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Find Family Hotels in Middlebury, VT

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Check availability on Middlebury Family Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Middlebury family-friendly hotels

Exterior
Middlebury Inn

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1003)
"Big clean room, nice staff"
United States
susan
The price is ₩185,287
₩203,816 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Middlebury Inn
Classic Room, 2 Queen Beds | Desk, iron/ironing board, free WiFi, bed sheets
Middlebury Sweets Motel

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (388)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ₩171,419
₩188,561 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Middlebury Sweets Motel
Exterior
Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites
2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (756)
"Room was great. "
United States
Craig D
The price is ₩170,132
₩192,249 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Plus Ticonderoga Inn & Suites
Property entrance
Mad River Inn

Mad River Inn

Mad River Inn
4.0 star property
Waitsfield
10.0 out of 10, Exceptional, (44)
"The B&B was perfect and the owners are very nice and generous. "
United States
Thomas
The price is ₩241,687
₩263,439 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Mad River Inn
Property grounds
Lareau Farm Inn

Lareau Farm Inn

Lareau Farm Inn
3.0 star property
Waitsfield
9.2 out of 10, Wonderful, (108)
"Go for the breakfast. Stay for the hospitality and charm of the inn! "
United States
Matthew
The price is ₩243,046
₩264,920 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lareau Farm Inn
Condo, 3 Bedrooms | View from property
22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is ₩409,217
₩1,482,704 total
includes taxes & fees
Jan 20 - Jan 21, 2026
22 Village Run 3 Bedroom Condo by RedAwning
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services
Trout House Village Resort

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (21)
"Great updated cabin. "
United States
Diane
The price is ₩213,903
₩273,174 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Trout House Village Resort
House, 3 Bedrooms | Exterior
Village House 3 Bedroom Home

Village House 3 Bedroom Home

Village House 3 Bedroom Home
3.0 star property
Waitsfield Village Historic District
The price is ₩1,398,170
₩3,122,499 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Village House 3 Bedroom Home
House, 4 Bedrooms | Interior
Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home
3.0 star property
Warren
The price is ₩613,075
₩2,095,850 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Clyde's Cabin 4 Bedroom Home
Condo, 2 Bedrooms | Dining
100 Snow Creek 2 Bedroom Condo

100 Snow Creek 2 Bedroom Condo

100 Snow Creek 2 Bedroom Condo
3.0 star property
Warren
"The problem was not the property. We don’t know how it was. An hour after booking the property for that evening through Expedia, I got an email that I didn’t read because I was driving to the condo, stating that the condo management company, RedAwning Guest Services, cancelled the reservation because they are unable to accept bookings for this property within 48 hours of arrival. We learned of the cancelation when we tried to check in. Huge hassle trying to fine another place in an area of...
United States
Martin
The price is ₩1,745,508
₩3,566,125 total
includes taxes & fees
Jan 20 - Jan 21, 2026
100 Snow Creek 2 Bedroom Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Middlebury Hotel Reviews

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

10/10 Excellent
"Room was great. "
Craig D 1-night trip
Posted 8 days ago
Best Western Plus Ticonderoga Inn & Suites
Middlebury Inn

Middlebury Inn

10/10 Excellent
"I didn’t have breakfast. The coolness of my room was fine."
Sam 1-night trip
Posted 12 days ago
Middlebury Inn

Frequently asked questions

What's Middlebury like for family-friendly vacations?
The historic destination of Middlebury is a great choice if you've been thinking about a vacation with the kids. The beautiful waterfalls, interesting architecture, and theaters are just a few things that make this an attractive family vacation spot. Take to the air and fly into Burlington Intl. Airport (BTV), which is located 31.4 mi (50.6 km) from the city center.
What's the best accommodation for a family vacation to Middlebury?
Waybury Inn is an inn with a restaurant and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Middlebury?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What's there to see and do with your family in Middlebury?
While you are visiting Middlebury, you might want to round up the kiddos and make time to see interesting attractions such as Kevin P. Mahaney '84 Center for the Arts, National Museum of the Morgan Horse, and Town Hall Theater. Make sure you have lots of time for activities like Vermont Folklife Center and Holy Cow Inc..