Sleepy Hollow Manor – Middleburg, VA

Sleepy Hollow Manor provides elegant, comfortable accommodations that combine historic character with modern luxury. Each guest room is individually styled, with antique furnishings, handcrafted linens, and unique architectural details such as fireplaces, clawfoot tubs, or private balconies. Guests experience serenity in a quiet, pastoral setting while still having access to Wi-Fi and premium amenities. The rooms are designed to evoke a sense of timeless charm, creating the perfect environment for relaxation. Whether you’re staying for a romantic weekend, attending a nearby winery event, or enjoying a personal escape, the manor’s accommodations elevate the experience. Morning coffee on the veranda and evening strolls through the estate are guest favorites. The staff provides personalized touches, including in-room flowers and curated local guides. Breakfast is locally sourced and crafted fresh each day. With peaceful surroundings and top-tier service, the manor is a destination in itself.

Sleepy Hollow Manor is a premier venue for intimate weddings and private events in the Middleburg countryside. The estate’s grand lawns, vibrant gardens, and stately indoor rooms provide a naturally romantic setting for your special day. Event packages include exclusive use of the property, allowing couples and guests complete privacy. The manor’s staff works with top local vendors and planners to ensure every detail—from flowers to catering to photography—is picture-perfect. The estate is also ideal for small family reunions, corporate gatherings, or upscale dinner parties. Overnight accommodations for the bridal party or event hosts are included in select packages, offering a seamless event-to-lodging experience. The gardens bloom seasonally, allowing for unforgettable spring, summer, or fall ceremonies. With flexible indoor/outdoor space, events can proceed smoothly regardless of weather. Guests will remember the picturesque setting and personal service for years to come.

The manor curates peaceful wellness retreats for individuals or small groups looking to disconnect and recharge. These experiences include guided yoga sessions on the lawn, aromatherapy and massage in private suites, and nutrition-focused meals prepared with organic ingredients. Guests can enjoy meditative walks through the gardens or peaceful journaling by the pond. Retreat packages are customizable—perfect for solo travelers, friend groups, or organizations wanting a unique health-centered getaway. Sleepy Hollow’s natural surroundings enhance the retreat experience, offering quietude rarely found in urban life. The staff can also arrange workshops in mindfulness, sound healing, or herbal education. Guests leave with lasting tools for balance and well-being. The manor’s setting, with its old-world charm and serene energy, makes it the perfect sanctuary for renewal. Whether for a weekend or a full week, these retreats nurture body and mind.