Middlebury Hotel Guide - Family Friendly Hotels in Middlebury, Vermont

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Family Friendly Hotels

Top Middlebury Family Friendly Hotels

Middlebury Sweets Motel
Classic Room, 2 Queen Beds
Middlebury Sweets Motel
2.5 star property
8.6 out of 10, Excellent, (379)
"cute an cozy, and not as tiny as the description makes it out to be"
The price is €103
includes taxes & fees
2 Nov - 3 Nov
Middlebury Sweets Motel
Middlebury Inn
Exterior
Middlebury Inn
3.0 star property
9.0 out of 10, Wonderful, (1012)
"Enjoyed the stay"
The price is €118
includes taxes & fees
6 Nov - 7 Nov
Middlebury Inn
Lareau Farm Inn
Property grounds
Lareau Farm Inn
3.0 star property
9.2 out of 10, Wonderful, (104)
"This property is a beautiful working farm. The staff is great and the breakfast was delicious. "
The price is €141
includes taxes & fees
9 Nov - 10 Nov
Lareau Farm Inn
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area
Trout House Village Resort
3.0 star property
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
The price is €134
includes taxes & fees
20 Oct - 21 Oct
Trout House Village Resort
Best Western Plus Ticonderoga Inn & Suites
Exterior
Best Western Plus Ticonderoga Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (740)
"The staff was nice and helpful. Hotel was clean and quiet."
The price is €145
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Ticonderoga Inn & Suites
A Canopy under the Stars
Property grounds
A Canopy under the Stars
10.0 out of 10, Exceptional, (1)
"Absolutely stunning spot, the first night we were a little worried about the canopy being very open with the front not zipping shut and the bottom being open all around but we had no issues whatsoever not even a worry. Totally awesome all around!"
The price is €115
includes taxes & fees
15 Oct - 16 Oct
A Canopy under the Stars
Basin Harbor
Children’s area
Basin Harbor
3.5 star property
8.4 out of 10, Very good, (189)
"Surprisingly a very nice upscale resort that the photos in Expedia did not do justice. Awesome accommodations and good dining options which can be rare in remote areas of VT"
The price is €469
includes taxes & fees
17 Oct - 18 Oct
Basin Harbor
Dreamy Artist Chalet in Secluded Historic Village
Fridge, microwave, oven, stovetop
Dreamy Artist Chalet in Secluded Historic Village
9.2 out of 10, Wonderful, (10)
"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "
The price is €373
includes taxes & fees
20 Oct - 21 Oct
Dreamy Artist Chalet in Secluded Historic Village
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Smart TV
Go Skiing or Hiking from an Enchanting, Light-Filled Home
9.8 out of 10, Exceptional, (37)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
The price is €304
includes taxes & fees
20 Oct - 21 Oct
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Clay Brook Hotel
Exterior
Clay Brook Hotel
3.5 star property
8.2 out of 10, Very good, (30)
"Great staff!"
Clay Brook Hotel
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

Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

10/10 Excellent
"Exactly as one would expect from a well managed Super 8."
Stephen 1-night trip
Posted 5 days ago
Super 8 by Wyndham Ticonderoga

Explore a world of travel with Expedia

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