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 3.613.718 ₫ per night from 2 Mar to 3 Mar
3.613.718 ₫
3.975.090 ₫ total
2 Mar - 3 Mar
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
At check-in, I was asked to park on the street. The only overnight spots were .4 miles down the road on the other side of the bridge. On-site parking should be available for hotel guests.
Reviewed on 23 Feb 2026
Courtyard Middlebury
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.728.439 ₫ per night from 16 Mar to 17 Mar
3.728.439 ₫
4.101.282 ₫ total
16 Mar - 17 Mar
includes taxes & fees
8.8/10 Excellent! (558 reviews)
Managers were very rude!
Reviewed on 9 Feb 2026
Swift House Inn
57 North Pleasant Street Middlebury VT
9.4/10 Exceptional! (329 reviews)
Very nice room, overall very cozy feel. Breakfast waiter was attentive and friendly. Love that we were able to have a fire in our room!
Reviewed on 24 Feb 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.
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.
Middlebury College
5/5(2 reviews)
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.
