Middlebury Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by David Alpert
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Middlebury Vacation Packages
Middlebury Hotel Deals
Middlebury Inn
14 Court Square Middlebury VT
The price is ₩185,287 per night from Jan 4 to Jan 5
₩185,287
₩203,816 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
I didn’t have breakfast. The coolness of my room was fine.
Reviewed on Dec 18, 2025
Courtyard Middlebury
309 Court Street Middlebury VT
The price is ₩178,710 per night from Jan 6 to Jan 7
₩178,710
₩196,581 total
Jan 6 - Jan 7, 2026
includes taxes & fees
8.8/10 Excellent! (548 reviews)
Cozy clean and confortable 👍
Reviewed on Dec 29, 2025
Middlebury Sweets Motel
1395 Rt 7 South Middlebury VT
The price is ₩171,419 per night from Jan 1 to Jan 2
₩171,419
₩188,561 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.4/10 Very Good! (388 reviews)
Nice little room for a quick stay. We were in the Reese themed room. Thoughtful amenities, the dark makeup washcloth was a nice touch! Clean room and bathroom. Responsive front desk. Will stay again when visiting family in the area.
Reviewed on Nov 2, 2025
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
