Middlebury Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by David Alpert
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
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Find the Best Middlebury Vacation Packages
Middlebury Hotel Deals
Middlebury Inn
14 Court Square, Middlebury, VT
The price is ￥26,492 per night from Oct 26 to Oct 27
￥26,492
￥29,141 total
Oct 26 - Oct 27
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Love coming to Middle ury!"
Reviewed on Sep 28, 2025
Courtyard Middlebury
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is ￥22,499 per night from Oct 26 to Oct 27
￥22,499
￥24,749 total
Oct 26 - Oct 27
includes taxes & fees
8.8/10 Excellent! (525 reviews)
"Very clean and comfortable!"
Reviewed on Sep 30, 2025
Cozy Loft for two with Hot Tub & Mtn Views
Granville
10/10 Exceptional! (260 reviews)
"Fantastic little cabin to stay in was the perfect place to kick back and relax."
Reviewed on Sep 23, 2025
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
Middlebury College
Enjoy the collegiate vibe when you visit Middlebury College, during your trip to Middlebury. Stroll along the riverfront or visit the cathedral while you're in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
