Middlebury Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Middlebury
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.649.477 ₫ per night from 4 May to 5 May
3.649.477 ₫
4.014.425 ₫ total
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Friendly staff. Clean room.
Reviewed on 6 Apr 2026
Courtyard Middlebury
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.528.354 ₫ per night from 20 Apr to 21 Apr
3.528.354 ₫
3.881.190 ₫ total
20 Apr - 21 Apr
includes taxes & fees
Swift House Inn
57 North Pleasant Street Middlebury VT
The price is 4.715.882 ₫ per night from 7 May to 8 May
4.715.882 ₫
5.187.470 ₫ total
7 May - 8 May
includes taxes & fees
9.6/10 Exceptional! (335 reviews)
This property was great! Me and my partner stayed here for Valetinej
Reviewed on 17 Mar 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
Pulp Mill Covered Bridge
Find out about the history of Weybridge with a stop at Pulp Mill Covered Bridge. While you're here, you can savour the top-notch restaurants.
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.
