Family Hotels in Middlebury

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Family Hotels in Middlebury

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Middlebury on Hotels.com. These Middlebury Family Hotels consistently deliver on quality, location and traveler experience. Last updated on September 29, 2026.

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

A four-poster bed with a laptop on a wooden desk, a chair, and a bedside table with a lamp.

A formal dining room with a fireplace, chandeliers, and string lights.

A large brick building with multiple windows and a covered patio area with outdoor seating.

1. Middlebury Inn

Middlebury

Spa
Free parking
Free WiFi
Restaurant
Air conditioning
Gym

CNY1,306

CNY1,437 total

includes taxes & fees

Oct 12 - Oct 13

A grocery store aisle with candy dispensers and bulk bins.

A small, two-story building with a red roof and a yellow front.

A hotel room with a TV on a desk, a chair, a lamp, and a bed with a red blanket.

A shower with a glass door, a toilet, and a sink with a granite countertop.

2. Middlebury Sweets Motel

Middlebury

Pet friendly
Free parking
Free WiFi
Air conditioning
Non-smoking

CNY1,034

CNY1,137 total

includes taxes & fees

Oct 4 - Oct 5

A wooden bed with animal cutouts, a nightstand with a lamp, a window with blinds, and a framed picture on the wall.

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

A hot tub with a view of mountains and autumn trees.

A wooden table with a bottle of wine, glasses, and grapes.

3. Robert Frost Mountain Cabins

Ripton

Childcare
Arcade/game room

CNY2,542

CNY2,771 total

includes taxes & fees

Oct 14 - Oct 15

A swimming pool with clear water, surrounded by lounge chairs and a fence.

A lakeside view with docked boats, a sunset, and Adirondack chairs.

An aerial view of a lakeside property with a marina, boats, and surrounding greenery.

A buffet table with various food items and colorful plates, set up near a lake with a tent in the background.

4. Basin Harbor

Vergennes

Children's club
Childcare
Outdoor pool
Arcade/game room

CNY1,362

CNY1,485 total

includes taxes & fees

Oct 1 - Oct 2

A cozy room with leather chairs, a table, and a lamp.

A cozy living room with a brown leather sofa, two wooden side tables, a lamp, and a large window with a view of trees and snow outside.

A row of yellow buildings with green roofs and white trim, surrounded by gravel paths and greenery.

A bedroom with a stone fireplace, a large bed, a red sofa, and a wooden ceiling.

5. Tucker Hill Lodge

Waitsfield

Free parking
Free WiFi
Non-smoking

CNY1,586

CNY1,780 total

includes taxes & fees

Oct 1 - Oct 2

A large, modern house with a prominent wooden structure and stone foundation.

A Best Western Plus hotel with a covered outdoor area and a stone facade.

A lobby with a leather sofa, a round coffee table, a stone fireplace, and a reception desk.

A bar area with wooden bar counters, stools, and tables. There are bottles and glasses on the shelves, and a television mounted on the wall.

6. Best Western Plus Ticonderoga Inn & Suites

Ticonderoga

Cribs/infant beds provided
Indoor pool

CNY1,677

CNY1,895 total

includes taxes & fees

Oct 7 - Oct 8

A row of Adirondack chairs in a lush green field with a backdrop of mist-covered hills and a purple sky.

A fireplace with a white brick surround, a decorative wreath above it, and a mantelpiece with pumpkins and a small tree ornament.

A white building with a large lawn in front.

A traditional living room with a fireplace, wooden flooring, and classic furniture.

7. Mad River Inn

Waitsfield

Free breakfast
Free parking
Free WiFi
Connecting rooms available
Air conditioning
Laundry facilities

CNY1,220

CNY1,341 total

includes taxes & fees

Oct 25 - Oct 26

A lakeside cabin with a wooden deck and a view of the lake.

A lakeside hotel with a dock, lounge chairs, and a view of autumn trees.

A cozy cabin interior with a large window overlooking a lake, a wooden entertainment unit, and a comfortable sofa.

A log cabin with a balcony, surrounded by autumn foliage.

8. Trout House Village Resort

Hague

Laundry facilities
Free parking
Free WiFi
Air conditioning

CNY700

CNY944 total

includes taxes & fees

Oct 20 - Oct 21

A red brick building with multiple windows and balconies, surrounded by snow.

A red building with a pool and a snow-covered roof.

A view from a window overlooking a snowy town with buildings and a mountain in the background.

A traditional red building with a central rotunda and surrounding red brick structures.

9. Clay Brook Hotel

Warren

Childcare
Arcade/game room

CNY1,655

CNY1,984 total

includes taxes & fees

Oct 25 - Oct 26

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Discover your perfect family-friendly hotel in Middlebury

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Top landmarks in Middlebury

Middlebury College

9.6/10 (285 reviews)

If you'd like to get a taste of Middlebury student life, check out Middlebury College, located 0.6 mi (1 km) from central Middlebury.

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UVM Morgan Horse Farm

9.4/10 (13 reviews)

UVM Morgan Horse Farm is 1.6 mi (2.5 km) from central Weybridge, why not stop by during your stay.

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Town Hall Theater

9.0/10 (8 reviews)

If you’re after a show while in the center of Middlebury, you might want to get tickets at Town Hall Theater. If you enjoy the show and want to see another, Kevin P. Mahaney '84 Center for the Arts isn't far.

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Henry Sheldon Museum of Vermont History

8.0/10 (1 review)

The center of Middlebury is home to cultural attractions like Henry Sheldon Museum of Vermont History, so you might want to stop by during your stay. If you want to experience more of the culture Middlebury has to offer, head to Middlebury College, Porter Medical Center, and UVM Morgan Horse Farm.

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Vermont Folklife Center

9.6/10 (4 reviews)

Vermont Folklife Center is in the heart of Middlebury, so why not stop by during your stay. If you have fun at Vermont Folklife Center, you'll love Kevin P. Mahaney '84 Center for the Arts and Danforth Pewter, both located nearby.

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Cornwall Swamp Wildlife Management Area

Cornwall Swamp Wildlife Management Area is 3.3 mi (5.3 km) from central Cornwall, why not stop by during your stay. Want to stretch your legs some more? Head to Riley Bostwick Wildlife Management Area, located nearby.

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Kevin P. Mahaney '84 Center for the Arts

10.0/10 (10 reviews)

Kevin P. Mahaney '84 Center for the Arts is 0.7 mi (1.2 km) from central Middlebury, why not stop by during your stay. If you have fun at Kevin P. Mahaney '84 Center for the Arts, you'll love Vermont Folklife Center and Danforth Pewter, both located nearby.

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Middlebury Falls

Middlebury Falls is in the heart of Middlebury, so why not stop by during your stay.

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