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Search Family-Friendly Hotels in Middlebury

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Our top choices for Middlebury family-friendly hotels

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 ฿4,077
฿4,485 total
includes taxes & fees
18 Jan - 19 Jan 2026
Middlebury Inn

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 spacious, clean, and best of all; the jacuzzi and fireplace were in working order! Special thanks to the gentleman on staff who made breakfast and braved the storm to get there... "
United States
Peter
The price is ฿3,744
฿4,230 total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Plus Ticonderoga Inn & Suites

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 ฿5,318
฿5,797 total
includes taxes & fees
8 Jan - 9 Jan 2026
Mad River Inn

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 ฿3,772
฿4,149 total
includes taxes & fees
1 Jan - 2 Jan 2026
Middlebury Sweets Motel

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 ฿5,348
฿5,829 total
includes taxes & fees
8 Jan - 9 Jan 2026
Lareau Farm Inn

22 Village Run 3 Bedroom Condo by RedAwning

22 Village Run 3 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is ฿9,004
฿32,625 total
includes taxes & fees
20 Jan - 21 Jan 2026
22 Village Run 3 Bedroom Condo by RedAwning

Village House 3 Bedroom Home

Village House 3 Bedroom Home
3.0 star property
Waitsfield Village Historic District
The price is ฿10,932
฿36,063 total
includes taxes & fees
12 Jan - 13 Jan 2026
Village House 3 Bedroom Home

Bridges 19 1 Bedroom Condo

Bridges 19 1 Bedroom Condo
3.0 star property
Warren
The price is ฿19,764
฿43,223 total
includes taxes & fees
1 Jan - 2 Jan 2026
Bridges 19 1 Bedroom Condo

Clyde's Cabin 4 Bedroom Home

Clyde's Cabin 4 Bedroom Home
3.0 star property
Warren
The price is ฿13,045
฿45,403 total
includes taxes & fees
5 Jan - 6 Jan 2026
Clyde's Cabin 4 Bedroom Home

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 ฿4,707
฿6,011 total
includes taxes & fees
14 Jan - 15 Jan 2026
Trout House Village Resort
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.

Top Middlebury Hotel Reviews

Frequently asked questions

What's Middlebury like for family-friendly holidays?
The historic destination of Middlebury is a great choice if you've been thinking about a holiday with the children. The beautiful waterfalls, interesting architecture and theatres are just a few things that make this an attractive family holiday destination. Take to the air and fly into Burlington, VT (BTV-Burlington Intl.), which is located 31.4 mi (50.6 km) from the city centre.
What's the best family accommodation in 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 holiday in Middlebury?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Middlebury are January, March, February and December, with each month seeing an average of 26 cm of snowfall.
What's there to see and do with your family in Middlebury?
While you are visiting Middlebury, you may want to round up the youngsters 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 that you have lots of time for activities such as Vermont Folklife Center and Holy Cow Inc..