A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

Middlebury Hotel Guide - Family Friendly Hotels in Middlebury, Vermont

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Check availability on Middlebury Family Friendly Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Middlebury family-friendly hotels

1. Middlebury Inn

Middlebury Inn
Middlebury
  • Enchanting family retreats with outdoor adventures and historic charm in the heart of Middlebury.
€143
includes taxes & fees
30 Aug - 31 Aug
Middlebury Inn

2. Middlebury Sweets Motel

Middlebury Sweets Motel
Middlebury
€145
includes taxes & fees
24 Sept - 25 Sept
Middlebury Sweets Motel

3. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
€665
includes taxes & fees
7 Sept - 8 Sept
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

4. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
Ripton
€326
includes taxes & fees
27 Aug - 28 Aug
Robert Frost Mountain Cabins

5. Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites
Ticonderoga
  • Family-friendly splash and play at Lake George getaway with indoor pool, hot tub, and scrumptious meals for all ages.
€242
includes taxes & fees
31 Aug - 1 Sept
Best Western Plus Ticonderoga Inn & Suites

6. Basin Harbor

Basin Harbor
Vergennes
  • Family fun comes alive at this lakefront hotel with beach activities, a playground, kids club, and water sports.
€203
includes taxes & fees
20 Sept - 21 Sept
Basin Harbor

7. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
€372
includes taxes & fees
8 Sept - 9 Sept
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

8. Tucker Hill Lodge

Tucker Hill Lodge
Waitsfield
€192
includes taxes & fees
8 Sept - 9 Sept
Tucker Hill Lodge

9. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
€350
includes taxes & fees
13 Sept - 14 Sept
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

10. Clay Brook Hotel

Clay Brook Hotel
Warren
  • Year-round family adventures await at this ski-in/ski-out hotel with indoor and outdoor pools, playground, and game room.
€304
includes taxes & fees
27 Aug - 28 Aug
Clay Brook Hotel
View all properties

Choose what matters most at family-friendly hotels in Middlebury

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Middlebury Hotel Reviews

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

8/10 Good
"Very friendly staff......but side was unlocked.."
Russel 1-night trip
Posted 6 hours ago
Best Western Plus Ticonderoga Inn & Suites
Basin Harbor

Basin Harbor

10/10 Excellent
"Stayed here for two weeknights mid-ish August 2026. Service was really great. Very professional and courteous. The rooms were nice enough. Ours was pretty spacious with a balcony with not much of a view (guess that is what you get for only $400/night). Pretty pricey during summer time. That said, the setting and grounds are spectacular. As they stress, a very traditional NE summer resort. We did not eat there at all and didn't partake of much of the entertainment they had to offer, but my daughters loved the ambiance, the historical buildings, the sunsets, and scenery. While we didn't partake of much of the entertainment, we could see it all around us. Regret is not spending enough time here (we treated it more like a hotel than a resort)."
James 2-night trip
Posted 3 days ago
Basin Harbor

Frequently asked questions

What's Middlebury like for family-friendly holidays?
You may want to consider the historic destination of Middlebury if you've been thinking about a trip for the whole family. The beautiful waterfalls, interesting architecture and restaurants are just a few things that make this an attractive family holiday destination. 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, Kevin P. Mahaney '84 Center for the Arts and National Museum of the Morgan Horse. Make sure that you have lots of time for activities such as Holy Cow Inc. and Danforth Pewter.