TOP 10 Best Family vacations in Middlebury, Vermont

Middlebury Snowbowl is a renowned ski resort located in Hancock, Vermont, United States. Situated at 6886 Vermont Route 125, this institution offers a unique blend of education and recreation for both students and tourists. As a school, Middlebury Snowbowl provides top-notch skiing and snowboarding lessons for all skill levels, making it a perfect destination for beginners and experienced winter sports enthusiasts alike. Additionally, as a tourist attraction, the Snowbowl boasts stunning views of the Vermont landscape and a variety of amenities such as cozy lodges, delicious dining options, and exciting events throughout the winter season. Whether you are looking to improve your skiing technique or simply enjoy a memorable vacation in the snow, Middlebury Snowbowl is the place to be.

Courtyard by Marriott Middlebury is a charming lodging option located in the picturesque town of Middlebury, Vermont. Situated on U.S. 7, this hotel offers comfortable accommodations and modern amenities for travelers visiting the area. Guests can enjoy spacious rooms, a fitness center, indoor pool, and on-site dining options. Whether you're in town for business or leisure, Courtyard by Marriott Middlebury provides a convenient and welcoming stay in the heart of Vermont.

Middlebury Sweets Motel is a charming lodging establishment located at 1395 U.S. 7 in the picturesque town of Middlebury, Vermont. This cozy motel offers comfortable and affordable accommodation for travelers looking to explore the beauty of Vermont. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy a sweet treat at the on-site bakery or relax in the outdoor seating area. With its convenient location and warm hospitality, Middlebury Sweets Motel is the perfect choice for a relaxing getaway in Vermont.

The Swift House Inn is a charming and historic institution located at 25 Stewart Lane in Middlebury, Vermont. This beautiful property offers a unique combination of food, lodging, and park-like surroundings for guests to enjoy. The inn features cozy rooms and suites, a renowned restaurant serving delicious meals made with locally sourced ingredients, and a tranquil garden for guests to relax and unwind. Whether you're looking for a romantic getaway, a peaceful retreat, or a memorable dining experience, the Swift House Inn has something for everyone. Come and experience the charm and hospitality of this hidden gem in the heart of Vermont.

Waterhouses: Lodging, Campground & Marina is a picturesque institution located at 937 West Shore Road in Salisbury, Vermont, United States. Offering a unique combination of amenities including a bar, campground, lodging, park, and store, Waterhouses is the perfect destination for those looking to enjoy the beauty of Lake Dunmore. Situated just South of Middlebury and North of Rutland, Waterhouses is nestled at the foot of Sunset Hill with stunning views of Mt. Moosalamoo. The 160-acre property features a variety of campsites ranging from grassy to wooded to riverfront, all equipped with water and electricity. Guests can choose from tent sites, pop-up sites, trailer sites, and even sites for Class A RVs and 5th wheels. For those looking for a more secluded experience, the Hideaway cabin on Sunset Hill offers a private retreat surrounded by nature.

The Rooms at The Stone Mill is a charming lodging establishment located at 3 Mill Street in the picturesque town of Middlebury, Vermont. Nestled in a historic stone building, this cozy retreat offers a unique and inviting atmosphere for guests to relax and unwind. Each room is beautifully appointed with modern amenities and thoughtful touches, ensuring a comfortable stay for every visitor. The convenient location allows guests to easily explore the charming streets of Middlebury, as well as nearby attractions such as the Middlebury College campus and the scenic Vermont countryside. Whether you are visiting for business or pleasure, The Rooms at The Stone Mill provide a peaceful and welcoming sanctuary for your stay in Vermont.

Pink House Farm is a charming institution located at 299 Ridge Road in Cornwall, Vermont, United States. Owned by Middlebury College graduates Janet Halstead Franklin ’72 and Churchill Franklin ’71, this picturesque farm offers a serene and peaceful retreat for visitors looking to escape the hustle and bustle of everyday life. The farm features beautifully designed interior spaces that are perfect for relaxation and unwinding. Whether you're looking to host a special event or simply enjoy a weekend getaway, Pink House Farm has everything you need to make your stay memorable.

Milne Travel American Express is a premier travel agency located at 15 Washington Street in Middlebury, Vermont. As an American Express affiliated agency, we offer a wide range of travel services to help you plan your dream vacation. Our team of experienced travel experts are dedicated to providing personalized service and creating unforgettable travel experiences for our clients. Whether you are looking to book a relaxing beach getaway, an adventurous safari, or a romantic European excursion, Milne Travel American Express has you covered. Contact us today to start planning your next adventure!

Pitkin Rental Cottage is a charming real estate agency located at 556 Weybridge Street in Middlebury, Vermont. We offer a selection of beautiful cottages available for short-term and long-term rentals. Our cozy, well-maintained properties are perfect for individuals, couples, and families looking for a peaceful retreat in the picturesque Vermont countryside. With our personalized service and attention to detail, we strive to make your stay with us a memorable and enjoyable experience. Contact us today to book your stay at Pitkin Rental Cottage and discover the beauty of Vermont living.

Whittaker Real Estate Inc. is a long-standing family business located at 14 Mount Pleasant Drive in Brandon, Vermont, United States. Since 1958, we have been serving northern Rutland County and southern Addison County, helping clients with their real estate needs in areas such as Brandon, Pittsford, Middlebury, and more. As a general contractor and real estate agency, we have a deep knowledge of the local community and can provide valuable insights to those looking to buy or sell property in the area. Our team, consisting of Tom and Carolyn, is dedicated to providing expert guidance and personalized service to our clients.

By the Way B & B is a charming bed and breakfast located at 407 East Main Street in Vermont, United States. This cozy lodging offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. With a convenient location in the heart of Vermont, By the Way B & B is the perfect choice for travelers looking to explore the beauty of the area. Whether you are visiting for business or pleasure, you are sure to have a delightful experience at this lovely bed and breakfast.

Vermont Lodging Properties is a reputable real estate agency located at 66 Court Street in the charming town of Middlebury, Vermont, United States. Specializing in a variety of lodging options including vacation rentals, bed and breakfasts, and boutique hotels, they are dedicated to helping clients find the perfect property for their stay in this picturesque New England destination. With a team of experienced professionals and a wide selection of properties to choose from, Vermont Lodging Properties is your go-to source for finding the ideal accommodation for your next getaway in Vermont.