Photo by Jeff White

Plan, book, travel with confidence
Better together
Save up to ₩1,660,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Kid friendly Middlebury - Warren Hotels

Courtyard Middlebury

309 Court Street Middlebury VT

48 min drive from Sugarbush Ski Resort

Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...

8.8/10 Excellent! (573 reviews)

"Overnight staff could use some improvement"

Reviewed on Jun 11, 2026

Middlebury Inn

14 Court Square Middlebury VT

48 min drive from Sugarbush Ski Resort

Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (1,000 reviews)

"I love staying at this historic hotel. Ive stayed there twice. It is located near the center of Middlebury so it is near to stores and restaurants. I was visiting family so I didn’t try the onsite restaurant and spa and I didn’t use the a/c since the weather was mild. The beds were very comfortable. ..."

Reviewed on Jun 24, 2026

Robert Frost Mountain Cabins

2430 North Branch Road Ripton VT

32 min drive from Sugarbush Ski Resort

Book a stay at this ski cabin in Ripton. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Robert Frost Farm National Historic Site and ...

10/10 Exceptional! (41 reviews)

Families like: Kitchen, game room, skiing nearby, bicycle rentals nearby

Travelers say...

"Very nice place great owner"

Reviewed on Apr 16, 2026

See all 901 properties in Middlebury - Warren

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.