Middlebury Holidays

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Middlebury Holiday

Our pick of the best Middlebury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is NZ$227 per night from 31 Mar to 1 Apr
NZ$227
31 Mar - 1 Apr
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Beautiful old hotel. Staff was very helpful. We enjoyed a delicious brunch.

Reviewed on 28 Mar 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 9 Apr to 10 Apr
NZ$257
9 Apr - 10 Apr
includes taxes & fees
8.8/10 Excellent! (560 reviews)
There was no housekeepiing service to our room.

Reviewed on 1 Mar 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
The price is NZ$377 per night from 23 Apr to 24 Apr
NZ$377
23 Apr - 24 Apr
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

Swift House Inn
See all 972 properties in Middlebury
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.

Discover the most popular places to visit in Middlebury

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.

UVM Morgan Horse Farm

Halpin Covered Bridge

Learn about the local history of Middlebury when you take a trip to Halpin Covered Bridge. Stroll along the riverfront or visit the cathedral while you're in the area.

Halpin Covered Bridge

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.