Places to stay in Middlebury, VT

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Middlebury, VT place to stay
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93 Best places to stay in Middlebury, VT

Best family friendly Middlebury, VT lodging

Among the 93 accommodations in Middlebury, VT, here are the 4 best for families

Updated Farmhouse Minutes From Middlebury - Middlebury, VT
10 38 reviews

Updated Farmhouse Minutes From Middlebury

apartment, Weybridge
This Weybridge farmhouse, situated on Sheep Farm Road, is just over 1.6km from Middlebury town centre and Middlebury College, offering convenient access to local amenities.
The three-bedroom property, renovated in 2022, boasts an open-plan kitchen, dining, and living area, a large garden with firepit and deck, parking for three vehicles, and sleeps up to six guests.
Upscale 4br Cottage | Walk Downtown | Hot Tub - Middlebury, VT
10 68 reviews

Upscale 4br Cottage | Walk Downtown | Hot Tub

apartment, Middlebury
This Middlebury cottage, a former department store owners' residence, enjoys a central village location, within 0.8 km of Middlebury College, Main Street, and the Chipman Hill trails, and 0.4 km from the Amtrak station.
The 186 square metre property offers four bedrooms, two bathrooms, sleeping up to six guests, and boasts a fully equipped kitchen, jacuzzi, spa, tennis court, and a fenced backyard with terraces; electric vehicle charging is available.
Charming Farmhouse At Sunrise Orchards - Middlebury, VT
9.9 49 reviews

Charming Farmhouse At Sunrise Orchards

farm, Cornwall
This charming farmhouse is situated in the Champlain Valley of central Vermont, just 10 kilometres from Middlebury College and 13 kilometres from Sunrise Orchards, offering a peaceful retreat amidst apple orchards, woods and pastures.
This spacious property sleeps up to 12 guests across five bedrooms and three bathrooms, with two separate living rooms, a screened porch, and a large brick fireplace. The farmhouse provides a fully equipped kitchen with a microwave oven and dishwasher, along with a garden, parking, and internet access. Guests can enjoy seasonal activities such as apple picking, snowshoeing, hiking, and relaxing on the patio.
Updated Apartment Downtown - Middlebury, VT
10 46 reviews

Updated Apartment Downtown

apartment, Middlebury
This Middlebury apartment is ideally located within walking distance of Middlebury College and the town centre, offering easy access to shops, restaurants, and cultural attractions.
The recently renovated two-bedroom flat sleeps three guests, boasts a fully equipped kitchen including a dishwasher, and features high-quality bedding and linens; uncovered parking is available on the property.

Best Middlebury, VT lodgings with a pool

Among the 93 accommodations in Middlebury, VT, here are the 1 best ones with a pool

Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 1 review

Charming One Bedroom Just Minutes To Middlebury!

apartment, New Haven
This New Haven flat is located 43 kilometres from Mad River and 22 kilometres from Chimney Point State Historic Site, with Burlington International Airport 51 kilometres away.
This 74 square metre flat offers air conditioning, a kitchenette equipped with a fridge, microwave, oven, stovetop, toaster, and kitchenware, as well as a washing machine and tea/coffee maker, accommodating up to three guests.

Frequently asked questions about accommodations in Middlebury, VT

  • When is the ideal time to plan a trip to Middlebury, VT?

    The best time to visit Middlebury is during the autumn, when the leaves are changing colour. The summer is also a great time to visit, with warm weather and plenty of outdoor activities to enjoy. If you're looking for a winter getaway, the snow-covered landscape is truly magical.
  • What are the best accommodations in Middlebury, VT?

    Among the accommodations in Middlebury, VT, Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the most popular ones.

  • What are the best walking or cycling routes in Middlebury, VT?

    A popular walking route is the Champlain Valley Trail, which runs along the Otter Creek and offers stunning views of the Green Mountains. For cycling, Route 7 is a great option for a scenic ride through the countryside. You can also explore the Middlebury College campus, which is perfect for a leisurely stroll.
  • What are the best accommodations with a pool in Middlebury, VT?

    Middlebury Inn and Courtyard Middlebury are the best accommodations with a pool in Middlebury, VT.

  • What nearby towns or cities can be explored from Middlebury, VT?

    From Middlebury, you can easily explore the charming town of Brandon, Vermont, known for its marble quarries. A short drive will take you to Burlington, Vermont, a vibrant city on the shores of Lake Champlain, with a bustling waterfront and a lively arts scene. You can also visit the historic town of Bennington, Vermont, famous for its Bennington Battle Monument.
  • What are the best accommodations with a jacuzzi in Middlebury, VT?

    The best accommodation with a jacuzzi in Middlebury, VT is Middlebury - Vt Newly Renovated Four Bedroom Luxury Home (Sleeps 8).

  • What amenities can travelers expect from accommodations in Middlebury, VT?

    Middlebury has a range of accommodations, from cozy bed and breakfasts to modern hotels. Most places offer amenities like free Wi-Fi, parking, and continental breakfast. Many hotels also have swimming pools, fitness centres, and restaurants.
  • What are the best accommodations for families and kids in Middlebury, VT?

    The best accommodations for families and kids in Middlebury, VT are The Barn At Middlebury, Private Apartment In Middlebury and The Cottage Apartment In Downtown Middlebury.

