The Seahill Spa, where a gentle breeze carries the soothing scents of essential oils and sea salt. Experience blissful treatments that leave you floating on clouds, making every moment a cherished memory of relaxation.

Culinary Delights - Savor exquisite dining experiences featuring fresh, local ingredients crafted into masterpieces by acclaimed chefs. Whether it’s a leisurely breakfast or a fine dinner, the rich aromas wafting through the air will tantalize your taste buds and elevate your culinary journey.

Guest Experiences - As guests gather by the pool, laughter mingles with the sounds of clinking glasses, and the soft rustle of palm leaves creates an enchanting symphony. Many reminisce about the charming staff, who not only offer recommendations but greet you as if you were old friends returning home.

Nestled along the pristine shores of Virginia Beach, Hilton Vacation Club Oceanaire invites you to indulge in a serene escape where every moment is infused with coastal charm and modern elegance. With the sound of gentle waves lapping against the shore as your backdrop, immerse yourself in a world adorned with luxurious amenities, breathtaking ocean views, and intimate spaces perfect for romance or rejuvenation.

Romantic Getaway - Stroll hand-in-hand along the soft sands, then retreat to your chic room featuring a private balcony that serves as your personal lookout to the horizon, where sun-kissed sunsets paint the sky in hues of orange and pink.

Wellness Retreat - After an invigorating workout in the state-of-the-art fitness center, unwind in the tranquility of the adults-only pool and spa area, where soothing sounds of bubbling water create a peaceful ambiance for relaxation.

Beach Life - With the golden beach just steps away, feel the warm grains underfoot as you indulge in leisurely afternoons, punctuated only by the tantalizing aromas of fresh seafood wafting from nearby eateries, inviting you to savor local flavors.

Guest Experiences - One couple reminisced about their anniversary celebration, recalling the delightful surprise of a perfectly arranged room, the scent of salty sea air mingling with their favorite treats awaiting them—a thoughtful touch that made their stay memorable.

Nestled in the heart of Richmond, The Westin Richmond is a luxurious oasis where modern elegance meets serene comfort. As guests step through the doors, they are enveloped by an inviting atmosphere of warmth and sophistication, perfect for romantic getaways or rejuvenating retreats.

Total Relaxation - Indulge in the tranquility of our indoor pool, where soft sunlight filters through expansive windows, illuminating the pristine waters. Lounge on plush poolside chairs, and let the soothing ambiance wash over you as you unwind after a day of exploration.

Cultural Explorers - With Richmond's rich tapestry of history and arts just a short drive away, immerse yourself in local culture. From elegantly curated museum exhibits to vibrant street art, each moment invites discovery and enchantment just beyond your hotel room.

Pet-Friendly - Traveling with furry companions? Experience effortless camaraderie at The Westin Richmond, where wagging tails are welcomed with open arms. Enjoy leisurely strolls together in nearby parks, while cozying up in pet-friendly accommodations that prioritize comfort for all family members.

Guest Experiences - Upon arrival, the subtle scent of fresh linen envelops the senses, a promise of the immaculate cleanliness that defines each corner of the hotel. Guests often recount the delightful surprise of finding a handwritten welcome note from the staff, a personal touch that adds warmth to an already inviting stay.