Middlebury Vacations

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Find the Best Middlebury Vacation Packages

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 ¥17,443 per night from Feb 24 to Feb 25
¥17,443
¥19,189 total
Feb 24 - Feb 25
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
The staff was super friendly and helpful. The room was large, warm, and had nice hot water for tub/shower. Very convenient to the theatre, restaurants and a tavern. Walkable even though very cold.

Reviewed on Feb 9, 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 ¥22,172 per night from Mar 2 to Mar 3
¥22,172
¥24,389 total
Mar 2 - Mar 3
includes taxes & fees
8.8/10 Excellent! (557 reviews)
Very clean and comfortable room. Helpful staff.

Reviewed on Feb 9, 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
9.4/10 Exceptional! (315 reviews)
The room was what we call. “Dutch Clean” highest grade. Staff was very helpful. I appreciated the Tesla Destination EV charger, but disappointed that I had to climb over a dangerously slippery snow pile between the car and the charger. The charge cable was also frozen in ice making it difficult to ...

Reviewed on Feb 16, 2026

Swift House Inn
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.

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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.