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Check availability on Middlebury Family-Friendly Hotels

Our top choices for Middlebury family-friendly hotels

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 ₹9,788
₹10,767 total
includes taxes & fees
24 Dec - 25 Dec
Middlebury Sweets Motel
Exterior
Middlebury Inn

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1000)
"Perfect New England Inn right in the heart of town."
United States
LaTascha
The price is ₹11,254
₹12,380 total
includes taxes & fees
14 Dec - 15 Dec
Middlebury Inn
Property grounds
Lareau Farm Inn

Lareau Farm Inn

Lareau Farm Inn
3.0 star property
Waitsfield
9.2 out of 10, Wonderful, (107)
"This property is a beautiful working farm. The staff is great and the breakfast was delicious. "
United States
Charles
The price is ₹8,996
₹9,806 total
includes taxes & fees
14 Dec - 15 Dec
Lareau Farm Inn
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, (18)
"Very friendly owner and beautiful views"
United States
Anthony
The price is ₹13,448
₹17,174 total
includes taxes & fees
11 Jan - 12 Jan 2026
Trout House Village Resort
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, (752)
"The staff was nice and helpful. Hotel was clean and quiet."
United States
Jean
The price is ₹8,906
₹10,064 total
includes taxes & fees
22 Dec - 23 Dec
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 ₹15,195
₹16,562 total
includes taxes & fees
11 Jan - 12 Jan 2026
Mad River Inn
Condo, 2 Bedrooms | Property grounds
16 Village Run... 2 Bedroom Condo by RedAwning

16 Village Run... 2 Bedroom Condo by RedAwning

16 Village Run... 2 Bedroom Condo by RedAwning
3.0 star property
Warren
The price is ₹15,317
₹59,778 total
includes taxes & fees
27 Dec - 28 Dec
16 Village Run... 2 Bedroom Condo by RedAwning
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.
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Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Very comfortable bed. Clean room"
Josephine 2-night trip
Posted 7 days ago
Courtyard Middlebury

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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 Town Hall Theater, Vermont Folklife Center and Kevin P. Mahaney '84 Center for the Arts. Make sure that you have lots of time for activities such as National Museum of the Morgan Horse and Holy Cow Inc..