Places to stay in Middlebury, VT

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

Best family friendly Middlebury, VT lodging

Among the 40 accommodations in Middlebury, VT, here are the 4 best for families

Family Friendly Near River  -  Campfires! Hot Tub, Game Rm, Views Pets Welcome - Middlebury, VT
9.8 130 reviews
Middlebury, VT
20/06 – 27/06
SG$1002/nighttotal: SG$7014 (7 )

Family Friendly Near River - Campfires! Hot Tub, Game Rm, Views Pets Welcome

4 2
chalet , Ripton
This family-friendly lodge is situated in the Green Mountains of Vermont, just a short drive from Middlebury and other charming mountain towns. It has received excellent ratings for location, cleanliness, and overall user experience.
The lodge spans 437 square metres and comfortably accommodates up to 10 guests in its four bedrooms. Guests can enjoy a range of amenities including a hot tub, a sauna, a tennis court, and a fully equipped kitchen.
Mountainside Cabin  Bristol, Vermont\nunplug. Relax. Reconnect With Nature. - Middlebury, VT
10 4 reviews
Middlebury, VT
20/06 – 27/06
SG$376/nighttotal: SG$2632 (7 )

Mountainside Cabin Bristol, Vermont\nunplug. Relax. Reconnect With Nature.

2 2
cabin , Bristol
This rustic mountain lodge, located in Bristol, Vermont, offers direct access to national forest trails and peaceful pond views, with Middlebury situated 32 to 48 kilometres away and ski resorts such as Sugarbush and Mad River Glen a 72 kilometre drive.
This family-friendly property accommodates up to 10 guests, featuring a well-equipped kitchen with a fridge and microwave, air conditioning, a pool table, ping pong, darts, and an outdoor fire pit, with parking and an exterior security camera for added convenience.
Green Mountain Village Getaway In Picturesque Bristol, Vermont. - Middlebury, VT
10 7 reviews
Middlebury, VT
01/09 – 10/09
SG$542/nighttotal: SG$4878 (9 )

Green Mountain Village Getaway In Picturesque Bristol, Vermont.

4 5
apartment , Bristol
This four-bedroom house near Bristol, Vermont, is a short 1.6km walk from Lawrence Memorial Library and Holley Hall, and within a 2.4km radius of Bristol Cliffs Wilderness and Green Mountain National Forest.
This family-friendly dwelling boasts a fully equipped kitchen, Wi-Fi, a terrace, garden, tennis court, parking, and sleeps eight guests, with added amenities including barbecue grills and a sofa bed; enjoy stunning mountain views and tranquil surroundings.
Colonel's Camp In Buck Haven - Middlebury, VT
9.7 219 reviews
Middlebury, VT
01/09 – 10/09
SG$208/nighttotal: SG$1872 (9 )

Colonel's Camp In Buck Haven

1 5
cabin , Bristol
This charming cabin is situated just a short distance from Bristol, offering a peaceful retreat in the heart of the mountains. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to six guests. The open layout is perfect for families or groups of friends, and the cabin comes equipped with a kitchen, garden, parking, and internet access.

Best Middlebury, VT lodgings with a pool

Among the 40 accommodations in Middlebury, VT, here are the 1 best ones with a pool

Spacious Home • Near Downtown Middlebury. - Middlebury, VT
9.9 138 reviews
Middlebury, VT
16/10 – 22/10
SG$1101/nighttotal: SG$6606 (6 )

Spacious Home • Near Downtown Middlebury.

1 2
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.

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.

Destinations nearby

Best Middlebury, VT accommodations with a garden

Middlebury Cottage Walk To Campus. - Middlebury, VT
9.9 144 reviews
Middlebury, VT
16/10 – 22/10
SG$440/nighttotal: SG$2640 (6 )

Middlebury Cottage Walk To Campus.

