Middlebury Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by David Alpert
Top hotels in Middlebury
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.404.074 ₫ per night from 13 Jan to 14 Jan
3.404.074 ₫
3.744.481 ₫ total
13 Jan - 14 Jan
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Love the ambience of this historic inn. Staff was helpful and friendly.
Reviewed on 3 Jan 2026
Courtyard Middlebury
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.283.250 ₫ per night from 18 Jan to 19 Jan
3.283.250 ₫
3.611.575 ₫ total
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (551 reviews)
The hotel is convenient to Middlebury and comfortable, but a little worn. A limited breakfast is available for purchase (expensive) at the hotel, but there is a better breakfast place - - Rosie's - - about a 5 minute drive south of the hotel on Rt. 7.
Reviewed on 5 Jan 2026
Middlebury Sweets Motel
1395 Rt 7 South Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 2.860.367 ₫ per night from 13 Jan to 14 Jan
2.860.367 ₫
3.146.404 ₫ total
13 Jan - 14 Jan
includes taxes & fees
8.4/10 Very Good! (389 reviews)
Clean spacious room and comfortable beds.
Reviewed on 10 Jan 2026
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.
Popular places to visit
Otter Creek Brewing
Learn about the local history of Middlebury when you take a trip to Otter Creek Brewing. While you're here, you can savour the top-notch restaurants.
Middlebury College
Explore the campus of Middlebury College during your trip to Middlebury. Stroll along the riverfront or visit the cathedral while you're in the area.
UVM Morgan Horse Farm
You can take time to visit UVM Morgan Horse Farm during your travels to Weybridge. While you're here, you can savour the top-notch restaurants.