  • What are the best pet friendly accommodations in Middlebury, VT?

    The best pet friendly accommodations in Middlebury, VT are Middlebury Inn, Middlebury Sweets Motel and Swift House Inn.

  • What are the best accommodations with parking in Middlebury, VT?

    Middlebury Inn, Courtyard Middlebury and Middlebury Sweets Motel are the best accommodations with parking in Middlebury, VT.

Popular destinations

Best Middlebury, VT accommodations with a garden

Modern Middlebury Retreat - Steps To Downtown - Middlebury, VT
9.9 207 reviews

Modern Middlebury Retreat - Steps To Downtown

apartment, Middlebury
This family-friendly house is located in the centre of Middlebury, just 1.5 kilometres from Town Hall Theater, the National Museum of the Morgan Horse, and Holy Cow Inc. It has received excellent user ratings for location, cleanliness, and overall experience.
The house offers 214 square metres of space and can comfortably accommodate up to 8 guests. Amenities include a well-equipped kitchen, a garden, a patio, free Wi-Fi, and parking.
Beautiful 4-bedroom Home  Beside Middlebury College - Middlebury, VT
9.6 68 reviews

Beautiful 4-bedroom Home Beside Middlebury College

apartment, Middlebury
This charming house is located in Middlebury, just a kilometre from Middlebury College, the Kevin P. Mahaney '84 Center for the Arts, and the Vermont Folklife Center, making it easy to explore the town's cultural offerings. This property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 4-bedroom house spans 188 square metres and can comfortably accommodate up to 10 guests. Guests can enjoy a fully equipped kitchen, a garden, a terrace, and a spa, as well as free WiFi and parking.
The Barn At Middlebury - Middlebury, VT
10 213 reviews

The Barn At Middlebury

apartment, Middlebury
This charming, renovated barn conversion is situated just outside Middlebury's village centre, a 1.6km walk from the town and a 2.4km walk from Middlebury College. The property has received excellent ratings for location, cleanliness, and overall experience.
This self-catering property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment is fully equipped with modern amenities, including a dishwasher, washer/dryer, and a Nespresso coffee machine, and boasts a private terrace, a screened porch with a fireplace, and a private entrance with parking for up to three vehicles.
Walk Everywhere And Enjoy A Historic Vermont Home - Middlebury, VT
9.9 109 reviews

Walk Everywhere And Enjoy A Historic Vermont Home

apartment, Middlebury
This charming house is situated in Middlebury, just a short walk from the town centre, offering easy access to shops, restaurants, and local attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a relaxing garden, and a hot tub for added comfort.

Best Middlebury, VT accommodations with a kitchen

Graduation, Skiing, Hiking - Best In Town Location - Middlebury, VT
9.7 69 reviews

Graduation, Skiing, Hiking - Best In Town Location

house, Middlebury
This Middlebury duplex is conveniently located downtown, within walking distance of Middlebury College, the Coop grocery store, and Royal Oak Coffee.
The recently remodelled two-bedroom property sleeps three, boasts a well-equipped kitchen with dishwasher, offers on-site parking for two cars, and provides complimentary tea, coffee, and oatmeal; nearby attractions include Lake Dunmore (24km), The Snow Bowl (32km), and Killington/Mad River Glen ski resorts (72km).
Spacious Home  Near Downtown Middlebury. - Middlebury, VT
9.9 145 reviews

Spacious Home Near Downtown Middlebury.

apartment, Middlebury
This apartment is located just a short distance from Middlebury College and a 1 kilometre walk from the centre of Middlebury, with easy access to shops and restaurants. The apartment has received excellent ratings for its location, cleanliness and overall experience.
This spacious home sleeps up to 7 guests and offers a comfortable living space with three bedrooms. The apartment features a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a fireplace, a backyard with a fire pit and access to nearby hiking trails, lakes and ski slopes.
Middlebury Cottage Walk To Campus. - Middlebury, VT
9.9 145 reviews

Middlebury Cottage Walk To Campus.

house, Weybridge
This charming cottage is situated just a short distance from Middlebury College's Bicentennial Hall, a 3km walk from the town centre, and offers a peaceful retreat in a scenic setting. Guests have consistently rated the property as excellent for cleanliness, location and overall experience.
This comfortable dwelling features two bedrooms and one bathroom, accommodating up to four guests. The property includes a fully equipped kitchenette, a private screened porch, a fireplace, Wi-Fi, air conditioning, a canoe for exploring the river, an EV charger, and a landscaped garden with scenic views.
*Downtown Middlebury Waterfall Studio Apartment* - Middlebury, VT
9.8 10 reviews

*Downtown Middlebury Waterfall Studio Apartment*

studio, Middlebury
This charming studio apartment is situated in a waterfront district of Middlebury, just a short walk from the Henry Sheldon Museum of Vermont History and Holy Cow Inc., offering easy access to the town's cultural attractions. The studio is ideal for couples or solo travellers and features a comfortable living space with a fully equipped kitchen.
The apartment offers a range of amenities, including a fridge, microwave, and on-site parking. Guests can enjoy stunning views of the lake and easy access to local attractions such as the National Museum of the Morgan Horse, Lake Champlain, Lincoln Peak Vineyard, Danforth Pewter, and Bulwagga Books & Gallery.
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