Welcome to The Homestead at Winterfound Fields – A Vintage Vermont Experience

Nestled on the edge of Woodstock, VT, The Homestead at Winterfound Farm stands as a beacon of history and charm, inviting guests to experience the essence of vintage Vermont. This long standing farmhouse, once a thriving moss farm, combines charm with the pastoral beauty of its surroundings.

Step through the door and find yourself amidst sprawling acres of lush grass and open fields, the perfect prelude to miles of scenic trails winding through the verdant hillsides of Vermont. The property is also home to a natural pond and an operational farm, where guests can interact with animals and immerse themselves in the farming lifestyle under the direction of the onsite farm manager.

The main family room balances historical authenticity with modern comfort, featuring plush new furniture arranged to create a warm, inviting space for gatherings. The well-appointed kitchen is equipped with all essentials for preparing delightful meals, ideally enjoyed outdoors while admiring the expansive views of the countryside. Next to the kitchen, a quaint breakfast table for four offers a cozy nook by the woodstove, ideal for enjoying morning coffee and the picturesque outdoor scenery. Just a few steps out the backdoor leads to a large hot tub overlooking the backyard space.

Explore the rich heritage of each room on the first floor. The study houses a complete collection of National Geographic issues, while the den boasts a large hearth fireplace to warm up by after a day of outdoor adventures. The ground floor also hosts a master bedroom with a king-sized bed and abundant natural light, providing a tranquil retreat.

Upstairs, the sleeping quarters feature four bedrooms and two bathrooms to accommodate various needs: two rooms with full beds, a bunk room with a full bed under a twin, and another bedroom with a full bed and plenty of storage space.

The property includes several farm structures that seamlessly integrate into the historic Vermont farmhouse scenery, further enhancing the authentic experience.

At The Homestead at Winterfound Farm, every detail is carefully curated to ensure your stay captures the historical and natural beauty of Vermont. Book your visit and step into a picturesque world where history and modern comfort meet amidst the tranquility of Woodstock, VT.

Welcome to our picturesque Homestead at Winterfound Farm, perfectly situated just ten minutes from the historic town of Woodstock. Revel in breathtaking views of the valley and our vibrant farm, enhanced by a suite of thoughtfully curated amenities.

Engage with the daily life of our working farm, home to a variety of friendly animals. Our on-site farmer, living in the adjacent barn, is always available to share insights or address any inquiries. Venture from your doorstep to discover extensive VAST trails that wander past our scenic pond—perfect for hiking, biking, and soaking in Vermont's natural splendor.

For relaxation, unwind in our private covered hot tub or enjoy the serene waters of the pond. Winter brings the thrill of skiing, with our property conveniently located just a short drive from the premier ski resorts of Quechee, PICO, and Killington, and only minutes from Saskadena Six.

Golf enthusiasts will find a paradise here, with many golf courses within a 50-mile radius, offering a variety of challenging layouts and stunning landscapes that cater to all skill levels. During the summer, bask in the picturesque beauty of our farm and the vibrant, changing foliage in autumn.

Our farmhouse marries rustic charm with modern amenities, providing you a unique opportunity to experience a tranquil countryside retreat unlike any other. This is a place where nature's beauty and homely comforts converge seamlessly, making every day a new opportunity for discovery and relaxation.

Don't miss your chance to enjoy a serene, high-end getaway at The Homestead at Winterfound Fields. Book your stay today and step into a world of adventure, relaxation, and golf in the heart of Vermont.

House Rules:
We are delighted to have you stay with us and enjoy the timeless beauty of Vermont. To ensure that all our guests have a wonderful experience, we kindly ask you to adhere to the following house rules:

- No Smoking: For the health and comfort of all our guests, smoking is strictly prohibited both inside the home and on the premises.

- No Parties: To maintain the tranquility of our property and respect for our neighbors, parties and large gatherings are not allowed.

- Safety Around Structures and Pond: Please be cautious around outbuildings and the pond area. These are integral parts of our active farm and natural landscape, and they require your careful attention.

- Interacting with Farm Animals: If you are interested in meeting our farm animals, please contact the office first. We will coordinate with the farmer to provide a guided and safe experience.

- Outdoor Equipment and Shoes: To keep our home clean and comfortable, please remove outdoor equipment and shoes before entering the living spaces. This helps us maintain the interior free from outdoor elements.

- Winter Access: Our scenic, rural location requires a 4-wheel drive vehicle during the winter months for your safety and comfort on local roads.

- Early Check-In/Late Check-Out: If your travel plans require an early check-in or late check-out, please contact our office in advance to check availability. This service may be available for an additional fee.

- Dog-Friendly: Two dogs are welcome at Winterfound Farm! We ask that you keep your dogs supervised and ensure they are well-behaved throughout your stay. There is an additional $150 pet fee per dog.

By respecting these guidelines, you help us keep The Homestead at Winterfound Farm a welcoming and pristine environment for all. Thank you for choosing our home for your Vermont getaway. Enjoy your stay!