
Middlebury Vacation Packages
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Your Middlebury Vacation
Our vacation packages to Middlebury let you customize your own adventure. Tailor your journey to your interests and needs and make the most of your time in this fabulous city. You'll want to do some exploring during your trip to Middlebury. Make time for major attractions such as Middlebury College, National Museum of the Morgan Horse and UVM Morgan Horse Farm. A couple of clicks is all it takes to build the perfect Middlebury vacation on Expedia.
Top Middlebury Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Club Wyndham Smugglers’ Notch Vermont
per person
Oct 17 - Oct 22
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.4/10 Very Good! (183 reviews)
Beautiful, clean and well maintained property. Beautiful view from the deck. Property includes everything you need!
Reviewed on Aug. 5, 2025

Swanson Inn of Vermont
per person
Oct 17 - Oct 22
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.6/10 Exceptional! (154 reviews)
A mixed bag. Nice views of brook, woods & mountain. Frank was very helpful! The room was comfortable but the door was broken. No pancakes or waffles; just a lousy continental breakfast & bad coffee.
Reviewed on Jul. 21, 2025

Middlebury Hotel Deals

Middlebury Inn
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 17 to Aug 18
CA $196
CA $216 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"was quite a unique & comforting hotel!"
Reviewed on Aug. 3, 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 CA $197 per night from Aug 17 to Aug 18
CA $197
CA $217 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (519 reviews)
"Everything was good, except that we asked for full housekeeping and they did not change the linens."
Reviewed on Jul. 5, 2025

Middlebury Sweets Motel
1395 Rt 7 South, Middlebury, VT
The price is CA $212 per night from Aug 7 to Aug 8
CA $212
CA $233 total
Aug 7 - Aug 8
includes taxes & fees
8.4/10 Very Good! (367 reviews)
"Nice and clean. Plus we love the candy shop!"
Reviewed on Aug. 4, 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.
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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.