2 2
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.
The Cottage Apartment In Downtown Middlebury. - Middlebury, VT
9.8 142 reviews
Middlebury, VT
16/10 – 22/10
SG$258/nighttotal: SG$1548 (6 )

The Cottage Apartment In Downtown Middlebury.

1 2
apartment , Middlebury
This first-floor cottage apartment is located on Main Street in downtown Middlebury, just a short walk from shops, restaurants, and Middlebury College. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a separate entrance, private parking, and a garden, making it ideal for families or small groups of up to four people. It offers a fully equipped kitchen, a comfortable living space, and is within easy reach of both the Middlebury College Snow Bowl for winter sports and Lake Champlain for water activities.
Charming One Bedroom Just Minutes To Middlebury! - Middlebury, VT
10 181 reviews
Middlebury, VT
11/10 – 22/10
SG$334/nighttotal: SG$3674 (11 )

Charming One Bedroom Just Minutes To Middlebury!

1 3
apartment , New Haven
This one-bedroom flat is located just a short distance from Middlebury College, making it ideal for parents visiting their children or anyone wanting to explore the college town. It has received excellent ratings for location, cleanliness, and overall user experience.
The self-catering apartment is spacious enough to comfortably accommodate up to three guests. It includes a fully equipped kitchen, a bathroom with a bath and shower, a living area with dining space, and a 65-inch smart TV. You can also enjoy access to laundry facilities, a garden, and parking, and your furry friend is welcome too.
Close To College-cheerful, Quiet, 2 Bedroom Home - Middlebury, VT
10 120 reviews
Middlebury, VT
11/10 – 22/10
SG$416/nighttotal: SG$4576 (11 )

Close To College-cheerful, Quiet, 2 Bedroom Home

1 3
apartment , Weybridge
This recently renovated apartment is located just 2.4 kilometres from Middlebury College in Middlebury, Vermont, a charming town with shops, restaurants and cultural attractions. The apartment enjoys excellent ratings for location, cleanliness and user experience.
The apartment is comfortably furnished and can accommodate up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden and parking, making it a great choice for families and groups.

Best Middlebury, VT accommodations with a kitchen

Purple Door Cottage In The Heart Of Middlebury! - Middlebury, VT
10 201 reviews
Middlebury, VT
16/10 – 22/10
SG$747/nighttotal: SG$4482 (6 )

Purple Door Cottage In The Heart Of Middlebury!

1 2
apartment , Middlebury
The Purple Door Cottage is located on a peaceful side street in the heart of Middlebury, just a short walk from the college, restaurants, and shops. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is a two-bedroom property with one bathroom, comfortably accommodating up to eight guests. It features a modern kitchen, a spacious living area, and a large deck with a fire pit and grill, perfect for enjoying the summer evenings.
Walk To Middlebury College - Middlebury, VT
10 7 reviews
Middlebury, VT
16/10 – 22/10
SG$284/nighttotal: SG$1704 (6 )

Walk To Middlebury College

1 2
apartment , Middlebury
This Middlebury studio apartment is conveniently located within walking distance of Middlebury College and the town centre, offering easy access to shops, restaurants, and cultural attractions.
The self-contained unit, sleeping up to two guests, features a kitchen, air conditioning, and private entrance, and benefits from parking nearby (confirmation required).
Charming Farmhouse At Sunrise Orchards - Middlebury, VT
9.9 48 reviews
Middlebury, VT
01/09 – 10/09
SG$818/nighttotal: SG$7362 (9 )

Charming Farmhouse At Sunrise Orchards

1 5
gîte , 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.
Separate Apartment Above Garage - Middlebury, VT
10 3 reviews
Middlebury, VT
01/08 – 31/12
SG$152/nighttotal: SG$23104 (152 )

Separate Apartment Above Garage

1 2
apartment , Bristol
This newly constructed studio apartment offers a modern stay in Bristol, conveniently located above a garage with easy access to city attractions.
This one-bedroom flat for two guests features air conditioning, a dishwasher, on-site laundry, and a dedicated parking space, a valuable amenity in Bristol.
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